Flights from Chicago to Cancun (ORD to CUN)

Discover more affordable routes and cheaper dates from Chicago to Cancun (ORD to CUN) within a date range.

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US$1530

6:30pm - 9:05pm
Sun Mar 23rd 2025

26h 35m
Chicago (ORD) → Cancún (CUN)

1 Stop

12:39pm - 2:14am
Thu Mar 27th 2025

13h 35m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 Volaris · Y4 5507 Depart at 6:30pm from Chicago (ORD) Fly for 3h 51m Arrive at 9:21pm in Monterrey (MTY)

Layover in Monterrey for 20h 29m

Mon Mar 24th 2025 VivaAerobus · VB 2177 Depart at 5:50pm from Monterrey (MTY) Fly for 2h 15m Arrive at 9:05pm in Cancún (CUN)

Stay in Cancún for 2 nights

Thu Mar 27th 2025 Volaris · Y4 3504 Depart at 12:39pm from Cancún (CUN) Fly for 2h 41m Arrive at 2:20pm in León (BJX)

Layover in León for 7h 10m

Thu Mar 27th 2025 Volaris · Y4 7730 Depart at 9:30pm from León (BJX) Fly for 3h 44m Arrive at 2:14am in Chicago (ORD)
US$1539

6:30pm - 9:05pm
Sun Mar 23rd 2025

26h 35m
Chicago (ORD) → Cancún (CUN)

1 Stop

9:39pm - 11:05am
Thu Mar 27th 2025

13h 26m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 Volaris · Y4 5507 Depart at 6:30pm from Chicago (ORD) Fly for 3h 51m Arrive at 9:21pm in Monterrey (MTY)

Layover in Monterrey for 20h 29m

Mon Mar 24th 2025 VivaAerobus · VB 2177 Depart at 5:50pm from Monterrey (MTY) Fly for 2h 15m Arrive at 9:05pm in Cancún (CUN)

Stay in Cancún for 3 nights

Thu Mar 27th 2025 Volaris · Y4 1041 Depart at 9:39pm from Cancún (CUN) Fly for 2h 57m Arrive at 11:36pm in Guadalajara (GDL)

Layover in Guadalajara for 6h 31m

Fri Mar 28th 2025 Volaris · Y4 1704 Depart at 6:07am from Guadalajara (GDL) Fly for 3h 58m Arrive at 11:05am in Chicago (ORD)
US$1552

6:30pm - 7:50pm
Sun Mar 23rd 2025

25h 20m
Chicago (ORD) → Cancún (CUN)

1 Stop

12:39pm - 2:14am
Thu Mar 27th 2025

13h 35m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 Volaris · Y4 5507 Depart at 6:30pm from Chicago (ORD) Fly for 3h 51m Arrive at 9:21pm in Monterrey (MTY)

Layover in Monterrey for 19h 14m

Mon Mar 24th 2025 VivaAerobus · VB 7389 Depart at 4:35pm from Monterrey (MTY) Fly for 2h 15m Arrive at 7:50pm in Cancún (CUN)

Stay in Cancún for 2 nights

Thu Mar 27th 2025 Volaris · Y4 3504 Depart at 12:39pm from Cancún (CUN) Fly for 2h 41m Arrive at 2:20pm in León (BJX)

Layover in León for 7h 10m

Thu Mar 27th 2025 Volaris · Y4 7730 Depart at 9:30pm from León (BJX) Fly for 3h 44m Arrive at 2:14am in Chicago (ORD)
US$1553

6:30pm - 9:05pm
Sun Mar 23rd 2025

26h 35m
Chicago (ORD) → Cancún (CUN)

1 Stop

9:37am - 2:25am
Fri Mar 28th 2025

16h 48m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 Volaris · Y4 5507 Depart at 6:30pm from Chicago (ORD) Fly for 3h 51m Arrive at 9:21pm in Monterrey (MTY)

Layover in Monterrey for 20h 29m

Mon Mar 24th 2025 VivaAerobus · VB 2177 Depart at 5:50pm from Monterrey (MTY) Fly for 2h 15m Arrive at 9:05pm in Cancún (CUN)

Stay in Cancún for 3 nights

Fri Mar 28th 2025 Volaris · Y4 3500 Depart at 9:37am from Cancún (CUN) Fly for 2h 41m Arrive at 11:18am in León (BJX)

Layover in León for 10h 12m

Fri Mar 28th 2025 VivaAerobus · VB 808 Depart at 9:30pm from León (BJX) Fly for 3h 55m Arrive at 2:25am in Chicago (ORD)
US$1561

6:30pm - 7:50pm
Sun Mar 23rd 2025

25h 20m
Chicago (ORD) → Cancún (CUN)

1 Stop

9:39pm - 11:05am
Thu Mar 27th 2025

13h 26m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 Volaris · Y4 5507 Depart at 6:30pm from Chicago (ORD) Fly for 3h 51m Arrive at 9:21pm in Monterrey (MTY)

Layover in Monterrey for 19h 14m

Mon Mar 24th 2025 VivaAerobus · VB 7389 Depart at 4:35pm from Monterrey (MTY) Fly for 2h 15m Arrive at 7:50pm in Cancún (CUN)

Stay in Cancún for 3 nights

Thu Mar 27th 2025 Volaris · Y4 1041 Depart at 9:39pm from Cancún (CUN) Fly for 2h 57m Arrive at 11:36pm in Guadalajara (GDL)

Layover in Guadalajara for 6h 31m

Fri Mar 28th 2025 Volaris · Y4 1704 Depart at 6:07am from Guadalajara (GDL) Fly for 3h 58m Arrive at 11:05am in Chicago (ORD)
US$1575

6:30pm - 7:50pm
Sun Mar 23rd 2025

25h 20m
Chicago (ORD) → Cancún (CUN)

1 Stop

9:37am - 2:25am
Fri Mar 28th 2025

16h 48m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 Volaris · Y4 5507 Depart at 6:30pm from Chicago (ORD) Fly for 3h 51m Arrive at 9:21pm in Monterrey (MTY)

Layover in Monterrey for 19h 14m

Mon Mar 24th 2025 VivaAerobus · VB 7389 Depart at 4:35pm from Monterrey (MTY) Fly for 2h 15m Arrive at 7:50pm in Cancún (CUN)

Stay in Cancún for 3 nights

Fri Mar 28th 2025 Volaris · Y4 3500 Depart at 9:37am from Cancún (CUN) Fly for 2h 41m Arrive at 11:18am in León (BJX)

Layover in León for 10h 12m

Fri Mar 28th 2025 VivaAerobus · VB 808 Depart at 9:30pm from León (BJX) Fly for 3h 55m Arrive at 2:25am in Chicago (ORD)
US$1618

6:30pm - 6:20pm
Sun Mar 23rd 2025

23h 50m
Chicago (ORD) → Cancún (CUN)

1 Stop

12:39pm - 2:14am
Thu Mar 27th 2025

13h 35m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 Volaris · Y4 5507 Depart at 6:30pm from Chicago (ORD) Fly for 3h 51m Arrive at 9:21pm in Monterrey (MTY)

Layover in Monterrey for 17h 44m

Mon Mar 24th 2025 VivaAerobus · VB 2199 Depart at 3:05pm from Monterrey (MTY) Fly for 2h 15m Arrive at 6:20pm in Cancún (CUN)

Stay in Cancún for 2 nights

Thu Mar 27th 2025 Volaris · Y4 3504 Depart at 12:39pm from Cancún (CUN) Fly for 2h 41m Arrive at 2:20pm in León (BJX)

Layover in León for 7h 10m

Thu Mar 27th 2025 Volaris · Y4 7730 Depart at 9:30pm from León (BJX) Fly for 3h 44m Arrive at 2:14am in Chicago (ORD)
US$1627

6:30pm - 6:20pm
Sun Mar 23rd 2025

23h 50m
Chicago (ORD) → Cancún (CUN)

1 Stop

9:39pm - 11:05am
Thu Mar 27th 2025

13h 26m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 Volaris · Y4 5507 Depart at 6:30pm from Chicago (ORD) Fly for 3h 51m Arrive at 9:21pm in Monterrey (MTY)

Layover in Monterrey for 17h 44m

Mon Mar 24th 2025 VivaAerobus · VB 2199 Depart at 3:05pm from Monterrey (MTY) Fly for 2h 15m Arrive at 6:20pm in Cancún (CUN)

Stay in Cancún for 3 nights

Thu Mar 27th 2025 Volaris · Y4 1041 Depart at 9:39pm from Cancún (CUN) Fly for 2h 57m Arrive at 11:36pm in Guadalajara (GDL)

Layover in Guadalajara for 6h 31m

Fri Mar 28th 2025 Volaris · Y4 1704 Depart at 6:07am from Guadalajara (GDL) Fly for 3h 58m Arrive at 11:05am in Chicago (ORD)
US$1635

6:30pm - 9:05pm
Sun Mar 23rd 2025

26h 35m
Chicago (ORD) → Cancún (CUN)

1 Stop

10:47pm - 5:00pm
Thu Mar 27th 2025

18h 13m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 Volaris · Y4 5507 Depart at 6:30pm from Chicago (ORD) Fly for 3h 51m Arrive at 9:21pm in Monterrey (MTY)

Layover in Monterrey for 20h 29m

Mon Mar 24th 2025 VivaAerobus · VB 2177 Depart at 5:50pm from Monterrey (MTY) Fly for 2h 15m Arrive at 9:05pm in Cancún (CUN)

Stay in Cancún for 3 nights

Thu Mar 27th 2025 Volaris · Y4 3452 Depart at 10:47pm from Cancún (CUN) Fly for 2h 36m Arrive at 12:23am in Monterrey (MTY)

Layover in Monterrey for 12h 22m

Fri Mar 28th 2025 Volaris · Y4 5506 Depart at 12:45pm from Monterrey (MTY) Fly for 3h 15m Arrive at 5:00pm in Chicago (ORD)
US$1657

6:30pm - 7:50pm
Sun Mar 23rd 2025

25h 20m
Chicago (ORD) → Cancún (CUN)

1 Stop

10:47pm - 5:00pm
Thu Mar 27th 2025

18h 13m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 Volaris · Y4 5507 Depart at 6:30pm from Chicago (ORD) Fly for 3h 51m Arrive at 9:21pm in Monterrey (MTY)

Layover in Monterrey for 19h 14m

Mon Mar 24th 2025 VivaAerobus · VB 7389 Depart at 4:35pm from Monterrey (MTY) Fly for 2h 15m Arrive at 7:50pm in Cancún (CUN)

Stay in Cancún for 3 nights

Thu Mar 27th 2025 Volaris · Y4 3452 Depart at 10:47pm from Cancún (CUN) Fly for 2h 36m Arrive at 12:23am in Monterrey (MTY)

Layover in Monterrey for 12h 22m

Fri Mar 28th 2025 Volaris · Y4 5506 Depart at 12:45pm from Monterrey (MTY) Fly for 3h 15m Arrive at 5:00pm in Chicago (ORD)
US$1907

6:30pm - 9:28am
Sun Mar 23rd 2025

14h 58m
Chicago (ORD) → Cancún (CUN)

1 Stop

10:53am - 2:56pm
Thu Mar 27th 2025

4h 3m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 Volaris · Y4 5507 Depart at 6:30pm from Chicago (ORD) Fly for 3h 51m Arrive at 9:21pm in Monterrey (MTY)

Layover in Monterrey for 8h 49m

Mon Mar 24th 2025 Volaris · Y4 3451 Depart at 6:10am from Monterrey (MTY) Fly for 2h 18m Arrive at 9:28am in Cancún (CUN)

Stay in Cancún for 3 nights

Thu Mar 27th 2025 Spirit Airlines · NK 105 Depart at 10:53am from Cancún (CUN) Fly for 4h 3m Arrive at 2:56pm in Chicago (ORD)
US$2058

6:45am - 7:50pm
Sun Mar 23rd 2025

13h 5m
Chicago (ORD) → Cancún (CUN)

2 Stops

10:53am - 2:56pm
Thu Mar 27th 2025

4h 3m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 AeroMéxico · AM 3956 Depart at 6:45am from Chicago (ORD) Fly for 1h 25m Arrive at 9:10am in Detroit (DTW)

Layover in Detroit for 1h 0m

Sun Mar 23rd 2025 AeroMéxico · AM 2723 Depart at 10:10am from Detroit (DTW) Fly for 4h 25m Arrive at 12:35pm in Monterrey (MTY)

Layover in Monterrey for 4h 0m

Sun Mar 23rd 2025 VivaAerobus · VB 7389 Depart at 4:35pm from Monterrey (MTY) Fly for 2h 15m Arrive at 7:50pm in Cancún (CUN)

Stay in Cancún for 3 nights

Thu Mar 27th 2025 Spirit Airlines · NK 105 Depart at 10:53am from Cancún (CUN) Fly for 4h 3m Arrive at 2:56pm in Chicago (ORD)
US$2091

6:30pm - 9:28am
Sun Mar 23rd 2025

14h 58m
Chicago (ORD) → Cancún (CUN)

1 Stop

2:52pm - 7:05pm
Thu Mar 27th 2025

4h 13m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 Volaris · Y4 5507 Depart at 6:30pm from Chicago (ORD) Fly for 3h 51m Arrive at 9:21pm in Monterrey (MTY)

Layover in Monterrey for 8h 49m

Mon Mar 24th 2025 Volaris · Y4 3451 Depart at 6:10am from Monterrey (MTY) Fly for 2h 18m Arrive at 9:28am in Cancún (CUN)

Stay in Cancún for 3 nights

Thu Mar 27th 2025 Spirit Airlines · NK 623 Depart at 2:52pm from Cancún (CUN) Fly for 4h 13m Arrive at 7:05pm in Chicago (ORD)
US$2123

6:45am - 6:20pm
Sun Mar 23rd 2025

11h 35m
Chicago (ORD) → Cancún (CUN)

2 Stops

10:53am - 2:56pm
Thu Mar 27th 2025

4h 3m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 AeroMéxico · AM 3956 Depart at 6:45am from Chicago (ORD) Fly for 1h 25m Arrive at 9:10am in Detroit (DTW)

Layover in Detroit for 1h 0m

Sun Mar 23rd 2025 AeroMéxico · AM 2723 Depart at 10:10am from Detroit (DTW) Fly for 4h 25m Arrive at 12:35pm in Monterrey (MTY)

Layover in Monterrey for 2h 30m

Sun Mar 23rd 2025 VivaAerobus · VB 2199 Depart at 3:05pm from Monterrey (MTY) Fly for 2h 15m Arrive at 6:20pm in Cancún (CUN)

Stay in Cancún for 3 nights

Thu Mar 27th 2025 Spirit Airlines · NK 105 Depart at 10:53am from Cancún (CUN) Fly for 4h 3m Arrive at 2:56pm in Chicago (ORD)
US$2128

1:45am - 3:10pm
Sun Mar 23rd 2025

13h 25m
Chicago (ORD) → Cancún (CUN)

1 Stop

10:53am - 2:56pm
Thu Mar 27th 2025

4h 3m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 Volaris · Y4 1703 Depart at 1:45am from Chicago (ORD) Fly for 4h 28m Arrive at 5:13am in Guadalajara (GDL)

Layover in Guadalajara for 6h 12m

Sun Mar 23rd 2025 VivaAerobus · VB 2133 Depart at 11:25am from Guadalajara (GDL) Fly for 2h 45m Arrive at 3:10pm in Cancún (CUN)

Stay in Cancún for 3 nights

Thu Mar 27th 2025 Spirit Airlines · NK 105 Depart at 10:53am from Cancún (CUN) Fly for 4h 3m Arrive at 2:56pm in Chicago (ORD)
US$2147

1:45am - 2:25pm
Sun Mar 23rd 2025

12h 40m
Chicago (ORD) → Cancún (CUN)

1 Stop

10:53am - 2:56pm
Thu Mar 27th 2025

4h 3m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 Volaris · Y4 1703 Depart at 1:45am from Chicago (ORD) Fly for 4h 28m Arrive at 5:13am in Guadalajara (GDL)

Layover in Guadalajara for 5h 17m

Sun Mar 23rd 2025 VivaAerobus · VB 2139 Depart at 10:30am from Guadalajara (GDL) Fly for 2h 55m Arrive at 2:25pm in Cancún (CUN)

Stay in Cancún for 3 nights

Thu Mar 27th 2025 Spirit Airlines · NK 105 Depart at 10:53am from Cancún (CUN) Fly for 4h 3m Arrive at 2:56pm in Chicago (ORD)
US$2243

6:45am - 7:50pm
Sun Mar 23rd 2025

13h 5m
Chicago (ORD) → Cancún (CUN)

2 Stops

2:52pm - 7:05pm
Thu Mar 27th 2025

4h 13m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 AeroMéxico · AM 3956 Depart at 6:45am from Chicago (ORD) Fly for 1h 25m Arrive at 9:10am in Detroit (DTW)

Layover in Detroit for 1h 0m

Sun Mar 23rd 2025 AeroMéxico · AM 2723 Depart at 10:10am from Detroit (DTW) Fly for 4h 25m Arrive at 12:35pm in Monterrey (MTY)

Layover in Monterrey for 4h 0m

Sun Mar 23rd 2025 VivaAerobus · VB 7389 Depart at 4:35pm from Monterrey (MTY) Fly for 2h 15m Arrive at 7:50pm in Cancún (CUN)

Stay in Cancún for 3 nights

Thu Mar 27th 2025 Spirit Airlines · NK 623 Depart at 2:52pm from Cancún (CUN) Fly for 4h 13m Arrive at 7:05pm in Chicago (ORD)
US$2308

6:45am - 6:20pm
Sun Mar 23rd 2025

11h 35m
Chicago (ORD) → Cancún (CUN)

2 Stops

2:52pm - 7:05pm
Thu Mar 27th 2025

4h 13m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 AeroMéxico · AM 3956 Depart at 6:45am from Chicago (ORD) Fly for 1h 25m Arrive at 9:10am in Detroit (DTW)

Layover in Detroit for 1h 0m

Sun Mar 23rd 2025 AeroMéxico · AM 2723 Depart at 10:10am from Detroit (DTW) Fly for 4h 25m Arrive at 12:35pm in Monterrey (MTY)

Layover in Monterrey for 2h 30m

Sun Mar 23rd 2025 VivaAerobus · VB 2199 Depart at 3:05pm from Monterrey (MTY) Fly for 2h 15m Arrive at 6:20pm in Cancún (CUN)

Stay in Cancún for 3 nights

Thu Mar 27th 2025 Spirit Airlines · NK 623 Depart at 2:52pm from Cancún (CUN) Fly for 4h 13m Arrive at 7:05pm in Chicago (ORD)
US$2313

1:45am - 3:10pm
Sun Mar 23rd 2025

13h 25m
Chicago (ORD) → Cancún (CUN)

1 Stop

2:52pm - 7:05pm
Thu Mar 27th 2025

4h 13m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 Volaris · Y4 1703 Depart at 1:45am from Chicago (ORD) Fly for 4h 28m Arrive at 5:13am in Guadalajara (GDL)

Layover in Guadalajara for 6h 12m

Sun Mar 23rd 2025 VivaAerobus · VB 2133 Depart at 11:25am from Guadalajara (GDL) Fly for 2h 45m Arrive at 3:10pm in Cancún (CUN)

Stay in Cancún for 3 nights

Thu Mar 27th 2025 Spirit Airlines · NK 623 Depart at 2:52pm from Cancún (CUN) Fly for 4h 13m Arrive at 7:05pm in Chicago (ORD)
US$2332

1:45am - 2:25pm
Sun Mar 23rd 2025

12h 40m
Chicago (ORD) → Cancún (CUN)

1 Stop

2:52pm - 7:05pm
Thu Mar 27th 2025

4h 13m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 Volaris · Y4 1703 Depart at 1:45am from Chicago (ORD) Fly for 4h 28m Arrive at 5:13am in Guadalajara (GDL)

Layover in Guadalajara for 5h 17m

Sun Mar 23rd 2025 VivaAerobus · VB 2139 Depart at 10:30am from Guadalajara (GDL) Fly for 2h 55m Arrive at 2:25pm in Cancún (CUN)

Stay in Cancún for 4 nights

Thu Mar 27th 2025 Spirit Airlines · NK 623 Depart at 2:52pm from Cancún (CUN) Fly for 4h 13m Arrive at 7:05pm in Chicago (ORD)
US$2337

4:05am - 1:00pm
Sun Mar 23rd 2025

8h 55m
Chicago (ORD) → Cancún (CUN)

1 Stop

7:05am - 5:00pm
Fri Mar 28th 2025

9h 55m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 Volaris · Y4 7731 Depart at 4:05am from Chicago (ORD) Fly for 4h 18m Arrive at 7:23am in León (BJX)

Layover in León for 2h 7m

Sun Mar 23rd 2025 VivaAerobus · VB 2043 Depart at 9:30am from León (BJX) Fly for 2h 30m Arrive at 1:00pm in Cancún (CUN)

Stay in Cancún for 4 nights

Fri Mar 28th 2025 VivaAerobus · VB 2196 Depart at 7:05am from Cancún (CUN) Fly for 2h 40m Arrive at 8:45am in Monterrey (MTY)

Layover in Monterrey for 4h 0m

Fri Mar 28th 2025 Volaris · Y4 5506 Depart at 12:45pm from Monterrey (MTY) Fly for 3h 15m Arrive at 5:00pm in Chicago (ORD)
US$2401

4:05am - 1:00pm
Sun Mar 23rd 2025

8h 55m
Chicago (ORD) → Cancún (CUN)

1 Stop

9:08am - 6:56pm
Thu Mar 27th 2025

9h 48m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 Volaris · Y4 7731 Depart at 4:05am from Chicago (ORD) Fly for 4h 18m Arrive at 7:23am in León (BJX)

Layover in León for 2h 7m

Sun Mar 23rd 2025 VivaAerobus · VB 2043 Depart at 9:30am from León (BJX) Fly for 2h 30m Arrive at 1:00pm in Cancún (CUN)

Stay in Cancún for 3 nights

Thu Mar 27th 2025 Spirit Airlines · NK 3643 Depart at 9:08am from Cancún (CUN) Fly for 2h 4m Arrive at 12:12pm in Orlando (MCO)

Layover in Orlando for 4h 28m

Thu Mar 27th 2025 Spirit Airlines · NK 662 Depart at 4:40pm from Orlando (MCO) Fly for 3h 16m Arrive at 6:56pm in Chicago (ORD)
US$2454

4:05am - 1:00pm
Sun Mar 23rd 2025

8h 55m
Chicago (ORD) → Cancún (CUN)

1 Stop

10:53am - 2:56pm
Thu Mar 27th 2025

4h 3m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 Volaris · Y4 7731 Depart at 4:05am from Chicago (ORD) Fly for 4h 18m Arrive at 7:23am in León (BJX)

Layover in León for 2h 7m

Sun Mar 23rd 2025 VivaAerobus · VB 2043 Depart at 9:30am from León (BJX) Fly for 2h 30m Arrive at 1:00pm in Cancún (CUN)

Stay in Cancún for 3 nights

Thu Mar 27th 2025 Spirit Airlines · NK 105 Depart at 10:53am from Cancún (CUN) Fly for 4h 3m Arrive at 2:56pm in Chicago (ORD)
US$2600

10:27pm - 8:56am
Sat Mar 22nd 2025

10h 29m
Chicago (ORD) → Cancún (CUN)

1 Stop

10:53am - 2:56pm
Thu Mar 27th 2025

4h 3m
Cancún (CUN) → Chicago (ORD)

Direct

Sat Mar 22nd 2025 Spirit Airlines · NK 484 Depart at 10:27pm from Chicago (ORD) Fly for 2h 50m Arrive at 1:17am in Dallas (DFW)

Layover in Dallas for 4h 43m

Sun Mar 23rd 2025 Frontier Airlines · F9 82 Depart at 6:00am from Dallas (DFW) Fly for 2h 56m Arrive at 8:56am in Cancún (CUN)

Stay in Cancún for 4 nights

Thu Mar 27th 2025 Spirit Airlines · NK 105 Depart at 10:53am from Cancún (CUN) Fly for 4h 3m Arrive at 2:56pm in Chicago (ORD)
US$2631

8:30pm - 9:35am
Sun Mar 23rd 2025

13h 5m
Chicago (ORD) → Cancún (CUN)

1 Stop

10:40am - 7:37pm
Thu Mar 27th 2025

8h 57m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 Air Canada · AC 510 Depart at 8:30pm from Chicago (ORD) Fly for 1h 41m Arrive at 11:11pm in Toronto (YYZ)

Layover in Toronto for 7h 4m

Mon Mar 24th 2025 Air Canada · AC 1810 Depart at 6:15am from Toronto (YYZ) Fly for 4h 20m Arrive at 9:35am in Cancún (CUN)

Stay in Cancún for 3 nights

Thu Mar 27th 2025 Air Canada · AC 1811 Depart at 10:40am from Cancún (CUN) Fly for 3h 55m Arrive at 3:35pm in Toronto (YYZ)

Layover in Toronto for 3h 5m

Thu Mar 27th 2025 Air Canada · AC 509 Depart at 6:40pm from Toronto (YYZ) Fly for 1h 57m Arrive at 7:37pm in Chicago (ORD)
US$2638

4:05am - 1:00pm
Sun Mar 23rd 2025

8h 55m
Chicago (ORD) → Cancún (CUN)

1 Stop

2:52pm - 7:05pm
Thu Mar 27th 2025

4h 13m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 Volaris · Y4 7731 Depart at 4:05am from Chicago (ORD) Fly for 4h 18m Arrive at 7:23am in León (BJX)

Layover in León for 2h 7m

Sun Mar 23rd 2025 VivaAerobus · VB 2043 Depart at 9:30am from León (BJX) Fly for 2h 30m Arrive at 1:00pm in Cancún (CUN)

Stay in Cancún for 4 nights

Thu Mar 27th 2025 Spirit Airlines · NK 623 Depart at 2:52pm from Cancún (CUN) Fly for 4h 13m Arrive at 7:05pm in Chicago (ORD)
US$2767

6:00am - 9:48am
Sun Mar 23rd 2025

3h 48m
Chicago (ORD) → Cancún (CUN)

Direct

10:53am - 2:56pm
Thu Mar 27th 2025

4h 3m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 Spirit Airlines · NK 104 Depart at 6:00am from Chicago (ORD) Fly for 3h 48m Arrive at 9:48am in Cancún (CUN)

Stay in Cancún for 4 nights

Thu Mar 27th 2025 Spirit Airlines · NK 105 Depart at 10:53am from Cancún (CUN) Fly for 4h 3m Arrive at 2:56pm in Chicago (ORD)
US$2767

9:50am - 1:45pm
Sun Mar 23rd 2025

3h 55m
Chicago (ORD) → Cancún (CUN)

Direct

10:53am - 2:56pm
Thu Mar 27th 2025

4h 3m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 Spirit Airlines · NK 622 Depart at 9:50am from Chicago (ORD) Fly for 3h 55m Arrive at 1:45pm in Cancún (CUN)

Stay in Cancún for 3 nights

Thu Mar 27th 2025 Spirit Airlines · NK 105 Depart at 10:53am from Cancún (CUN) Fly for 4h 3m Arrive at 2:56pm in Chicago (ORD)
US$2785

10:27pm - 8:56am
Sat Mar 22nd 2025

10h 29m
Chicago (ORD) → Cancún (CUN)

1 Stop

2:52pm - 7:05pm
Thu Mar 27th 2025

4h 13m
Cancún (CUN) → Chicago (ORD)

Direct

Sat Mar 22nd 2025 Spirit Airlines · NK 484 Depart at 10:27pm from Chicago (ORD) Fly for 2h 50m Arrive at 1:17am in Dallas (DFW)

Layover in Dallas for 4h 43m

Sun Mar 23rd 2025 Frontier Airlines · F9 82 Depart at 6:00am from Dallas (DFW) Fly for 2h 56m Arrive at 8:56am in Cancún (CUN)

Stay in Cancún for 4 nights

Thu Mar 27th 2025 Spirit Airlines · NK 623 Depart at 2:52pm from Cancún (CUN) Fly for 4h 13m Arrive at 7:05pm in Chicago (ORD)
US$2794

6:00am - 9:48am
Sun Mar 23rd 2025

3h 48m
Chicago (ORD) → Cancún (CUN)

Direct

7:05am - 5:00pm
Fri Mar 28th 2025

9h 55m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 Spirit Airlines · NK 104 Depart at 6:00am from Chicago (ORD) Fly for 3h 48m Arrive at 9:48am in Cancún (CUN)

Stay in Cancún for 4 nights

Fri Mar 28th 2025 VivaAerobus · VB 2196 Depart at 7:05am from Cancún (CUN) Fly for 2h 40m Arrive at 8:45am in Monterrey (MTY)

Layover in Monterrey for 4h 0m

Fri Mar 28th 2025 Volaris · Y4 5506 Depart at 12:45pm from Monterrey (MTY) Fly for 3h 15m Arrive at 5:00pm in Chicago (ORD)
US$2794

9:50am - 1:45pm
Sun Mar 23rd 2025

3h 55m
Chicago (ORD) → Cancún (CUN)

Direct

7:05am - 5:00pm
Fri Mar 28th 2025

9h 55m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 Spirit Airlines · NK 622 Depart at 9:50am from Chicago (ORD) Fly for 3h 55m Arrive at 1:45pm in Cancún (CUN)

Stay in Cancún for 4 nights

Fri Mar 28th 2025 VivaAerobus · VB 2196 Depart at 7:05am from Cancún (CUN) Fly for 2h 40m Arrive at 8:45am in Monterrey (MTY)

Layover in Monterrey for 4h 0m

Fri Mar 28th 2025 Volaris · Y4 5506 Depart at 12:45pm from Monterrey (MTY) Fly for 3h 15m Arrive at 5:00pm in Chicago (ORD)
US$2805

6:00am - 9:48am
Sun Mar 23rd 2025

3h 48m
Chicago (ORD) → Cancún (CUN)

Direct

1:50pm - 1:38am
Thu Mar 27th 2025

11h 48m
Cancún (CUN) → Chicago (ORD)

2 Stops

Sun Mar 23rd 2025 Spirit Airlines · NK 104 Depart at 6:00am from Chicago (ORD) Fly for 3h 48m Arrive at 9:48am in Cancún (CUN)

Stay in Cancún for 4 nights

Thu Mar 27th 2025 AeroMéxico · AM 597 Depart at 1:50pm from Cancún (CUN) Fly for 2h 29m Arrive at 3:19pm in Mexico City (NLU)

Layover in Mexico City for 1h 21m

Thu Mar 27th 2025 AeroMéxico · AM 2780 Depart at 4:40pm from Mexico City (NLU) Fly for 2h 18m Arrive at 7:58pm in Houston (IAH)

Layover in Houston for 3h 0m

Thu Mar 27th 2025 Spirit Airlines · NK 572 Depart at 10:58pm from Houston (IAH) Fly for 2h 40m Arrive at 1:38am in Chicago (ORD)
US$2805

9:50am - 1:45pm
Sun Mar 23rd 2025

3h 55m
Chicago (ORD) → Cancún (CUN)

Direct

1:50pm - 1:38am
Thu Mar 27th 2025

11h 48m
Cancún (CUN) → Chicago (ORD)

2 Stops

Sun Mar 23rd 2025 Spirit Airlines · NK 622 Depart at 9:50am from Chicago (ORD) Fly for 3h 55m Arrive at 1:45pm in Cancún (CUN)

Stay in Cancún for 4 nights

Thu Mar 27th 2025 AeroMéxico · AM 597 Depart at 1:50pm from Cancún (CUN) Fly for 2h 29m Arrive at 3:19pm in Mexico City (NLU)

Layover in Mexico City for 1h 21m

Thu Mar 27th 2025 AeroMéxico · AM 2780 Depart at 4:40pm from Mexico City (NLU) Fly for 2h 18m Arrive at 7:58pm in Houston (IAH)

Layover in Houston for 3h 0m

Thu Mar 27th 2025 Spirit Airlines · NK 572 Depart at 10:58pm from Houston (IAH) Fly for 2h 40m Arrive at 1:38am in Chicago (ORD)
US$2858

6:00am - 9:48am
Sun Mar 23rd 2025

3h 48m
Chicago (ORD) → Cancún (CUN)

Direct

9:08am - 6:56pm
Thu Mar 27th 2025

9h 48m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 Spirit Airlines · NK 104 Depart at 6:00am from Chicago (ORD) Fly for 3h 48m Arrive at 9:48am in Cancún (CUN)

Stay in Cancún for 3 nights

Thu Mar 27th 2025 Spirit Airlines · NK 3643 Depart at 9:08am from Cancún (CUN) Fly for 2h 4m Arrive at 12:12pm in Orlando (MCO)

Layover in Orlando for 4h 28m

Thu Mar 27th 2025 Spirit Airlines · NK 662 Depart at 4:40pm from Orlando (MCO) Fly for 3h 16m Arrive at 6:56pm in Chicago (ORD)
US$2858

9:50am - 1:45pm
Sun Mar 23rd 2025

3h 55m
Chicago (ORD) → Cancún (CUN)

Direct

9:08am - 6:56pm
Thu Mar 27th 2025

9h 48m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 Spirit Airlines · NK 622 Depart at 9:50am from Chicago (ORD) Fly for 3h 55m Arrive at 1:45pm in Cancún (CUN)

Stay in Cancún for 3 nights

Thu Mar 27th 2025 Spirit Airlines · NK 3643 Depart at 9:08am from Cancún (CUN) Fly for 2h 4m Arrive at 12:12pm in Orlando (MCO)

Layover in Orlando for 4h 28m

Thu Mar 27th 2025 Spirit Airlines · NK 662 Depart at 4:40pm from Orlando (MCO) Fly for 3h 16m Arrive at 6:56pm in Chicago (ORD)
US$2938

6:00am - 9:48am
Sun Mar 23rd 2025

3h 48m
Chicago (ORD) → Cancún (CUN)

Direct

2:52pm - 7:05pm
Thu Mar 27th 2025

4h 13m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 Spirit Airlines · NK 104 Depart at 6:00am from Chicago (ORD) Fly for 3h 48m Arrive at 9:48am in Cancún (CUN)

Stay in Cancún for 4 nights

Thu Mar 27th 2025 Spirit Airlines · NK 623 Depart at 2:52pm from Cancún (CUN) Fly for 4h 13m Arrive at 7:05pm in Chicago (ORD)
US$2938

9:50am - 1:45pm
Sun Mar 23rd 2025

3h 55m
Chicago (ORD) → Cancún (CUN)

Direct

2:52pm - 7:05pm
Thu Mar 27th 2025

4h 13m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 Spirit Airlines · NK 622 Depart at 9:50am from Chicago (ORD) Fly for 3h 55m Arrive at 1:45pm in Cancún (CUN)

Stay in Cancún for 4 nights

Thu Mar 27th 2025 Spirit Airlines · NK 623 Depart at 2:52pm from Cancún (CUN) Fly for 4h 13m Arrive at 7:05pm in Chicago (ORD)
US$2973

3:47pm - 1:15am
Sat Mar 22nd 2025

9h 28m
Chicago (ORD) → Cancún (CUN)

1 Stop

7:05am - 5:00pm
Fri Mar 28th 2025

9h 55m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sat Mar 22nd 2025 AeroMéxico · AM 687 Depart at 3:47pm from Chicago (ORD) Fly for 4h 43m Arrive at 7:30pm in Mexico City (MEX)

Layover in Mexico City for 2h 30m

Sat Mar 22nd 2025 VivaAerobus · VB 1374 Depart at 10:00pm from Mexico City (MEX) Fly for 2h 15m Arrive at 1:15am in Cancún (CUN)

Stay in Cancún for 5 nights

Fri Mar 28th 2025 VivaAerobus · VB 2196 Depart at 7:05am from Cancún (CUN) Fly for 2h 40m Arrive at 8:45am in Monterrey (MTY)

Layover in Monterrey for 4h 0m

Fri Mar 28th 2025 Volaris · Y4 5506 Depart at 12:45pm from Monterrey (MTY) Fly for 3h 15m Arrive at 5:00pm in Chicago (ORD)
US$2980

9:50am - 1:45pm
Sat Mar 22nd 2025

3h 55m
Chicago (ORD) → Cancún (CUN)

Direct

10:53am - 2:56pm
Thu Mar 27th 2025

4h 3m
Cancún (CUN) → Chicago (ORD)

Direct

Sat Mar 22nd 2025 Spirit Airlines · NK 622 Depart at 9:50am from Chicago (ORD) Fly for 3h 55m Arrive at 1:45pm in Cancún (CUN)

Stay in Cancún for 4 nights

Thu Mar 27th 2025 Spirit Airlines · NK 105 Depart at 10:53am from Cancún (CUN) Fly for 4h 3m Arrive at 2:56pm in Chicago (ORD)
US$3016

9:50am - 1:45pm
Sat Mar 22nd 2025

3h 55m
Chicago (ORD) → Cancún (CUN)

Direct

7:05am - 5:00pm
Fri Mar 28th 2025

9h 55m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sat Mar 22nd 2025 Spirit Airlines · NK 622 Depart at 9:50am from Chicago (ORD) Fly for 3h 55m Arrive at 1:45pm in Cancún (CUN)

Stay in Cancún for 5 nights

Fri Mar 28th 2025 VivaAerobus · VB 2196 Depart at 7:05am from Cancún (CUN) Fly for 2h 40m Arrive at 8:45am in Monterrey (MTY)

Layover in Monterrey for 4h 0m

Fri Mar 28th 2025 Volaris · Y4 5506 Depart at 12:45pm from Monterrey (MTY) Fly for 3h 15m Arrive at 5:00pm in Chicago (ORD)
US$3027

3:47pm - 2:32am
Sat Mar 22nd 2025

10h 45m
Chicago (ORD) → Cancún (CUN)

1 Stop

10:53am - 2:56pm
Thu Mar 27th 2025

4h 3m
Cancún (CUN) → Chicago (ORD)

Direct

Sat Mar 22nd 2025 AeroMéxico · AM 687 Depart at 3:47pm from Chicago (ORD) Fly for 4h 43m Arrive at 7:30pm in Mexico City (MEX)

Layover in Mexico City for 3h 45m

Sat Mar 22nd 2025 Volaris · Y4 118 Depart at 11:15pm from Mexico City (MEX) Fly for 2h 17m Arrive at 2:32am in Cancún (CUN)

Stay in Cancún for 4 nights

Thu Mar 27th 2025 Spirit Airlines · NK 105 Depart at 10:53am from Cancún (CUN) Fly for 4h 3m Arrive at 2:56pm in Chicago (ORD)
US$3080

9:50am - 1:45pm
Sat Mar 22nd 2025

3h 55m
Chicago (ORD) → Cancún (CUN)

Direct

9:08am - 6:56pm
Thu Mar 27th 2025

9h 48m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sat Mar 22nd 2025 Spirit Airlines · NK 622 Depart at 9:50am from Chicago (ORD) Fly for 3h 55m Arrive at 1:45pm in Cancún (CUN)

Stay in Cancún for 4 nights

Thu Mar 27th 2025 Spirit Airlines · NK 3643 Depart at 9:08am from Cancún (CUN) Fly for 2h 4m Arrive at 12:12pm in Orlando (MCO)

Layover in Orlando for 4h 28m

Thu Mar 27th 2025 Spirit Airlines · NK 662 Depart at 4:40pm from Orlando (MCO) Fly for 3h 16m Arrive at 6:56pm in Chicago (ORD)
US$3090

3:47pm - 1:15am
Sat Mar 22nd 2025

9h 28m
Chicago (ORD) → Cancún (CUN)

1 Stop

10:53am - 2:56pm
Thu Mar 27th 2025

4h 3m
Cancún (CUN) → Chicago (ORD)

Direct

Sat Mar 22nd 2025 AeroMéxico · AM 687 Depart at 3:47pm from Chicago (ORD) Fly for 4h 43m Arrive at 7:30pm in Mexico City (MEX)

Layover in Mexico City for 2h 30m

Sat Mar 22nd 2025 VivaAerobus · VB 1374 Depart at 10:00pm from Mexico City (MEX) Fly for 2h 15m Arrive at 1:15am in Cancún (CUN)

Stay in Cancún for 4 nights

Thu Mar 27th 2025 Spirit Airlines · NK 105 Depart at 10:53am from Cancún (CUN) Fly for 4h 3m Arrive at 2:56pm in Chicago (ORD)
US$3105

3:47pm - 2:32am
Sun Mar 23rd 2025

10h 45m
Chicago (ORD) → Cancún (CUN)

1 Stop

10:53am - 2:56pm
Thu Mar 27th 2025

4h 3m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 AeroMéxico · AM 687 Depart at 3:47pm from Chicago (ORD) Fly for 4h 43m Arrive at 7:30pm in Mexico City (MEX)

Layover in Mexico City for 3h 45m

Sun Mar 23rd 2025 Volaris · Y4 118 Depart at 11:15pm from Mexico City (MEX) Fly for 2h 17m Arrive at 2:32am in Cancún (CUN)

Stay in Cancún for 3 nights

Thu Mar 27th 2025 Spirit Airlines · NK 105 Depart at 10:53am from Cancún (CUN) Fly for 4h 3m Arrive at 2:56pm in Chicago (ORD)
US$3123

5:10am - 11:20am
Sat Mar 22nd 2025

6h 10m
Chicago (ORD) → Cancún (CUN)

1 Stop

10:53am - 2:56pm
Thu Mar 27th 2025

4h 3m
Cancún (CUN) → Chicago (ORD)

Direct

Sat Mar 22nd 2025 Spirit Airlines · NK 2 Depart at 5:10am from Chicago (ORD) Fly for 3h 8m Arrive at 9:18am in Fort Lauderdale (FLL)

Layover in Fort Lauderdale for 1h 3m

Sat Mar 22nd 2025 Spirit Airlines · NK 527 Depart at 10:21am from Fort Lauderdale (FLL) Fly for 1h 59m Arrive at 11:20am in Cancún (CUN)

Stay in Cancún for 4 nights

Thu Mar 27th 2025 Spirit Airlines · NK 105 Depart at 10:53am from Cancún (CUN) Fly for 4h 3m Arrive at 2:56pm in Chicago (ORD)
US$3151

9:50am - 1:45pm
Sat Mar 22nd 2025

3h 55m
Chicago (ORD) → Cancún (CUN)

Direct

2:52pm - 7:05pm
Thu Mar 27th 2025

4h 13m
Cancún (CUN) → Chicago (ORD)

Direct

Sat Mar 22nd 2025 Spirit Airlines · NK 622 Depart at 9:50am from Chicago (ORD) Fly for 3h 55m Arrive at 1:45pm in Cancún (CUN)

Stay in Cancún for 5 nights

Thu Mar 27th 2025 Spirit Airlines · NK 623 Depart at 2:52pm from Cancún (CUN) Fly for 4h 13m Arrive at 7:05pm in Chicago (ORD)
US$3177

2:01am - 11:45am
Sun Mar 23rd 2025

9h 44m
Chicago (ORD) → Cancún (CUN)

1 Stop

10:53am - 2:56pm
Thu Mar 27th 2025

4h 3m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 AeroMéxico · AM 689 Depart at 2:01am from Chicago (ORD) Fly for 4h 34m Arrive at 5:35am in Mexico City (MEX)

Layover in Mexico City for 2h 50m

Sun Mar 23rd 2025 VivaAerobus · VB 1380 Depart at 8:25am from Mexico City (MEX) Fly for 2h 20m Arrive at 11:45am in Cancún (CUN)

Stay in Cancún for 3 nights

Thu Mar 27th 2025 Spirit Airlines · NK 105 Depart at 10:53am from Cancún (CUN) Fly for 4h 3m Arrive at 2:56pm in Chicago (ORD)
US$3180

7:23am - 5:10pm
Sun Mar 23rd 2025

9h 47m
Chicago (ORD) → Cancún (CUN)

1 Stop

7:45pm - 5:37am
Thu Mar 27th 2025

9h 52m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 Volaris · Y4 701 Depart at 7:23am from Chicago (ORD) Fly for 4h 22m Arrive at 10:45am in Mexico City (MEX)

Layover in Mexico City for 3h 5m

Sun Mar 23rd 2025 VivaAerobus · VB 1026 Depart at 1:50pm from Mexico City (MEX) Fly for 2h 20m Arrive at 5:10pm in Cancún (CUN)

Stay in Cancún for 4 nights

Thu Mar 27th 2025 VivaAerobus · VB 1373 Depart at 7:45pm from Cancún (CUN) Fly for 2h 25m Arrive at 9:10pm in Mexico City (MEX)

Layover in Mexico City for 3h 30m

Fri Mar 28th 2025 Volaris · Y4 700 Depart at 12:40am from Mexico City (MEX) Fly for 3h 57m Arrive at 5:37am in Chicago (ORD)
US$3187

6:00am - 9:48am
Sun Mar 23rd 2025

3h 48m
Chicago (ORD) → Cancún (CUN)

Direct

7:05am - 3:25pm
Fri Mar 28th 2025

8h 20m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 Spirit Airlines · NK 104 Depart at 6:00am from Chicago (ORD) Fly for 3h 48m Arrive at 9:48am in Cancún (CUN)

Stay in Cancún for 4 nights

Fri Mar 28th 2025 VivaAerobus · VB 2196 Depart at 7:05am from Cancún (CUN) Fly for 2h 40m Arrive at 8:45am in Monterrey (MTY)

Layover in Monterrey for 2h 20m

Fri Mar 28th 2025 VivaAerobus · VB 632 Depart at 11:05am from Monterrey (MTY) Fly for 3h 20m Arrive at 3:25pm in Chicago (ORD)
US$3187

9:50am - 1:45pm
Sun Mar 23rd 2025

3h 55m
Chicago (ORD) → Cancún (CUN)

Direct

7:05am - 3:25pm
Fri Mar 28th 2025

8h 20m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 Spirit Airlines · NK 622 Depart at 9:50am from Chicago (ORD) Fly for 3h 55m Arrive at 1:45pm in Cancún (CUN)

Stay in Cancún for 4 nights

Fri Mar 28th 2025 VivaAerobus · VB 2196 Depart at 7:05am from Cancún (CUN) Fly for 2h 40m Arrive at 8:45am in Monterrey (MTY)

Layover in Monterrey for 2h 20m

Fri Mar 28th 2025 VivaAerobus · VB 632 Depart at 11:05am from Monterrey (MTY) Fly for 3h 20m Arrive at 3:25pm in Chicago (ORD)
US$3212

3:47pm - 2:32am
Sat Mar 22nd 2025

10h 45m
Chicago (ORD) → Cancún (CUN)

1 Stop

2:52pm - 7:05pm
Thu Mar 27th 2025

4h 13m
Cancún (CUN) → Chicago (ORD)

Direct

Sat Mar 22nd 2025 AeroMéxico · AM 687 Depart at 3:47pm from Chicago (ORD) Fly for 4h 43m Arrive at 7:30pm in Mexico City (MEX)

Layover in Mexico City for 3h 45m

Sat Mar 22nd 2025 Volaris · Y4 118 Depart at 11:15pm from Mexico City (MEX) Fly for 2h 17m Arrive at 2:32am in Cancún (CUN)

Stay in Cancún for 4 nights

Thu Mar 27th 2025 Spirit Airlines · NK 623 Depart at 2:52pm from Cancún (CUN) Fly for 4h 13m Arrive at 7:05pm in Chicago (ORD)
US$3221

3:47pm - 1:15am
Sun Mar 23rd 2025

9h 28m
Chicago (ORD) → Cancún (CUN)

1 Stop

10:53am - 2:56pm
Thu Mar 27th 2025

4h 3m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 AeroMéxico · AM 687 Depart at 3:47pm from Chicago (ORD) Fly for 4h 43m Arrive at 7:30pm in Mexico City (MEX)

Layover in Mexico City for 2h 30m

Sun Mar 23rd 2025 VivaAerobus · VB 1374 Depart at 10:00pm from Mexico City (MEX) Fly for 2h 15m Arrive at 1:15am in Cancún (CUN)

Stay in Cancún for 3 nights

Thu Mar 27th 2025 Spirit Airlines · NK 105 Depart at 10:53am from Cancún (CUN) Fly for 4h 3m Arrive at 2:56pm in Chicago (ORD)
US$3249

7:23am - 5:10pm
Sun Mar 23rd 2025

9h 47m
Chicago (ORD) → Cancún (CUN)

1 Stop

8:51pm - 5:37am
Thu Mar 27th 2025

8h 46m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 Volaris · Y4 701 Depart at 7:23am from Chicago (ORD) Fly for 4h 22m Arrive at 10:45am in Mexico City (MEX)

Layover in Mexico City for 3h 5m

Sun Mar 23rd 2025 VivaAerobus · VB 1026 Depart at 1:50pm from Mexico City (MEX) Fly for 2h 20m Arrive at 5:10pm in Cancún (CUN)

Stay in Cancún for 4 nights

Thu Mar 27th 2025 Volaris · Y4 113 Depart at 8:51pm from Cancún (CUN) Fly for 2h 29m Arrive at 10:20pm in Mexico City (MEX)

Layover in Mexico City for 2h 20m

Fri Mar 28th 2025 Volaris · Y4 700 Depart at 12:40am from Mexico City (MEX) Fly for 3h 57m Arrive at 5:37am in Chicago (ORD)
US$3262

4:05am - 1:00pm
Sun Mar 23rd 2025

8h 55m
Chicago (ORD) → Cancún (CUN)

1 Stop

10:53am - 2:56pm
Fri Mar 28th 2025

4h 3m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 Volaris · Y4 7731 Depart at 4:05am from Chicago (ORD) Fly for 4h 18m Arrive at 7:23am in León (BJX)

Layover in León for 2h 7m

Sun Mar 23rd 2025 VivaAerobus · VB 2043 Depart at 9:30am from León (BJX) Fly for 2h 30m Arrive at 1:00pm in Cancún (CUN)

Stay in Cancún for 4 nights

Fri Mar 28th 2025 Spirit Airlines · NK 105 Depart at 10:53am from Cancún (CUN) Fly for 4h 3m Arrive at 2:56pm in Chicago (ORD)
US$3274

3:47pm - 1:15am
Sat Mar 22nd 2025

9h 28m
Chicago (ORD) → Cancún (CUN)

1 Stop

2:52pm - 7:05pm
Thu Mar 27th 2025

4h 13m
Cancún (CUN) → Chicago (ORD)

Direct

Sat Mar 22nd 2025 AeroMéxico · AM 687 Depart at 3:47pm from Chicago (ORD) Fly for 4h 43m Arrive at 7:30pm in Mexico City (MEX)

Layover in Mexico City for 2h 30m

Sat Mar 22nd 2025 VivaAerobus · VB 1374 Depart at 10:00pm from Mexico City (MEX) Fly for 2h 15m Arrive at 1:15am in Cancún (CUN)

Stay in Cancún for 4 nights

Thu Mar 27th 2025 Spirit Airlines · NK 623 Depart at 2:52pm from Cancún (CUN) Fly for 4h 13m Arrive at 7:05pm in Chicago (ORD)
US$3280

7:23am - 5:10pm
Sun Mar 23rd 2025

9h 47m
Chicago (ORD) → Cancún (CUN)

1 Stop

10:55am - 11:37pm
Fri Mar 28th 2025

12h 42m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 Volaris · Y4 701 Depart at 7:23am from Chicago (ORD) Fly for 4h 22m Arrive at 10:45am in Mexico City (MEX)

Layover in Mexico City for 3h 5m

Sun Mar 23rd 2025 VivaAerobus · VB 1026 Depart at 1:50pm from Mexico City (MEX) Fly for 2h 20m Arrive at 5:10pm in Cancún (CUN)

Stay in Cancún for 4 nights

Fri Mar 28th 2025 VivaAerobus · VB 1017 Depart at 10:55am from Cancún (CUN) Fly for 2h 35m Arrive at 12:30pm in Mexico City (MEX)

Layover in Mexico City for 6h 10m

Fri Mar 28th 2025 Volaris · Y4 702 Depart at 6:40pm from Mexico City (MEX) Fly for 3h 57m Arrive at 11:37pm in Chicago (ORD)
US$3289

3:47pm - 2:32am
Sun Mar 23rd 2025

10h 45m
Chicago (ORD) → Cancún (CUN)

1 Stop

2:52pm - 7:05pm
Thu Mar 27th 2025

4h 13m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 AeroMéxico · AM 687 Depart at 3:47pm from Chicago (ORD) Fly for 4h 43m Arrive at 7:30pm in Mexico City (MEX)

Layover in Mexico City for 3h 45m

Sun Mar 23rd 2025 Volaris · Y4 118 Depart at 11:15pm from Mexico City (MEX) Fly for 2h 17m Arrive at 2:32am in Cancún (CUN)

Stay in Cancún for 3 nights

Thu Mar 27th 2025 Spirit Airlines · NK 623 Depart at 2:52pm from Cancún (CUN) Fly for 4h 13m Arrive at 7:05pm in Chicago (ORD)
US$3300

5:10am - 11:20am
Sat Mar 22nd 2025

6h 10m
Chicago (ORD) → Cancún (CUN)

1 Stop

2:52pm - 7:05pm
Thu Mar 27th 2025

4h 13m
Cancún (CUN) → Chicago (ORD)

Direct

Sat Mar 22nd 2025 Spirit Airlines · NK 2 Depart at 5:10am from Chicago (ORD) Fly for 3h 8m Arrive at 9:18am in Fort Lauderdale (FLL)

Layover in Fort Lauderdale for 1h 3m

Sat Mar 22nd 2025 Spirit Airlines · NK 527 Depart at 10:21am from Fort Lauderdale (FLL) Fly for 1h 59m Arrive at 11:20am in Cancún (CUN)

Stay in Cancún for 5 nights

Thu Mar 27th 2025 Spirit Airlines · NK 623 Depart at 2:52pm from Cancún (CUN) Fly for 4h 13m Arrive at 7:05pm in Chicago (ORD)
US$3360

1:48am - 11:45am
Sun Mar 23rd 2025

9h 57m
Chicago (ORD) → Cancún (CUN)

1 Stop

8:51pm - 5:37am
Thu Mar 27th 2025

8h 46m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 Volaris · Y4 703 Depart at 1:48am from Chicago (ORD) Fly for 4h 22m Arrive at 5:10am in Mexico City (MEX)

Layover in Mexico City for 3h 15m

Sun Mar 23rd 2025 VivaAerobus · VB 1380 Depart at 8:25am from Mexico City (MEX) Fly for 2h 20m Arrive at 11:45am in Cancún (CUN)

Stay in Cancún for 4 nights

Thu Mar 27th 2025 Volaris · Y4 113 Depart at 8:51pm from Cancún (CUN) Fly for 2h 29m Arrive at 10:20pm in Mexico City (MEX)

Layover in Mexico City for 2h 20m

Fri Mar 28th 2025 Volaris · Y4 700 Depart at 12:40am from Mexico City (MEX) Fly for 3h 57m Arrive at 5:37am in Chicago (ORD)
US$3362

2:01am - 11:45am
Sun Mar 23rd 2025

9h 44m
Chicago (ORD) → Cancún (CUN)

1 Stop

2:52pm - 7:05pm
Thu Mar 27th 2025

4h 13m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 AeroMéxico · AM 689 Depart at 2:01am from Chicago (ORD) Fly for 4h 34m Arrive at 5:35am in Mexico City (MEX)

Layover in Mexico City for 2h 50m

Sun Mar 23rd 2025 VivaAerobus · VB 1380 Depart at 8:25am from Mexico City (MEX) Fly for 2h 20m Arrive at 11:45am in Cancún (CUN)

Stay in Cancún for 4 nights

Thu Mar 27th 2025 Spirit Airlines · NK 623 Depart at 2:52pm from Cancún (CUN) Fly for 4h 13m Arrive at 7:05pm in Chicago (ORD)
US$3388

9:45pm - 10:25am
Sat Mar 22nd 2025

12h 40m
Chicago (ORD) → Cancún (CUN)

1 Stop

5:30am - 12:13pm
Thu Mar 27th 2025

6h 43m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sat Mar 22nd 2025 United Airlines · UA 2665 Depart at 9:45pm from Chicago (ORD) Fly for 3h 0m Arrive at 12:45am in Houston (IAH)

Layover in Houston for 7h 17m

Sun Mar 23rd 2025 United Airlines · UA 1619 Depart at 8:02am from Houston (IAH) Fly for 2h 23m Arrive at 10:25am in Cancún (CUN)

Stay in Cancún for 3 nights

Thu Mar 27th 2025 United Airlines · UA 1248 Depart at 5:30am from Cancún (CUN) Fly for 2h 32m Arrive at 8:02am in Houston (IAH)

Layover in Houston for 1h 28m

Thu Mar 27th 2025 United Airlines · UA 2124 Depart at 9:30am from Houston (IAH) Fly for 2h 43m Arrive at 12:13pm in Chicago (ORD)
US$3398

7:23am - 5:10pm
Sun Mar 23rd 2025

9h 47m
Chicago (ORD) → Cancún (CUN)

1 Stop

2:25pm - 11:37pm
Fri Mar 28th 2025

9h 12m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 Volaris · Y4 701 Depart at 7:23am from Chicago (ORD) Fly for 4h 22m Arrive at 10:45am in Mexico City (MEX)

Layover in Mexico City for 3h 5m

Sun Mar 23rd 2025 VivaAerobus · VB 1026 Depart at 1:50pm from Mexico City (MEX) Fly for 2h 20m Arrive at 5:10pm in Cancún (CUN)

Stay in Cancún for 4 nights

Fri Mar 28th 2025 VivaAerobus · VB 1023 Depart at 2:25pm from Cancún (CUN) Fly for 2h 35m Arrive at 4:00pm in Mexico City (MEX)

Layover in Mexico City for 2h 40m

Fri Mar 28th 2025 Volaris · Y4 702 Depart at 6:40pm from Mexico City (MEX) Fly for 3h 57m Arrive at 11:37pm in Chicago (ORD)
US$3406

3:47pm - 1:15am
Sun Mar 23rd 2025

9h 28m
Chicago (ORD) → Cancún (CUN)

1 Stop

2:52pm - 7:05pm
Thu Mar 27th 2025

4h 13m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 AeroMéxico · AM 687 Depart at 3:47pm from Chicago (ORD) Fly for 4h 43m Arrive at 7:30pm in Mexico City (MEX)

Layover in Mexico City for 2h 30m

Sun Mar 23rd 2025 VivaAerobus · VB 1374 Depart at 10:00pm from Mexico City (MEX) Fly for 2h 15m Arrive at 1:15am in Cancún (CUN)

Stay in Cancún for 3 nights

Thu Mar 27th 2025 Spirit Airlines · NK 623 Depart at 2:52pm from Cancún (CUN) Fly for 4h 13m Arrive at 7:05pm in Chicago (ORD)
US$3445

9:45pm - 10:25am
Sun Mar 23rd 2025

12h 40m
Chicago (ORD) → Cancún (CUN)

1 Stop

5:30am - 12:13pm
Thu Mar 27th 2025

6h 43m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 United Airlines · UA 2665 Depart at 9:45pm from Chicago (ORD) Fly for 3h 0m Arrive at 12:45am in Houston (IAH)

Layover in Houston for 7h 17m

Mon Mar 24th 2025 United Airlines · UA 1619 Depart at 8:02am from Houston (IAH) Fly for 2h 23m Arrive at 10:25am in Cancún (CUN)

Stay in Cancún for 2 nights

Thu Mar 27th 2025 United Airlines · UA 1248 Depart at 5:30am from Cancún (CUN) Fly for 2h 32m Arrive at 8:02am in Houston (IAH)

Layover in Houston for 1h 28m

Thu Mar 27th 2025 United Airlines · UA 2124 Depart at 9:30am from Houston (IAH) Fly for 2h 43m Arrive at 12:13pm in Chicago (ORD)
US$3445

9:45pm - 12:34pm
Sun Mar 23rd 2025

14h 49m
Chicago (ORD) → Cancún (CUN)

1 Stop

5:30am - 12:13pm
Thu Mar 27th 2025

6h 43m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 United Airlines · UA 2665 Depart at 9:45pm from Chicago (ORD) Fly for 3h 0m Arrive at 12:45am in Houston (IAH)

Layover in Houston for 9h 25m

Mon Mar 24th 2025 United Airlines · UA 1014 Depart at 10:10am from Houston (IAH) Fly for 2h 24m Arrive at 12:34pm in Cancún (CUN)

Stay in Cancún for 2 nights

Thu Mar 27th 2025 United Airlines · UA 1248 Depart at 5:30am from Cancún (CUN) Fly for 2h 32m Arrive at 8:02am in Houston (IAH)

Layover in Houston for 1h 28m

Thu Mar 27th 2025 United Airlines · UA 2124 Depart at 9:30am from Houston (IAH) Fly for 2h 43m Arrive at 12:13pm in Chicago (ORD)
US$3510

1:48am - 11:45am
Sun Mar 23rd 2025

9h 57m
Chicago (ORD) → Cancún (CUN)

1 Stop

2:25pm - 11:37pm
Fri Mar 28th 2025

9h 12m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 Volaris · Y4 703 Depart at 1:48am from Chicago (ORD) Fly for 4h 22m Arrive at 5:10am in Mexico City (MEX)

Layover in Mexico City for 3h 15m

Sun Mar 23rd 2025 VivaAerobus · VB 1380 Depart at 8:25am from Mexico City (MEX) Fly for 2h 20m Arrive at 11:45am in Cancún (CUN)

Stay in Cancún for 5 nights

Fri Mar 28th 2025 VivaAerobus · VB 1023 Depart at 2:25pm from Cancún (CUN) Fly for 2h 35m Arrive at 4:00pm in Mexico City (MEX)

Layover in Mexico City for 2h 40m

Fri Mar 28th 2025 Volaris · Y4 702 Depart at 6:40pm from Mexico City (MEX) Fly for 3h 57m Arrive at 11:37pm in Chicago (ORD)
US$3513

6:00am - 9:48am
Sun Mar 23rd 2025

3h 48m
Chicago (ORD) → Cancún (CUN)

Direct

10:53am - 2:56pm
Fri Mar 28th 2025

4h 3m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 Spirit Airlines · NK 104 Depart at 6:00am from Chicago (ORD) Fly for 3h 48m Arrive at 9:48am in Cancún (CUN)

Stay in Cancún for 5 nights

Fri Mar 28th 2025 Spirit Airlines · NK 105 Depart at 10:53am from Cancún (CUN) Fly for 4h 3m Arrive at 2:56pm in Chicago (ORD)
US$3513

9:50am - 1:45pm
Sun Mar 23rd 2025

3h 55m
Chicago (ORD) → Cancún (CUN)

Direct

10:53am - 2:56pm
Fri Mar 28th 2025

4h 3m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 Spirit Airlines · NK 622 Depart at 9:50am from Chicago (ORD) Fly for 3h 55m Arrive at 1:45pm in Cancún (CUN)

Stay in Cancún for 4 nights

Fri Mar 28th 2025 Spirit Airlines · NK 105 Depart at 10:53am from Cancún (CUN) Fly for 4h 3m Arrive at 2:56pm in Chicago (ORD)
US$3528

7:23am - 5:10pm
Sun Mar 23rd 2025

9h 47m
Chicago (ORD) → Cancún (CUN)

1 Stop

2:41pm - 11:37pm
Fri Mar 28th 2025

8h 56m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 Volaris · Y4 701 Depart at 7:23am from Chicago (ORD) Fly for 4h 22m Arrive at 10:45am in Mexico City (MEX)

Layover in Mexico City for 3h 5m

Sun Mar 23rd 2025 VivaAerobus · VB 1026 Depart at 1:50pm from Mexico City (MEX) Fly for 2h 20m Arrive at 5:10pm in Cancún (CUN)

Stay in Cancún for 4 nights

Fri Mar 28th 2025 Volaris · Y4 105 Depart at 2:41pm from Cancún (CUN) Fly for 2h 29m Arrive at 4:10pm in Mexico City (MEX)

Layover in Mexico City for 2h 30m

Fri Mar 28th 2025 Volaris · Y4 702 Depart at 6:40pm from Mexico City (MEX) Fly for 3h 57m Arrive at 11:37pm in Chicago (ORD)
US$3595

3:47pm - 1:15am
Sat Mar 22nd 2025

9h 28m
Chicago (ORD) → Cancún (CUN)

1 Stop

7:45pm - 5:37am
Thu Mar 27th 2025

9h 52m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sat Mar 22nd 2025 AeroMéxico · AM 687 Depart at 3:47pm from Chicago (ORD) Fly for 4h 43m Arrive at 7:30pm in Mexico City (MEX)

Layover in Mexico City for 2h 30m

Sat Mar 22nd 2025 VivaAerobus · VB 1374 Depart at 10:00pm from Mexico City (MEX) Fly for 2h 15m Arrive at 1:15am in Cancún (CUN)

Stay in Cancún for 4 nights

Thu Mar 27th 2025 VivaAerobus · VB 1373 Depart at 7:45pm from Cancún (CUN) Fly for 2h 25m Arrive at 9:10pm in Mexico City (MEX)

Layover in Mexico City for 3h 30m

Fri Mar 28th 2025 Volaris · Y4 700 Depart at 12:40am from Mexico City (MEX) Fly for 3h 57m Arrive at 5:37am in Chicago (ORD)
US$3640

1:48am - 11:45am
Sun Mar 23rd 2025

9h 57m
Chicago (ORD) → Cancún (CUN)

1 Stop

2:41pm - 11:37pm
Fri Mar 28th 2025

8h 56m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 Volaris · Y4 703 Depart at 1:48am from Chicago (ORD) Fly for 4h 22m Arrive at 5:10am in Mexico City (MEX)

Layover in Mexico City for 3h 15m

Sun Mar 23rd 2025 VivaAerobus · VB 1380 Depart at 8:25am from Mexico City (MEX) Fly for 2h 20m Arrive at 11:45am in Cancún (CUN)

Stay in Cancún for 5 nights

Fri Mar 28th 2025 Volaris · Y4 105 Depart at 2:41pm from Cancún (CUN) Fly for 2h 29m Arrive at 4:10pm in Mexico City (MEX)

Layover in Mexico City for 2h 30m

Fri Mar 28th 2025 Volaris · Y4 702 Depart at 6:40pm from Mexico City (MEX) Fly for 3h 57m Arrive at 11:37pm in Chicago (ORD)
US$3641

6:00am - 9:48am
Sat Mar 22nd 2025

3h 48m
Chicago (ORD) → Cancún (CUN)

Direct

10:53am - 2:56pm
Thu Mar 27th 2025

4h 3m
Cancún (CUN) → Chicago (ORD)

Direct

Sat Mar 22nd 2025 Spirit Airlines · NK 104 Depart at 6:00am from Chicago (ORD) Fly for 3h 48m Arrive at 9:48am in Cancún (CUN)

Stay in Cancún for 5 nights

Thu Mar 27th 2025 Spirit Airlines · NK 105 Depart at 10:53am from Cancún (CUN) Fly for 4h 3m Arrive at 2:56pm in Chicago (ORD)
US$3662

2:01am - 11:45am
Sun Mar 23rd 2025

9h 44m
Chicago (ORD) → Cancún (CUN)

1 Stop

7:45pm - 5:37am
Thu Mar 27th 2025

9h 52m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 AeroMéxico · AM 689 Depart at 2:01am from Chicago (ORD) Fly for 4h 34m Arrive at 5:35am in Mexico City (MEX)

Layover in Mexico City for 2h 50m

Sun Mar 23rd 2025 VivaAerobus · VB 1380 Depart at 8:25am from Mexico City (MEX) Fly for 2h 20m Arrive at 11:45am in Cancún (CUN)

Stay in Cancún for 4 nights

Thu Mar 27th 2025 VivaAerobus · VB 1373 Depart at 7:45pm from Cancún (CUN) Fly for 2h 25m Arrive at 9:10pm in Mexico City (MEX)

Layover in Mexico City for 3h 30m

Fri Mar 28th 2025 Volaris · Y4 700 Depart at 12:40am from Mexico City (MEX) Fly for 3h 57m Arrive at 5:37am in Chicago (ORD)
US$3674

7:23am - 5:10pm
Sat Mar 22nd 2025

9h 47m
Chicago (ORD) → Cancún (CUN)

1 Stop

7:45pm - 5:37am
Thu Mar 27th 2025

9h 52m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sat Mar 22nd 2025 Volaris · Y4 701 Depart at 7:23am from Chicago (ORD) Fly for 4h 22m Arrive at 10:45am in Mexico City (MEX)

Layover in Mexico City for 3h 5m

Sat Mar 22nd 2025 VivaAerobus · VB 1026 Depart at 1:50pm from Mexico City (MEX) Fly for 2h 20m Arrive at 5:10pm in Cancún (CUN)

Stay in Cancún for 5 nights

Thu Mar 27th 2025 VivaAerobus · VB 1373 Depart at 7:45pm from Cancún (CUN) Fly for 2h 25m Arrive at 9:10pm in Mexico City (MEX)

Layover in Mexico City for 3h 30m

Fri Mar 28th 2025 Volaris · Y4 700 Depart at 12:40am from Mexico City (MEX) Fly for 3h 57m Arrive at 5:37am in Chicago (ORD)
US$3675

3:47pm - 2:32am
Sun Mar 23rd 2025

10h 45m
Chicago (ORD) → Cancún (CUN)

1 Stop

8:51pm - 5:37am
Thu Mar 27th 2025

8h 46m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 AeroMéxico · AM 687 Depart at 3:47pm from Chicago (ORD) Fly for 4h 43m Arrive at 7:30pm in Mexico City (MEX)

Layover in Mexico City for 3h 45m

Sun Mar 23rd 2025 Volaris · Y4 118 Depart at 11:15pm from Mexico City (MEX) Fly for 2h 17m Arrive at 2:32am in Cancún (CUN)

Stay in Cancún for 3 nights

Thu Mar 27th 2025 Volaris · Y4 113 Depart at 8:51pm from Cancún (CUN) Fly for 2h 29m Arrive at 10:20pm in Mexico City (MEX)

Layover in Mexico City for 2h 20m

Fri Mar 28th 2025 Volaris · Y4 700 Depart at 12:40am from Mexico City (MEX) Fly for 3h 57m Arrive at 5:37am in Chicago (ORD)
US$3726

9:50am - 1:45pm
Sat Mar 22nd 2025

3h 55m
Chicago (ORD) → Cancún (CUN)

Direct

10:53am - 2:56pm
Fri Mar 28th 2025

4h 3m
Cancún (CUN) → Chicago (ORD)

Direct

Sat Mar 22nd 2025 Spirit Airlines · NK 622 Depart at 9:50am from Chicago (ORD) Fly for 3h 55m Arrive at 1:45pm in Cancún (CUN)

Stay in Cancún for 5 nights

Fri Mar 28th 2025 Spirit Airlines · NK 105 Depart at 10:53am from Cancún (CUN) Fly for 4h 3m Arrive at 2:56pm in Chicago (ORD)
US$3746

7:23am - 5:10pm
Sun Mar 23rd 2025

9h 47m
Chicago (ORD) → Cancún (CUN)

1 Stop

8:51pm - 5:37am
Fri Mar 28th 2025

8h 46m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 Volaris · Y4 701 Depart at 7:23am from Chicago (ORD) Fly for 4h 22m Arrive at 10:45am in Mexico City (MEX)

Layover in Mexico City for 3h 5m

Sun Mar 23rd 2025 VivaAerobus · VB 1026 Depart at 1:50pm from Mexico City (MEX) Fly for 2h 20m Arrive at 5:10pm in Cancún (CUN)

Stay in Cancún for 5 nights

Fri Mar 28th 2025 Volaris · Y4 113 Depart at 8:51pm from Cancún (CUN) Fly for 2h 29m Arrive at 10:20pm in Mexico City (MEX)

Layover in Mexico City for 2h 20m

Sat Mar 29th 2025 Volaris · Y4 700 Depart at 12:40am from Mexico City (MEX) Fly for 3h 57m Arrive at 5:37am in Chicago (ORD)
US$3783

2:25am - 11:45am
Sun Mar 23rd 2025

9h 20m
Chicago (ORD) → Cancún (CUN)

1 Stop

7:45pm - 5:37am
Thu Mar 27th 2025

9h 52m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 VivaAerobus · VB 187 Depart at 2:25am from Chicago (ORD) Fly for 4h 25m Arrive at 5:50am in Mexico City (MEX)

Layover in Mexico City for 2h 35m

Sun Mar 23rd 2025 VivaAerobus · VB 1380 Depart at 8:25am from Mexico City (MEX) Fly for 2h 20m Arrive at 11:45am in Cancún (CUN)

Stay in Cancún for 4 nights

Thu Mar 27th 2025 VivaAerobus · VB 1373 Depart at 7:45pm from Cancún (CUN) Fly for 2h 25m Arrive at 9:10pm in Mexico City (MEX)

Layover in Mexico City for 3h 30m

Fri Mar 28th 2025 Volaris · Y4 700 Depart at 12:40am from Mexico City (MEX) Fly for 3h 57m Arrive at 5:37am in Chicago (ORD)
US$3785

6:00am - 9:48am
Sun Mar 23rd 2025

3h 48m
Chicago (ORD) → Cancún (CUN)

Direct

10:40am - 2:43pm
Thu Mar 27th 2025

4h 3m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 Spirit Airlines · NK 104 Depart at 6:00am from Chicago (ORD) Fly for 3h 48m Arrive at 9:48am in Cancún (CUN)

Stay in Cancún for 4 nights

Thu Mar 27th 2025 Frontier Airlines · F9 45 Depart at 10:40am from Cancún (CUN) Fly for 4h 3m Arrive at 2:43pm in Chicago (ORD)
US$3785

9:50am - 1:45pm
Sun Mar 23rd 2025

3h 55m
Chicago (ORD) → Cancún (CUN)

Direct

10:40am - 2:43pm
Thu Mar 27th 2025

4h 3m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 Spirit Airlines · NK 622 Depart at 9:50am from Chicago (ORD) Fly for 3h 55m Arrive at 1:45pm in Cancún (CUN)

Stay in Cancún for 3 nights

Thu Mar 27th 2025 Frontier Airlines · F9 45 Depart at 10:40am from Cancún (CUN) Fly for 4h 3m Arrive at 2:43pm in Chicago (ORD)
US$3898

3:47pm - 1:15am
Sat Mar 22nd 2025

9h 28m
Chicago (ORD) → Cancún (CUN)

1 Stop

10:53am - 2:56pm
Fri Mar 28th 2025

4h 3m
Cancún (CUN) → Chicago (ORD)

Direct

Sat Mar 22nd 2025 AeroMéxico · AM 687 Depart at 3:47pm from Chicago (ORD) Fly for 4h 43m Arrive at 7:30pm in Mexico City (MEX)

Layover in Mexico City for 2h 30m

Sat Mar 22nd 2025 VivaAerobus · VB 1374 Depart at 10:00pm from Mexico City (MEX) Fly for 2h 15m Arrive at 1:15am in Cancún (CUN)

Stay in Cancún for 5 nights

Fri Mar 28th 2025 Spirit Airlines · NK 105 Depart at 10:53am from Cancún (CUN) Fly for 4h 3m Arrive at 2:56pm in Chicago (ORD)
US$3906

3:47pm - 2:32am
Sat Mar 22nd 2025

10h 45m
Chicago (ORD) → Cancún (CUN)

1 Stop

8:51pm - 5:37am
Fri Mar 28th 2025

8h 46m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sat Mar 22nd 2025 AeroMéxico · AM 687 Depart at 3:47pm from Chicago (ORD) Fly for 4h 43m Arrive at 7:30pm in Mexico City (MEX)

Layover in Mexico City for 3h 45m

Sat Mar 22nd 2025 Volaris · Y4 118 Depart at 11:15pm from Mexico City (MEX) Fly for 2h 17m Arrive at 2:32am in Cancún (CUN)

Stay in Cancún for 5 nights

Fri Mar 28th 2025 Volaris · Y4 113 Depart at 8:51pm from Cancún (CUN) Fly for 2h 29m Arrive at 10:20pm in Mexico City (MEX)

Layover in Mexico City for 2h 20m

Sat Mar 29th 2025 Volaris · Y4 700 Depart at 12:40am from Mexico City (MEX) Fly for 3h 57m Arrive at 5:37am in Chicago (ORD)
US$3998

9:50am - 1:45pm
Sat Mar 22nd 2025

3h 55m
Chicago (ORD) → Cancún (CUN)

Direct

10:40am - 2:43pm
Thu Mar 27th 2025

4h 3m
Cancún (CUN) → Chicago (ORD)

Direct

Sat Mar 22nd 2025 Spirit Airlines · NK 622 Depart at 9:50am from Chicago (ORD) Fly for 3h 55m Arrive at 1:45pm in Cancún (CUN)

Stay in Cancún for 4 nights

Thu Mar 27th 2025 Frontier Airlines · F9 45 Depart at 10:40am from Cancún (CUN) Fly for 4h 3m Arrive at 2:43pm in Chicago (ORD)
US$4155

3:47pm - 1:15am
Sat Mar 22nd 2025

9h 28m
Chicago (ORD) → Cancún (CUN)

1 Stop

10:55am - 12:16am
Thu Mar 27th 2025

13h 21m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sat Mar 22nd 2025 AeroMéxico · AM 687 Depart at 3:47pm from Chicago (ORD) Fly for 4h 43m Arrive at 7:30pm in Mexico City (MEX)

Layover in Mexico City for 2h 30m

Sat Mar 22nd 2025 VivaAerobus · VB 1374 Depart at 10:00pm from Mexico City (MEX) Fly for 2h 15m Arrive at 1:15am in Cancún (CUN)

Stay in Cancún for 4 nights

Thu Mar 27th 2025 VivaAerobus · VB 1017 Depart at 10:55am from Cancún (CUN) Fly for 2h 35m Arrive at 12:30pm in Mexico City (MEX)

Layover in Mexico City for 6h 30m

Thu Mar 27th 2025 AeroMéxico · AM 682 Depart at 7:00pm from Mexico City (MEX) Fly for 4h 16m Arrive at 12:16am in Chicago (ORD)
US$4186

3:47pm - 2:32am
Sat Mar 22nd 2025

10h 45m
Chicago (ORD) → Cancún (CUN)

1 Stop

2:41pm - 11:37pm
Fri Mar 28th 2025

8h 56m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sat Mar 22nd 2025 AeroMéxico · AM 687 Depart at 3:47pm from Chicago (ORD) Fly for 4h 43m Arrive at 7:30pm in Mexico City (MEX)

Layover in Mexico City for 3h 45m

Sat Mar 22nd 2025 Volaris · Y4 118 Depart at 11:15pm from Mexico City (MEX) Fly for 2h 17m Arrive at 2:32am in Cancún (CUN)

Stay in Cancún for 5 nights

Fri Mar 28th 2025 Volaris · Y4 105 Depart at 2:41pm from Cancún (CUN) Fly for 2h 29m Arrive at 4:10pm in Mexico City (MEX)

Layover in Mexico City for 2h 30m

Fri Mar 28th 2025 Volaris · Y4 702 Depart at 6:40pm from Mexico City (MEX) Fly for 3h 57m Arrive at 11:37pm in Chicago (ORD)
US$4189

2:01am - 1:36pm
Sun Mar 23rd 2025

11h 35m
Chicago (ORD) → Cancún (CUN)

1 Stop

8:21pm - 5:37am
Thu Mar 27th 2025

9h 16m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 AeroMéxico · AM 689 Depart at 2:01am from Chicago (ORD) Fly for 4h 34m Arrive at 5:35am in Mexico City (MEX)

Layover in Mexico City for 4h 25m

Sun Mar 23rd 2025 AeroMéxico · AM 516 Depart at 10:00am from Mexico City (MEX) Fly for 2h 36m Arrive at 1:36pm in Cancún (CUN)

Stay in Cancún for 4 nights

Thu Mar 27th 2025 AeroMéxico · AM 559 Depart at 8:21pm from Cancún (CUN) Fly for 2h 39m Arrive at 10:00pm in Mexico City (MEX)

Layover in Mexico City for 2h 40m

Fri Mar 28th 2025 Volaris · Y4 700 Depart at 12:40am from Mexico City (MEX) Fly for 3h 57m Arrive at 5:37am in Chicago (ORD)
US$4208

3:47pm - 1:15am
Sat Mar 22nd 2025

9h 28m
Chicago (ORD) → Cancún (CUN)

1 Stop

2:25pm - 12:16am
Thu Mar 27th 2025

9h 51m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sat Mar 22nd 2025 AeroMéxico · AM 687 Depart at 3:47pm from Chicago (ORD) Fly for 4h 43m Arrive at 7:30pm in Mexico City (MEX)

Layover in Mexico City for 2h 30m

Sat Mar 22nd 2025 VivaAerobus · VB 1374 Depart at 10:00pm from Mexico City (MEX) Fly for 2h 15m Arrive at 1:15am in Cancún (CUN)

Stay in Cancún for 4 nights

Thu Mar 27th 2025 VivaAerobus · VB 1023 Depart at 2:25pm from Cancún (CUN) Fly for 2h 35m Arrive at 4:00pm in Mexico City (MEX)

Layover in Mexico City for 3h 0m

Thu Mar 27th 2025 AeroMéxico · AM 682 Depart at 7:00pm from Mexico City (MEX) Fly for 4h 16m Arrive at 12:16am in Chicago (ORD)
US$4386

6:00am - 9:48am
Sat Mar 22nd 2025

3h 48m
Chicago (ORD) → Cancún (CUN)

Direct

10:53am - 2:56pm
Fri Mar 28th 2025

4h 3m
Cancún (CUN) → Chicago (ORD)

Direct

Sat Mar 22nd 2025 Spirit Airlines · NK 104 Depart at 6:00am from Chicago (ORD) Fly for 3h 48m Arrive at 9:48am in Cancún (CUN)

Stay in Cancún for 6 nights

Fri Mar 28th 2025 Spirit Airlines · NK 105 Depart at 10:53am from Cancún (CUN) Fly for 4h 3m Arrive at 2:56pm in Chicago (ORD)
US$6793

8:42am - 12:33pm
Sun Mar 23rd 2025

3h 51m
Chicago (ORD) → Cancún (CUN)

Direct

2:18pm - 6:10pm
Thu Mar 27th 2025

3h 52m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 United Airlines · UA 1656 Depart at 8:42am from Chicago (ORD) Fly for 3h 51m Arrive at 12:33pm in Cancún (CUN)

Stay in Cancún for 4 nights

Thu Mar 27th 2025 United Airlines · UA 1423 Depart at 2:18pm from Cancún (CUN) Fly for 3h 52m Arrive at 6:10pm in Chicago (ORD)
US$6793

8:42am - 12:33pm
Sun Mar 23rd 2025

3h 51m
Chicago (ORD) → Cancún (CUN)

Direct

3:40pm - 7:36pm
Thu Mar 27th 2025

3h 56m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 United Airlines · UA 1656 Depart at 8:42am from Chicago (ORD) Fly for 3h 51m Arrive at 12:33pm in Cancún (CUN)

Stay in Cancún for 4 nights

Thu Mar 27th 2025 United Airlines · UA 1667 Depart at 3:40pm from Cancún (CUN) Fly for 3h 56m Arrive at 7:36pm in Chicago (ORD)
US$7344

5:58pm - 8:35pm
Sun Mar 23rd 2025

26h 37m
Chicago (ORD) → Cancún (CUN)

1 Stop

7:00am - 6:45pm
Thu Mar 27th 2025

11h 45m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 Air Canada · AC 4048 Depart at 5:58pm from Chicago (ORD) Fly for 2h 19m Arrive at 9:17pm in Montreal (YUL)

Layover in Montreal for 19h 28m

Mon Mar 24th 2025 Air Canada · AC 1884 Depart at 4:45pm from Montreal (YUL) Fly for 4h 50m Arrive at 8:35pm in Cancún (CUN)

Stay in Cancún for 2 nights

Thu Mar 27th 2025 Air Canada · AC 1883 Depart at 7:00am from Cancún (CUN) Fly for 4h 10m Arrive at 12:10pm in Montreal (YUL)

Layover in Montreal for 4h 35m

Thu Mar 27th 2025 Air Canada · AC 3491 Depart at 4:45pm from Montreal (YUL) Fly for 3h 0m Arrive at 6:45pm in Chicago (ORD)
US$7666

8:42am - 12:33pm
Sun Mar 23rd 2025

3h 51m
Chicago (ORD) → Cancún (CUN)

Direct

2:18pm - 6:10pm
Fri Mar 28th 2025

3h 52m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 United Airlines · UA 1656 Depart at 8:42am from Chicago (ORD) Fly for 3h 51m Arrive at 12:33pm in Cancún (CUN)

Stay in Cancún for 5 nights

Fri Mar 28th 2025 United Airlines · UA 1423 Depart at 2:18pm from Cancún (CUN) Fly for 3h 52m Arrive at 6:10pm in Chicago (ORD)
US$7666

8:42am - 12:33pm
Sun Mar 23rd 2025

3h 51m
Chicago (ORD) → Cancún (CUN)

Direct

12:27pm - 4:23pm
Thu Mar 27th 2025

3h 56m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 United Airlines · UA 1656 Depart at 8:42am from Chicago (ORD) Fly for 3h 51m Arrive at 12:33pm in Cancún (CUN)

Stay in Cancún for 3 nights

Thu Mar 27th 2025 United Airlines · UA 1196 Depart at 12:27pm from Cancún (CUN) Fly for 3h 56m Arrive at 4:23pm in Chicago (ORD)
US$8114

8:42am - 12:33pm
Sat Mar 22nd 2025

3h 51m
Chicago (ORD) → Cancún (CUN)

Direct

2:18pm - 6:10pm
Thu Mar 27th 2025

3h 52m
Cancún (CUN) → Chicago (ORD)

Direct

Sat Mar 22nd 2025 United Airlines · UA 1656 Depart at 8:42am from Chicago (ORD) Fly for 3h 51m Arrive at 12:33pm in Cancún (CUN)

Stay in Cancún for 5 nights

Thu Mar 27th 2025 United Airlines · UA 1423 Depart at 2:18pm from Cancún (CUN) Fly for 3h 52m Arrive at 6:10pm in Chicago (ORD)
US$8114

8:42am - 12:33pm
Sat Mar 22nd 2025

3h 51m
Chicago (ORD) → Cancún (CUN)

Direct

3:40pm - 7:36pm
Thu Mar 27th 2025

3h 56m
Cancún (CUN) → Chicago (ORD)

Direct

Sat Mar 22nd 2025 United Airlines · UA 1656 Depart at 8:42am from Chicago (ORD) Fly for 3h 51m Arrive at 12:33pm in Cancún (CUN)

Stay in Cancún for 5 nights

Thu Mar 27th 2025 United Airlines · UA 1667 Depart at 3:40pm from Cancún (CUN) Fly for 3h 56m Arrive at 7:36pm in Chicago (ORD)
US$8987

8:42am - 12:33pm
Sat Mar 22nd 2025

3h 51m
Chicago (ORD) → Cancún (CUN)

Direct

12:27pm - 4:23pm
Thu Mar 27th 2025

3h 56m
Cancún (CUN) → Chicago (ORD)

Direct

Sat Mar 22nd 2025 United Airlines · UA 1656 Depart at 8:42am from Chicago (ORD) Fly for 3h 51m Arrive at 12:33pm in Cancún (CUN)

Stay in Cancún for 4 nights

Thu Mar 27th 2025 United Airlines · UA 1196 Depart at 12:27pm from Cancún (CUN) Fly for 3h 56m Arrive at 4:23pm in Chicago (ORD)
US$11961

8:42am - 12:33pm
Sat Mar 22nd 2025

3h 51m
Chicago (ORD) → Cancún (CUN)

Direct

2:18pm - 6:10pm
Fri Mar 28th 2025

3h 52m
Cancún (CUN) → Chicago (ORD)

Direct

Sat Mar 22nd 2025 United Airlines · UA 1656 Depart at 8:42am from Chicago (ORD) Fly for 3h 51m Arrive at 12:33pm in Cancún (CUN)

Stay in Cancún for 6 nights

Fri Mar 28th 2025 United Airlines · UA 1423 Depart at 2:18pm from Cancún (CUN) Fly for 3h 52m Arrive at 6:10pm in Chicago (ORD)
US$11961

8:42am - 12:33pm
Sun Mar 23rd 2025

3h 51m
Chicago (ORD) → Cancún (CUN)

Direct

12:27pm - 4:23pm
Fri Mar 28th 2025

3h 56m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 United Airlines · UA 1656 Depart at 8:42am from Chicago (ORD) Fly for 3h 51m Arrive at 12:33pm in Cancún (CUN)

Stay in Cancún for 4 nights

Fri Mar 28th 2025 United Airlines · UA 1196 Depart at 12:27pm from Cancún (CUN) Fly for 3h 56m Arrive at 4:23pm in Chicago (ORD)
US$11961

8:42am - 12:33pm
Sun Mar 23rd 2025

3h 51m
Chicago (ORD) → Cancún (CUN)

Direct

3:40pm - 7:36pm
Fri Mar 28th 2025

3h 56m
Cancún (CUN) → Chicago (ORD)

Direct

Sun Mar 23rd 2025 United Airlines · UA 1656 Depart at 8:42am from Chicago (ORD) Fly for 3h 51m Arrive at 12:33pm in Cancún (CUN)

Stay in Cancún for 5 nights

Fri Mar 28th 2025 United Airlines · UA 1667 Depart at 3:40pm from Cancún (CUN) Fly for 3h 56m Arrive at 7:36pm in Chicago (ORD)
US$18768

8:04pm - 4:07pm
Sun Mar 23rd 2025

20h 3m
Chicago (ORD) → Cancún (CUN)

1 Stop

11:28am - 6:37pm
Thu Mar 27th 2025

7h 9m
Cancún (CUN) → Chicago (ORD)

1 Stop

Sun Mar 23rd 2025 United Airlines · UA 2485 Depart at 8:04pm from Chicago (ORD) Fly for 2h 56m Arrive at 10:00pm in Denver (DEN)

Layover in Denver for 13h 15m

Mon Mar 24th 2025 United Airlines · UA 1177 Depart at 11:15am from Denver (DEN) Fly for 3h 52m Arrive at 4:07pm in Cancún (CUN)

Stay in Cancún for 2 nights

Thu Mar 27th 2025 United Airlines · UA 1694 Depart at 11:28am from Cancún (CUN) Fly for 3h 17m Arrive at 3:45pm in Washington, D.C. (IAD)

Layover in Washington, D.C. for 1h 25m

Thu Mar 27th 2025 United Airlines · UA 2497 Depart at 5:10pm from Washington, D.C. (IAD) Fly for 2h 27m Arrive at 6:37pm in Chicago (ORD)

Sarah Belizaire

@sarahbb1

Have flexible travel plans or looking for alternative routes given the chaos? Check out all the connection possibilities via a super helpful site created by @ismaelyws flightlist.io thanks to @andy_travels for the recommendation #travel #flights

John Ford

@eyupitsjohn

There seem to be lots of sites launching at the moment that promise to find you cheap flights but not many have the professional finish of Flightlist by @ismaelyws #travel #flights

Roaming Sonaa

@roamingsonaa

For people wanting to maximize their trips, Flightlist is my newest travel hack for uncovering the coolest routes at irresistible prices. No stress, no annoying ads — just seamless flight booking with amazing functionality.

Andy Travels

@andy_travels

@ismaelyws Just tried out Flightlist for the first time. Really nice idea, well made, and just what I need at the moment 👍

Travel With Bender

@travelwitbender

Did you spot my recent article about how to score cheap one way flights? ✈️ FlightList is my new secret tool for discovering cheap routes, within a departure date range. Plus you can also search by country/region for departures & destinations. Powerful! 💪

Wesley Mergard

@travel.with.wes

One useful tool I've found for evaluating different departure and return dates is called FlightList.io. You can quickly scan different travel date ranges, carriers and one way flight options to easily determine the cheapest flight combinations for your trip.

Flights from Chicago to Cancun (ORD to CUN)

Sarah Belizaire

John Ford

Roaming Sonaa

Andy Travels

Travel With Bender

Wesley Mergard

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