Cheap Flights from Columbia to San Juan (CAE to SJU)

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US$825

10:29am - 12:02am
Tue Jul 8th 2025

13h 33m
Columbia (CAE) → San Juan (SJU)

2 Stops

6:40pm - 6:55pm
Tue Jul 15th 2025

24h 15m
San Juan (SJU) → Columbia (CAE)

2 Stops

Tue Jul 8th 2025 United Airlines · UA 4283 Depart at 10:29am from Columbia (CAE) Fly for 1h 36m Arrive at 12:05pm in Washington, D.C. (IAD)

Layover in Washington, D.C. for 5h 20m

Tue Jul 8th 2025 United Airlines · UA 2366 Depart at 5:25pm from Washington, D.C. (IAD) Fly for 1h 29m Arrive at 6:54pm in New York (EWR)

Layover in New York for 1h 4m

Tue Jul 8th 2025 United Airlines · UA 1543 Depart at 7:58pm from New York (EWR) Fly for 4h 4m Arrive at 12:02am in San Juan (SJU)

Stay in San Juan for 6 nights

Tue Jul 15th 2025 United Airlines · UA 2036 Depart at 6:40pm from San Juan (SJU) Fly for 4h 9m Arrive at 10:49pm in New York (EWR)

Layover in New York for 16h 6m

Wed Jul 16th 2025 United Airlines · UA 1992 Depart at 2:55pm from New York (EWR) Fly for 1h 25m Arrive at 4:20pm in Washington, D.C. (IAD)

Layover in Washington, D.C. for 0h 50m

Wed Jul 16th 2025 United Airlines · UA 4364 Depart at 5:10pm from Washington, D.C. (IAD) Fly for 1h 45m Arrive at 6:55pm in Columbia (CAE)

Book Flight
US$853

10:10am - 5:30am
Wed Jul 9th 2025

19h 20m
Columbia (CAE) → San Juan (SJU)

2 Stops

1:10am - 9:45pm
Wed Jul 16th 2025

20h 35m
San Juan (SJU) → Columbia (CAE)

2 Stops

Wed Jul 9th 2025 United Airlines · UA 4545 Depart at 10:10am from Columbia (CAE) Fly for 2h 30m Arrive at 11:40am in Chicago (ORD)

Layover in Chicago for 1h 5m

Wed Jul 9th 2025 United Airlines · UA 2657 Depart at 12:45pm from Chicago (ORD) Fly for 2h 55m Arrive at 3:40pm in Houston (IAH)

Layover in Houston for 8h 17m

Wed Jul 9th 2025 United Airlines · UA 1497 Depart at 11:57pm from Houston (IAH) Fly for 4h 33m Arrive at 5:30am in San Juan (SJU)

Stay in San Juan for 5 nights

Wed Jul 16th 2025 United Airlines · UA 2219 Depart at 1:10am from San Juan (SJU) Fly for 4h 9m Arrive at 5:19am in New York (EWR)

Layover in New York for 10h 6m

Wed Jul 16th 2025 United Airlines · UA 1144 Depart at 3:25pm from New York (EWR) Fly for 2h 45m Arrive at 5:10pm in Chicago (ORD)

Layover in Chicago for 1h 20m

Wed Jul 16th 2025 United Airlines · UA 4491 Depart at 6:30pm from Chicago (ORD) Fly for 2h 15m Arrive at 9:45pm in Columbia (CAE)

Book Flight
US$863

10:10am - 11:54pm
Sun Jul 6th 2025

13h 44m
Columbia (CAE) → San Juan (SJU)

1 Stop

7:45am - 5:00pm
Thu Jul 10th 2025

9h 15m
San Juan (SJU) → Columbia (CAE)

1 Stop

Sun Jul 6th 2025 United Airlines · UA 4545 Depart at 10:10am from Columbia (CAE) Fly for 2h 30m Arrive at 11:40am in Chicago (ORD)

Layover in Chicago for 6h 23m

Sun Jul 6th 2025 United Airlines · UA 695 Depart at 6:03pm from Chicago (ORD) Fly for 4h 51m Arrive at 11:54pm in San Juan (SJU)

Stay in San Juan for 3 nights

Thu Jul 10th 2025 United Airlines · UA 2089 Depart at 7:45am from San Juan (SJU) Fly for 5h 10m Arrive at 11:55am in Chicago (ORD)

Layover in Chicago for 2h 0m

Thu Jul 10th 2025 United Airlines · UA 4476 Depart at 1:55pm from Chicago (ORD) Fly for 2h 5m Arrive at 5:00pm in Columbia (CAE)

Book Flight
US$863

10:10am - 11:54pm
Mon Jul 7th 2025

13h 44m
Columbia (CAE) → San Juan (SJU)

1 Stop

7:45am - 5:00pm
Thu Jul 10th 2025

9h 15m
San Juan (SJU) → Columbia (CAE)

1 Stop

Mon Jul 7th 2025 United Airlines · UA 4545 Depart at 10:10am from Columbia (CAE) Fly for 2h 30m Arrive at 11:40am in Chicago (ORD)

Layover in Chicago for 6h 23m

Mon Jul 7th 2025 United Airlines · UA 695 Depart at 6:03pm from Chicago (ORD) Fly for 4h 51m Arrive at 11:54pm in San Juan (SJU)

Stay in San Juan for 2 nights

Thu Jul 10th 2025 United Airlines · UA 2089 Depart at 7:45am from San Juan (SJU) Fly for 5h 10m Arrive at 11:55am in Chicago (ORD)

Layover in Chicago for 2h 0m

Thu Jul 10th 2025 United Airlines · UA 4476 Depart at 1:55pm from Chicago (ORD) Fly for 2h 5m Arrive at 5:00pm in Columbia (CAE)

Book Flight
US$875

10:29am - 12:34pm
Wed Jul 9th 2025

26h 5m
Columbia (CAE) → San Juan (SJU)

1 Stop

1:25pm - 2:22pm
Wed Jul 16th 2025

24h 57m
San Juan (SJU) → Columbia (CAE)

2 Stops

Wed Jul 9th 2025 United Airlines · UA 4283 Depart at 10:29am from Columbia (CAE) Fly for 1h 36m Arrive at 12:05pm in Washington, D.C. (IAD)

Layover in Washington, D.C. for 20h 35m

Thu Jul 10th 2025 United Airlines · UA 2021 Depart at 8:40am from Washington, D.C. (IAD) Fly for 3h 54m Arrive at 12:34pm in San Juan (SJU)

Stay in San Juan for 6 nights

Wed Jul 16th 2025 United Airlines · UA 1173 Depart at 1:25pm from San Juan (SJU) Fly for 4h 16m Arrive at 5:41pm in New York (EWR)

Layover in New York for 3h 18m

Wed Jul 16th 2025 United Airlines · UA 2279 Depart at 8:59pm from New York (EWR) Fly for 1h 28m Arrive at 10:27pm in Washington, D.C. (IAD)

Layover in Washington, D.C. for 14h 18m

Thu Jul 17th 2025 United Airlines · UA 4288 Depart at 12:45pm from Washington, D.C. (IAD) Fly for 1h 37m Arrive at 2:22pm in Columbia (CAE)

Book Flight
US$890

10:10am - 11:54pm
Wed Jul 9th 2025

13h 44m
Columbia (CAE) → San Juan (SJU)

1 Stop

7:45am - 5:00pm
Sat Jul 12th 2025

9h 15m
San Juan (SJU) → Columbia (CAE)

1 Stop

Wed Jul 9th 2025 United Airlines · UA 4545 Depart at 10:10am from Columbia (CAE) Fly for 2h 30m Arrive at 11:40am in Chicago (ORD)

Layover in Chicago for 6h 23m

Wed Jul 9th 2025 United Airlines · UA 695 Depart at 6:03pm from Chicago (ORD) Fly for 4h 51m Arrive at 11:54pm in San Juan (SJU)

Stay in San Juan for 2 nights

Sat Jul 12th 2025 United Airlines · UA 2089 Depart at 7:45am from San Juan (SJU) Fly for 5h 10m Arrive at 11:55am in Chicago (ORD)

Layover in Chicago for 2h 0m

Sat Jul 12th 2025 United Airlines · UA 4476 Depart at 1:55pm from Chicago (ORD) Fly for 2h 5m Arrive at 5:00pm in Columbia (CAE)

Book Flight
US$890

10:10am - 11:54pm
Sun Jul 6th 2025

13h 44m
Columbia (CAE) → San Juan (SJU)

1 Stop

7:45am - 5:00pm
Sat Jul 12th 2025

9h 15m
San Juan (SJU) → Columbia (CAE)

1 Stop

Sun Jul 6th 2025 United Airlines · UA 4545 Depart at 10:10am from Columbia (CAE) Fly for 2h 30m Arrive at 11:40am in Chicago (ORD)

Layover in Chicago for 6h 23m

Sun Jul 6th 2025 United Airlines · UA 695 Depart at 6:03pm from Chicago (ORD) Fly for 4h 51m Arrive at 11:54pm in San Juan (SJU)

Stay in San Juan for 5 nights

Sat Jul 12th 2025 United Airlines · UA 2089 Depart at 7:45am from San Juan (SJU) Fly for 5h 10m Arrive at 11:55am in Chicago (ORD)

Layover in Chicago for 2h 0m

Sat Jul 12th 2025 United Airlines · UA 4476 Depart at 1:55pm from Chicago (ORD) Fly for 2h 5m Arrive at 5:00pm in Columbia (CAE)

Book Flight
US$893

10:29am - 12:34pm
Wed Jul 9th 2025

26h 5m
Columbia (CAE) → San Juan (SJU)

1 Stop

1:10am - 9:45pm
Wed Jul 16th 2025

20h 35m
San Juan (SJU) → Columbia (CAE)

2 Stops

Wed Jul 9th 2025 United Airlines · UA 4283 Depart at 10:29am from Columbia (CAE) Fly for 1h 36m Arrive at 12:05pm in Washington, D.C. (IAD)

Layover in Washington, D.C. for 20h 35m

Thu Jul 10th 2025 United Airlines · UA 2021 Depart at 8:40am from Washington, D.C. (IAD) Fly for 3h 54m Arrive at 12:34pm in San Juan (SJU)

Stay in San Juan for 5 nights

Wed Jul 16th 2025 United Airlines · UA 2219 Depart at 1:10am from San Juan (SJU) Fly for 4h 9m Arrive at 5:19am in New York (EWR)

Layover in New York for 10h 6m

Wed Jul 16th 2025 United Airlines · UA 1144 Depart at 3:25pm from New York (EWR) Fly for 2h 45m Arrive at 5:10pm in Chicago (ORD)

Layover in Chicago for 1h 20m

Wed Jul 16th 2025 United Airlines · UA 4491 Depart at 6:30pm from Chicago (ORD) Fly for 2h 15m Arrive at 9:45pm in Columbia (CAE)

Book Flight
US$896

10:10am - 11:54pm
Tue Jul 8th 2025

13h 44m
Columbia (CAE) → San Juan (SJU)

1 Stop

7:45am - 5:00pm
Thu Jul 10th 2025

9h 15m
San Juan (SJU) → Columbia (CAE)

1 Stop

Tue Jul 8th 2025 United Airlines · UA 4545 Depart at 10:10am from Columbia (CAE) Fly for 2h 30m Arrive at 11:40am in Chicago (ORD)

Layover in Chicago for 6h 23m

Tue Jul 8th 2025 United Airlines · UA 695 Depart at 6:03pm from Chicago (ORD) Fly for 4h 51m Arrive at 11:54pm in San Juan (SJU)

Stay in San Juan for 1 night

Thu Jul 10th 2025 United Airlines · UA 2089 Depart at 7:45am from San Juan (SJU) Fly for 5h 10m Arrive at 11:55am in Chicago (ORD)

Layover in Chicago for 2h 0m

Thu Jul 10th 2025 United Airlines · UA 4476 Depart at 1:55pm from Chicago (ORD) Fly for 2h 5m Arrive at 5:00pm in Columbia (CAE)

Book Flight
US$932

10:29am - 12:02am
Tue Jul 8th 2025

13h 33m
Columbia (CAE) → San Juan (SJU)

2 Stops

1:25pm - 2:22pm
Tue Jul 15th 2025

24h 57m
San Juan (SJU) → Columbia (CAE)

2 Stops

Tue Jul 8th 2025 United Airlines · UA 4283 Depart at 10:29am from Columbia (CAE) Fly for 1h 36m Arrive at 12:05pm in Washington, D.C. (IAD)

Layover in Washington, D.C. for 5h 20m

Tue Jul 8th 2025 United Airlines · UA 2366 Depart at 5:25pm from Washington, D.C. (IAD) Fly for 1h 29m Arrive at 6:54pm in New York (EWR)

Layover in New York for 1h 4m

Tue Jul 8th 2025 United Airlines · UA 1543 Depart at 7:58pm from New York (EWR) Fly for 4h 4m Arrive at 12:02am in San Juan (SJU)

Stay in San Juan for 6 nights

Tue Jul 15th 2025 United Airlines · UA 1173 Depart at 1:25pm from San Juan (SJU) Fly for 4h 16m Arrive at 5:41pm in New York (EWR)

Layover in New York for 2h 13m

Tue Jul 15th 2025 United Airlines · UA 1332 Depart at 7:54pm from New York (EWR) Fly for 1h 26m Arrive at 9:20pm in Washington, D.C. (IAD)

Layover in Washington, D.C. for 15h 25m

Wed Jul 16th 2025 United Airlines · UA 4288 Depart at 12:45pm from Washington, D.C. (IAD) Fly for 1h 37m Arrive at 2:22pm in Columbia (CAE)

Book Flight
US$942

2:57pm - 12:34pm
Wed Jul 9th 2025

21h 37m
Columbia (CAE) → San Juan (SJU)

1 Stop

1:25pm - 2:22pm
Wed Jul 16th 2025

24h 57m
San Juan (SJU) → Columbia (CAE)

2 Stops

Wed Jul 9th 2025 United Airlines · UA 4229 Depart at 2:57pm from Columbia (CAE) Fly for 1h 33m Arrive at 4:30pm in Washington, D.C. (IAD)

Layover in Washington, D.C. for 16h 10m

Thu Jul 10th 2025 United Airlines · UA 2021 Depart at 8:40am from Washington, D.C. (IAD) Fly for 3h 54m Arrive at 12:34pm in San Juan (SJU)

Stay in San Juan for 6 nights

Wed Jul 16th 2025 United Airlines · UA 1173 Depart at 1:25pm from San Juan (SJU) Fly for 4h 16m Arrive at 5:41pm in New York (EWR)

Layover in New York for 3h 18m

Wed Jul 16th 2025 United Airlines · UA 2279 Depart at 8:59pm from New York (EWR) Fly for 1h 28m Arrive at 10:27pm in Washington, D.C. (IAD)

Layover in Washington, D.C. for 14h 18m

Thu Jul 17th 2025 United Airlines · UA 4288 Depart at 12:45pm from Washington, D.C. (IAD) Fly for 1h 37m Arrive at 2:22pm in Columbia (CAE)

Book Flight
US$945

10:10am - 11:54pm
Wed Jul 9th 2025

13h 44m
Columbia (CAE) → San Juan (SJU)

1 Stop

1:10am - 9:45pm
Wed Jul 16th 2025

20h 35m
San Juan (SJU) → Columbia (CAE)

2 Stops

Wed Jul 9th 2025 United Airlines · UA 4545 Depart at 10:10am from Columbia (CAE) Fly for 2h 30m Arrive at 11:40am in Chicago (ORD)

Layover in Chicago for 6h 23m

Wed Jul 9th 2025 United Airlines · UA 695 Depart at 6:03pm from Chicago (ORD) Fly for 4h 51m Arrive at 11:54pm in San Juan (SJU)

Stay in San Juan for 6 nights

Wed Jul 16th 2025 United Airlines · UA 2219 Depart at 1:10am from San Juan (SJU) Fly for 4h 9m Arrive at 5:19am in New York (EWR)

Layover in New York for 10h 6m

Wed Jul 16th 2025 United Airlines · UA 1144 Depart at 3:25pm from New York (EWR) Fly for 2h 45m Arrive at 5:10pm in Chicago (ORD)

Layover in Chicago for 1h 20m

Wed Jul 16th 2025 United Airlines · UA 4491 Depart at 6:30pm from Chicago (ORD) Fly for 2h 15m Arrive at 9:45pm in Columbia (CAE)

Book Flight
US$960

5:35pm - 11:54pm
Wed Jul 9th 2025

30h 19m
Columbia (CAE) → San Juan (SJU)

1 Stop

1:10am - 9:45pm
Wed Jul 16th 2025

20h 35m
San Juan (SJU) → Columbia (CAE)

2 Stops

Wed Jul 9th 2025 United Airlines · UA 4405 Depart at 5:35pm from Columbia (CAE) Fly for 2h 20m Arrive at 6:55pm in Chicago (ORD)

Layover in Chicago for 23h 8m

Thu Jul 10th 2025 United Airlines · UA 695 Depart at 6:03pm from Chicago (ORD) Fly for 4h 51m Arrive at 11:54pm in San Juan (SJU)

Stay in San Juan for 5 nights

Wed Jul 16th 2025 United Airlines · UA 2219 Depart at 1:10am from San Juan (SJU) Fly for 4h 9m Arrive at 5:19am in New York (EWR)

Layover in New York for 10h 6m

Wed Jul 16th 2025 United Airlines · UA 1144 Depart at 3:25pm from New York (EWR) Fly for 2h 45m Arrive at 5:10pm in Chicago (ORD)

Layover in Chicago for 1h 20m

Wed Jul 16th 2025 United Airlines · UA 4491 Depart at 6:30pm from Chicago (ORD) Fly for 2h 15m Arrive at 9:45pm in Columbia (CAE)

Book Flight
US$1001

10:10am - 5:30am
Wed Jul 9th 2025

19h 20m
Columbia (CAE) → San Juan (SJU)

2 Stops

4:55pm - 2:22pm
Wed Jul 16th 2025

21h 27m
San Juan (SJU) → Columbia (CAE)

1 Stop

Wed Jul 9th 2025 United Airlines · UA 4545 Depart at 10:10am from Columbia (CAE) Fly for 2h 30m Arrive at 11:40am in Chicago (ORD)

Layover in Chicago for 1h 5m

Wed Jul 9th 2025 United Airlines · UA 2657 Depart at 12:45pm from Chicago (ORD) Fly for 2h 55m Arrive at 3:40pm in Houston (IAH)

Layover in Houston for 8h 17m

Wed Jul 9th 2025 United Airlines · UA 1497 Depart at 11:57pm from Houston (IAH) Fly for 4h 33m Arrive at 5:30am in San Juan (SJU)

Stay in San Juan for 6 nights

Wed Jul 16th 2025 United Airlines · UA 2024 Depart at 4:55pm from San Juan (SJU) Fly for 3h 59m Arrive at 8:54pm in Washington, D.C. (IAD)

Layover in Washington, D.C. for 15h 51m

Thu Jul 17th 2025 United Airlines · UA 4288 Depart at 12:45pm from Washington, D.C. (IAD) Fly for 1h 37m Arrive at 2:22pm in Columbia (CAE)

Book Flight
US$1003

10:10am - 11:54pm
Wed Jul 9th 2025

13h 44m
Columbia (CAE) → San Juan (SJU)

1 Stop

1:10am - 6:55pm
Wed Jul 16th 2025

17h 45m
San Juan (SJU) → Columbia (CAE)

2 Stops

Wed Jul 9th 2025 United Airlines · UA 4545 Depart at 10:10am from Columbia (CAE) Fly for 2h 30m Arrive at 11:40am in Chicago (ORD)

Layover in Chicago for 6h 23m

Wed Jul 9th 2025 United Airlines · UA 695 Depart at 6:03pm from Chicago (ORD) Fly for 4h 51m Arrive at 11:54pm in San Juan (SJU)

Stay in San Juan for 6 nights

Wed Jul 16th 2025 United Airlines · UA 2219 Depart at 1:10am from San Juan (SJU) Fly for 4h 9m Arrive at 5:19am in New York (EWR)

Layover in New York for 9h 36m

Wed Jul 16th 2025 United Airlines · UA 1992 Depart at 2:55pm from New York (EWR) Fly for 1h 25m Arrive at 4:20pm in Washington, D.C. (IAD)

Layover in Washington, D.C. for 0h 50m

Wed Jul 16th 2025 United Airlines · UA 4364 Depart at 5:10pm from Washington, D.C. (IAD) Fly for 1h 45m Arrive at 6:55pm in Columbia (CAE)

Book Flight
US$1016

10:29am - 12:34pm
Wed Jul 9th 2025

26h 5m
Columbia (CAE) → San Juan (SJU)

1 Stop

1:10am - 6:55pm
Wed Jul 16th 2025

17h 45m
San Juan (SJU) → Columbia (CAE)

2 Stops

Wed Jul 9th 2025 United Airlines · UA 4283 Depart at 10:29am from Columbia (CAE) Fly for 1h 36m Arrive at 12:05pm in Washington, D.C. (IAD)

Layover in Washington, D.C. for 20h 35m

Thu Jul 10th 2025 United Airlines · UA 2021 Depart at 8:40am from Washington, D.C. (IAD) Fly for 3h 54m Arrive at 12:34pm in San Juan (SJU)

Stay in San Juan for 5 nights

Wed Jul 16th 2025 United Airlines · UA 2219 Depart at 1:10am from San Juan (SJU) Fly for 4h 9m Arrive at 5:19am in New York (EWR)

Layover in New York for 9h 36m

Wed Jul 16th 2025 United Airlines · UA 1992 Depart at 2:55pm from New York (EWR) Fly for 1h 25m Arrive at 4:20pm in Washington, D.C. (IAD)

Layover in Washington, D.C. for 0h 50m

Wed Jul 16th 2025 United Airlines · UA 4364 Depart at 5:10pm from Washington, D.C. (IAD) Fly for 1h 45m Arrive at 6:55pm in Columbia (CAE)

Book Flight
US$1017

5:35pm - 11:54pm
Wed Jul 9th 2025

30h 19m
Columbia (CAE) → San Juan (SJU)

1 Stop

1:10am - 6:55pm
Wed Jul 16th 2025

17h 45m
San Juan (SJU) → Columbia (CAE)

2 Stops

Wed Jul 9th 2025 United Airlines · UA 4405 Depart at 5:35pm from Columbia (CAE) Fly for 2h 20m Arrive at 6:55pm in Chicago (ORD)

Layover in Chicago for 23h 8m

Thu Jul 10th 2025 United Airlines · UA 695 Depart at 6:03pm from Chicago (ORD) Fly for 4h 51m Arrive at 11:54pm in San Juan (SJU)

Stay in San Juan for 5 nights

Wed Jul 16th 2025 United Airlines · UA 2219 Depart at 1:10am from San Juan (SJU) Fly for 4h 9m Arrive at 5:19am in New York (EWR)

Layover in New York for 9h 36m

Wed Jul 16th 2025 United Airlines · UA 1992 Depart at 2:55pm from New York (EWR) Fly for 1h 25m Arrive at 4:20pm in Washington, D.C. (IAD)

Layover in Washington, D.C. for 0h 50m

Wed Jul 16th 2025 United Airlines · UA 4364 Depart at 5:10pm from Washington, D.C. (IAD) Fly for 1h 45m Arrive at 6:55pm in Columbia (CAE)

Book Flight
US$1026

10:10am - 11:54pm
Mon Jul 7th 2025

13h 44m
Columbia (CAE) → San Juan (SJU)

1 Stop

7:45am - 9:45pm
Fri Jul 11th 2025

14h 0m
San Juan (SJU) → Columbia (CAE)

1 Stop

Mon Jul 7th 2025 United Airlines · UA 4545 Depart at 10:10am from Columbia (CAE) Fly for 2h 30m Arrive at 11:40am in Chicago (ORD)

Layover in Chicago for 6h 23m

Mon Jul 7th 2025 United Airlines · UA 695 Depart at 6:03pm from Chicago (ORD) Fly for 4h 51m Arrive at 11:54pm in San Juan (SJU)

Stay in San Juan for 3 nights

Fri Jul 11th 2025 United Airlines · UA 2089 Depart at 7:45am from San Juan (SJU) Fly for 5h 10m Arrive at 11:55am in Chicago (ORD)

Layover in Chicago for 6h 35m

Fri Jul 11th 2025 United Airlines · UA 4491 Depart at 6:30pm from Chicago (ORD) Fly for 2h 15m Arrive at 9:45pm in Columbia (CAE)

Book Flight
US$1026

10:10am - 11:54pm
Sun Jul 6th 2025

13h 44m
Columbia (CAE) → San Juan (SJU)

1 Stop

7:45am - 9:45pm
Fri Jul 11th 2025

14h 0m
San Juan (SJU) → Columbia (CAE)

1 Stop

Sun Jul 6th 2025 United Airlines · UA 4545 Depart at 10:10am from Columbia (CAE) Fly for 2h 30m Arrive at 11:40am in Chicago (ORD)

Layover in Chicago for 6h 23m

Sun Jul 6th 2025 United Airlines · UA 695 Depart at 6:03pm from Chicago (ORD) Fly for 4h 51m Arrive at 11:54pm in San Juan (SJU)

Stay in San Juan for 4 nights

Fri Jul 11th 2025 United Airlines · UA 2089 Depart at 7:45am from San Juan (SJU) Fly for 5h 10m Arrive at 11:55am in Chicago (ORD)

Layover in Chicago for 6h 35m

Fri Jul 11th 2025 United Airlines · UA 4491 Depart at 6:30pm from Chicago (ORD) Fly for 2h 15m Arrive at 9:45pm in Columbia (CAE)

Book Flight
US$1053

10:10am - 11:54pm
Wed Jul 9th 2025

13h 44m
Columbia (CAE) → San Juan (SJU)

1 Stop

7:25am - 6:55pm
Sun Jul 13th 2025

11h 30m
San Juan (SJU) → Columbia (CAE)

1 Stop

Wed Jul 9th 2025 United Airlines · UA 4545 Depart at 10:10am from Columbia (CAE) Fly for 2h 30m Arrive at 11:40am in Chicago (ORD)

Layover in Chicago for 6h 23m

Wed Jul 9th 2025 United Airlines · UA 695 Depart at 6:03pm from Chicago (ORD) Fly for 4h 51m Arrive at 11:54pm in San Juan (SJU)

Stay in San Juan for 3 nights

Sun Jul 13th 2025 United Airlines · UA 2022 Depart at 7:25am from San Juan (SJU) Fly for 3h 59m Arrive at 11:24am in Washington, D.C. (IAD)

Layover in Washington, D.C. for 5h 46m

Sun Jul 13th 2025 United Airlines · UA 4364 Depart at 5:10pm from Washington, D.C. (IAD) Fly for 1h 45m Arrive at 6:55pm in Columbia (CAE)

Book Flight
US$1053

10:10am - 11:54pm
Sun Jul 6th 2025

13h 44m
Columbia (CAE) → San Juan (SJU)

1 Stop

7:45am - 9:45pm
Sat Jul 12th 2025

14h 0m
San Juan (SJU) → Columbia (CAE)

1 Stop

Sun Jul 6th 2025 United Airlines · UA 4545 Depart at 10:10am from Columbia (CAE) Fly for 2h 30m Arrive at 11:40am in Chicago (ORD)

Layover in Chicago for 6h 23m

Sun Jul 6th 2025 United Airlines · UA 695 Depart at 6:03pm from Chicago (ORD) Fly for 4h 51m Arrive at 11:54pm in San Juan (SJU)

Stay in San Juan for 5 nights

Sat Jul 12th 2025 United Airlines · UA 2089 Depart at 7:45am from San Juan (SJU) Fly for 5h 10m Arrive at 11:55am in Chicago (ORD)

Layover in Chicago for 6h 35m

Sat Jul 12th 2025 United Airlines · UA 4491 Depart at 6:30pm from Chicago (ORD) Fly for 2h 15m Arrive at 9:45pm in Columbia (CAE)

Book Flight
US$1059

5:35pm - 2:44pm
Wed Jul 9th 2025

21h 9m
Columbia (CAE) → San Juan (SJU)

1 Stop

1:10am - 9:45pm
Wed Jul 16th 2025

20h 35m
San Juan (SJU) → Columbia (CAE)

2 Stops

Wed Jul 9th 2025 United Airlines · UA 4405 Depart at 5:35pm from Columbia (CAE) Fly for 2h 20m Arrive at 6:55pm in Chicago (ORD)

Layover in Chicago for 13h 54m

Thu Jul 10th 2025 United Airlines · UA 1996 Depart at 8:49am from Chicago (ORD) Fly for 4h 55m Arrive at 2:44pm in San Juan (SJU)

Stay in San Juan for 5 nights

Wed Jul 16th 2025 United Airlines · UA 2219 Depart at 1:10am from San Juan (SJU) Fly for 4h 9m Arrive at 5:19am in New York (EWR)

Layover in New York for 10h 6m

Wed Jul 16th 2025 United Airlines · UA 1144 Depart at 3:25pm from New York (EWR) Fly for 2h 45m Arrive at 5:10pm in Chicago (ORD)

Layover in Chicago for 1h 20m

Wed Jul 16th 2025 United Airlines · UA 4491 Depart at 6:30pm from Chicago (ORD) Fly for 2h 15m Arrive at 9:45pm in Columbia (CAE)

Book Flight
US$1071

10:10am - 12:02am
Wed Jul 9th 2025

13h 52m
Columbia (CAE) → San Juan (SJU)

2 Stops

4:55pm - 2:22pm
Wed Jul 16th 2025

21h 27m
San Juan (SJU) → Columbia (CAE)

1 Stop

Wed Jul 9th 2025 United Airlines · UA 4545 Depart at 10:10am from Columbia (CAE) Fly for 2h 30m Arrive at 11:40am in Chicago (ORD)

Layover in Chicago for 1h 26m

Wed Jul 9th 2025 United Airlines · UA 1332 Depart at 1:06pm from Chicago (ORD) Fly for 2h 24m Arrive at 4:30pm in New York (EWR)

Layover in New York for 3h 28m

Wed Jul 9th 2025 United Airlines · UA 1543 Depart at 7:58pm from New York (EWR) Fly for 4h 4m Arrive at 12:02am in San Juan (SJU)

Stay in San Juan for 6 nights

Wed Jul 16th 2025 United Airlines · UA 2024 Depart at 4:55pm from San Juan (SJU) Fly for 3h 59m Arrive at 8:54pm in Washington, D.C. (IAD)

Layover in Washington, D.C. for 15h 51m

Thu Jul 17th 2025 United Airlines · UA 4288 Depart at 12:45pm from Washington, D.C. (IAD) Fly for 1h 37m Arrive at 2:22pm in Columbia (CAE)

Book Flight
US$1075

10:10am - 11:54pm
Wed Jul 9th 2025

13h 44m
Columbia (CAE) → San Juan (SJU)

1 Stop

7:25am - 2:22pm
Sun Jul 13th 2025

6h 57m
San Juan (SJU) → Columbia (CAE)

1 Stop

Wed Jul 9th 2025 United Airlines · UA 4545 Depart at 10:10am from Columbia (CAE) Fly for 2h 30m Arrive at 11:40am in Chicago (ORD)

Layover in Chicago for 6h 23m

Wed Jul 9th 2025 United Airlines · UA 695 Depart at 6:03pm from Chicago (ORD) Fly for 4h 51m Arrive at 11:54pm in San Juan (SJU)

Stay in San Juan for 3 nights

Sun Jul 13th 2025 United Airlines · UA 2022 Depart at 7:25am from San Juan (SJU) Fly for 3h 59m Arrive at 11:24am in Washington, D.C. (IAD)

Layover in Washington, D.C. for 1h 21m

Sun Jul 13th 2025 United Airlines · UA 4288 Depart at 12:45pm from Washington, D.C. (IAD) Fly for 1h 37m Arrive at 2:22pm in Columbia (CAE)

Book Flight
US$1075

10:10am - 11:54pm
Mon Jul 7th 2025

13h 44m
Columbia (CAE) → San Juan (SJU)

1 Stop

7:45am - 5:00pm
Sat Jul 12th 2025

9h 15m
San Juan (SJU) → Columbia (CAE)

1 Stop

Mon Jul 7th 2025 United Airlines · UA 4545 Depart at 10:10am from Columbia (CAE) Fly for 2h 30m Arrive at 11:40am in Chicago (ORD)

Layover in Chicago for 6h 23m

Mon Jul 7th 2025 United Airlines · UA 695 Depart at 6:03pm from Chicago (ORD) Fly for 4h 51m Arrive at 11:54pm in San Juan (SJU)

Stay in San Juan for 4 nights

Sat Jul 12th 2025 United Airlines · UA 2089 Depart at 7:45am from San Juan (SJU) Fly for 5h 10m Arrive at 11:55am in Chicago (ORD)

Layover in Chicago for 2h 0m

Sat Jul 12th 2025 United Airlines · UA 4476 Depart at 1:55pm from Chicago (ORD) Fly for 2h 5m Arrive at 5:00pm in Columbia (CAE)

Book Flight
US$1085

10:10am - 11:54pm
Tue Jul 8th 2025

13h 44m
Columbia (CAE) → San Juan (SJU)

1 Stop

7:25am - 6:55pm
Sun Jul 13th 2025

11h 30m
San Juan (SJU) → Columbia (CAE)

1 Stop

Tue Jul 8th 2025 United Airlines · UA 4545 Depart at 10:10am from Columbia (CAE) Fly for 2h 30m Arrive at 11:40am in Chicago (ORD)

Layover in Chicago for 6h 23m

Tue Jul 8th 2025 United Airlines · UA 695 Depart at 6:03pm from Chicago (ORD) Fly for 4h 51m Arrive at 11:54pm in San Juan (SJU)

Stay in San Juan for 4 nights

Sun Jul 13th 2025 United Airlines · UA 2022 Depart at 7:25am from San Juan (SJU) Fly for 3h 59m Arrive at 11:24am in Washington, D.C. (IAD)

Layover in Washington, D.C. for 5h 46m

Sun Jul 13th 2025 United Airlines · UA 4364 Depart at 5:10pm from Washington, D.C. (IAD) Fly for 1h 45m Arrive at 6:55pm in Columbia (CAE)

Book Flight
US$1093

10:10am - 11:54pm
Wed Jul 9th 2025

13h 44m
Columbia (CAE) → San Juan (SJU)

1 Stop

4:55pm - 2:22pm
Wed Jul 16th 2025

21h 27m
San Juan (SJU) → Columbia (CAE)

1 Stop

Wed Jul 9th 2025 United Airlines · UA 4545 Depart at 10:10am from Columbia (CAE) Fly for 2h 30m Arrive at 11:40am in Chicago (ORD)

Layover in Chicago for 6h 23m

Wed Jul 9th 2025 United Airlines · UA 695 Depart at 6:03pm from Chicago (ORD) Fly for 4h 51m Arrive at 11:54pm in San Juan (SJU)

Stay in San Juan for 6 nights

Wed Jul 16th 2025 United Airlines · UA 2024 Depart at 4:55pm from San Juan (SJU) Fly for 3h 59m Arrive at 8:54pm in Washington, D.C. (IAD)

Layover in Washington, D.C. for 15h 51m

Thu Jul 17th 2025 United Airlines · UA 4288 Depart at 12:45pm from Washington, D.C. (IAD) Fly for 1h 37m Arrive at 2:22pm in Columbia (CAE)

Book Flight
US$1106

10:29am - 12:34pm
Wed Jul 9th 2025

26h 5m
Columbia (CAE) → San Juan (SJU)

1 Stop

4:55pm - 2:22pm
Wed Jul 16th 2025

21h 27m
San Juan (SJU) → Columbia (CAE)

1 Stop

Wed Jul 9th 2025 United Airlines · UA 4283 Depart at 10:29am from Columbia (CAE) Fly for 1h 36m Arrive at 12:05pm in Washington, D.C. (IAD)

Layover in Washington, D.C. for 20h 35m

Thu Jul 10th 2025 United Airlines · UA 2021 Depart at 8:40am from Washington, D.C. (IAD) Fly for 3h 54m Arrive at 12:34pm in San Juan (SJU)

Stay in San Juan for 6 nights

Wed Jul 16th 2025 United Airlines · UA 2024 Depart at 4:55pm from San Juan (SJU) Fly for 3h 59m Arrive at 8:54pm in Washington, D.C. (IAD)

Layover in Washington, D.C. for 15h 51m

Thu Jul 17th 2025 United Airlines · UA 4288 Depart at 12:45pm from Washington, D.C. (IAD) Fly for 1h 37m Arrive at 2:22pm in Columbia (CAE)

Book Flight
US$1108

5:35pm - 11:54pm
Wed Jul 9th 2025

30h 19m
Columbia (CAE) → San Juan (SJU)

1 Stop

4:55pm - 2:22pm
Wed Jul 16th 2025

21h 27m
San Juan (SJU) → Columbia (CAE)

1 Stop

Wed Jul 9th 2025 United Airlines · UA 4405 Depart at 5:35pm from Columbia (CAE) Fly for 2h 20m Arrive at 6:55pm in Chicago (ORD)

Layover in Chicago for 23h 8m

Thu Jul 10th 2025 United Airlines · UA 695 Depart at 6:03pm from Chicago (ORD) Fly for 4h 51m Arrive at 11:54pm in San Juan (SJU)

Stay in San Juan for 5 nights

Wed Jul 16th 2025 United Airlines · UA 2024 Depart at 4:55pm from San Juan (SJU) Fly for 3h 59m Arrive at 8:54pm in Washington, D.C. (IAD)

Layover in Washington, D.C. for 15h 51m

Thu Jul 17th 2025 United Airlines · UA 4288 Depart at 12:45pm from Washington, D.C. (IAD) Fly for 1h 37m Arrive at 2:22pm in Columbia (CAE)

Book Flight
US$1134

10:10am - 11:54pm
Tue Jul 8th 2025

13h 44m
Columbia (CAE) → San Juan (SJU)

1 Stop

7:45am - 9:45pm
Fri Jul 11th 2025

14h 0m
San Juan (SJU) → Columbia (CAE)

1 Stop

Tue Jul 8th 2025 United Airlines · UA 4545 Depart at 10:10am from Columbia (CAE) Fly for 2h 30m Arrive at 11:40am in Chicago (ORD)

Layover in Chicago for 6h 23m

Tue Jul 8th 2025 United Airlines · UA 695 Depart at 6:03pm from Chicago (ORD) Fly for 4h 51m Arrive at 11:54pm in San Juan (SJU)

Stay in San Juan for 2 nights

Fri Jul 11th 2025 United Airlines · UA 2089 Depart at 7:45am from San Juan (SJU) Fly for 5h 10m Arrive at 11:55am in Chicago (ORD)

Layover in Chicago for 6h 35m

Fri Jul 11th 2025 United Airlines · UA 4491 Depart at 6:30pm from Chicago (ORD) Fly for 2h 15m Arrive at 9:45pm in Columbia (CAE)

Book Flight
US$1156

10:10am - 11:54pm
Sun Jul 6th 2025

13h 44m
Columbia (CAE) → San Juan (SJU)

1 Stop

7:45am - 5:00pm
Fri Jul 11th 2025

9h 15m
San Juan (SJU) → Columbia (CAE)

1 Stop

Sun Jul 6th 2025 United Airlines · UA 4545 Depart at 10:10am from Columbia (CAE) Fly for 2h 30m Arrive at 11:40am in Chicago (ORD)

Layover in Chicago for 6h 23m

Sun Jul 6th 2025 United Airlines · UA 695 Depart at 6:03pm from Chicago (ORD) Fly for 4h 51m Arrive at 11:54pm in San Juan (SJU)

Stay in San Juan for 4 nights

Fri Jul 11th 2025 United Airlines · UA 2089 Depart at 7:45am from San Juan (SJU) Fly for 5h 10m Arrive at 11:55am in Chicago (ORD)

Layover in Chicago for 2h 0m

Fri Jul 11th 2025 United Airlines · UA 4476 Depart at 1:55pm from Chicago (ORD) Fly for 2h 5m Arrive at 5:00pm in Columbia (CAE)

Book Flight
US$1156

10:10am - 11:54pm
Mon Jul 7th 2025

13h 44m
Columbia (CAE) → San Juan (SJU)

1 Stop

7:45am - 5:00pm
Fri Jul 11th 2025

9h 15m
San Juan (SJU) → Columbia (CAE)

1 Stop

Mon Jul 7th 2025 United Airlines · UA 4545 Depart at 10:10am from Columbia (CAE) Fly for 2h 30m Arrive at 11:40am in Chicago (ORD)

Layover in Chicago for 6h 23m

Mon Jul 7th 2025 United Airlines · UA 695 Depart at 6:03pm from Chicago (ORD) Fly for 4h 51m Arrive at 11:54pm in San Juan (SJU)

Stay in San Juan for 3 nights

Fri Jul 11th 2025 United Airlines · UA 2089 Depart at 7:45am from San Juan (SJU) Fly for 5h 10m Arrive at 11:55am in Chicago (ORD)

Layover in Chicago for 2h 0m

Fri Jul 11th 2025 United Airlines · UA 4476 Depart at 1:55pm from Chicago (ORD) Fly for 2h 5m Arrive at 5:00pm in Columbia (CAE)

Book Flight
US$1156

10:10am - 11:54pm
Wed Jul 9th 2025

13h 44m
Columbia (CAE) → San Juan (SJU)

1 Stop

7:45am - 5:00pm
Wed Jul 16th 2025

9h 15m
San Juan (SJU) → Columbia (CAE)

1 Stop

Wed Jul 9th 2025 United Airlines · UA 4545 Depart at 10:10am from Columbia (CAE) Fly for 2h 30m Arrive at 11:40am in Chicago (ORD)

Layover in Chicago for 6h 23m

Wed Jul 9th 2025 United Airlines · UA 695 Depart at 6:03pm from Chicago (ORD) Fly for 4h 51m Arrive at 11:54pm in San Juan (SJU)

Stay in San Juan for 6 nights

Wed Jul 16th 2025 United Airlines · UA 2089 Depart at 7:45am from San Juan (SJU) Fly for 5h 10m Arrive at 11:55am in Chicago (ORD)

Layover in Chicago for 2h 0m

Wed Jul 16th 2025 United Airlines · UA 4476 Depart at 1:55pm from Chicago (ORD) Fly for 2h 5m Arrive at 5:00pm in Columbia (CAE)

Book Flight
US$1189

10:10am - 11:54pm
Tue Jul 8th 2025

13h 44m
Columbia (CAE) → San Juan (SJU)

1 Stop

7:45am - 5:00pm
Fri Jul 11th 2025

9h 15m
San Juan (SJU) → Columbia (CAE)

1 Stop

Tue Jul 8th 2025 United Airlines · UA 4545 Depart at 10:10am from Columbia (CAE) Fly for 2h 30m Arrive at 11:40am in Chicago (ORD)

Layover in Chicago for 6h 23m

Tue Jul 8th 2025 United Airlines · UA 695 Depart at 6:03pm from Chicago (ORD) Fly for 4h 51m Arrive at 11:54pm in San Juan (SJU)

Stay in San Juan for 2 nights

Fri Jul 11th 2025 United Airlines · UA 2089 Depart at 7:45am from San Juan (SJU) Fly for 5h 10m Arrive at 11:55am in Chicago (ORD)

Layover in Chicago for 2h 0m

Fri Jul 11th 2025 United Airlines · UA 4476 Depart at 1:55pm from Chicago (ORD) Fly for 2h 5m Arrive at 5:00pm in Columbia (CAE)

Book Flight
US$1207

5:35pm - 2:44pm
Wed Jul 9th 2025

21h 9m
Columbia (CAE) → San Juan (SJU)

1 Stop

4:55pm - 2:22pm
Wed Jul 16th 2025

21h 27m
San Juan (SJU) → Columbia (CAE)

1 Stop

Wed Jul 9th 2025 United Airlines · UA 4405 Depart at 5:35pm from Columbia (CAE) Fly for 2h 20m Arrive at 6:55pm in Chicago (ORD)

Layover in Chicago for 13h 54m

Thu Jul 10th 2025 United Airlines · UA 1996 Depart at 8:49am from Chicago (ORD) Fly for 4h 55m Arrive at 2:44pm in San Juan (SJU)

Stay in San Juan for 6 nights

Wed Jul 16th 2025 United Airlines · UA 2024 Depart at 4:55pm from San Juan (SJU) Fly for 3h 59m Arrive at 8:54pm in Washington, D.C. (IAD)

Layover in Washington, D.C. for 15h 51m

Thu Jul 17th 2025 United Airlines · UA 4288 Depart at 12:45pm from Washington, D.C. (IAD) Fly for 1h 37m Arrive at 2:22pm in Columbia (CAE)

Book Flight
US$1217

10:10am - 11:54pm
Wed Jul 9th 2025

13h 44m
Columbia (CAE) → San Juan (SJU)

1 Stop

1:10am - 2:22pm
Wed Jul 16th 2025

13h 12m
San Juan (SJU) → Columbia (CAE)

2 Stops

Wed Jul 9th 2025 United Airlines · UA 4545 Depart at 10:10am from Columbia (CAE) Fly for 2h 30m Arrive at 11:40am in Chicago (ORD)

Layover in Chicago for 6h 23m

Wed Jul 9th 2025 United Airlines · UA 695 Depart at 6:03pm from Chicago (ORD) Fly for 4h 51m Arrive at 11:54pm in San Juan (SJU)

Stay in San Juan for 6 nights

Wed Jul 16th 2025 United Airlines · UA 2219 Depart at 1:10am from San Juan (SJU) Fly for 4h 9m Arrive at 5:19am in New York (EWR)

Layover in New York for 4h 41m

Wed Jul 16th 2025 United Airlines · UA 4177 Depart at 10:00am from New York (EWR) Fly for 1h 36m Arrive at 11:36am in Washington, D.C. (IAD)

Layover in Washington, D.C. for 1h 9m

Wed Jul 16th 2025 United Airlines · UA 4288 Depart at 12:45pm from Washington, D.C. (IAD) Fly for 1h 37m Arrive at 2:22pm in Columbia (CAE)

Book Flight
US$1339

10:10am - 11:54pm
Thu Jul 10th 2025

13h 44m
Columbia (CAE) → San Juan (SJU)

1 Stop

7:45am - 5:00pm
Sat Jul 12th 2025

9h 15m
San Juan (SJU) → Columbia (CAE)

1 Stop

Thu Jul 10th 2025 United Airlines · UA 4545 Depart at 10:10am from Columbia (CAE) Fly for 2h 30m Arrive at 11:40am in Chicago (ORD)

Layover in Chicago for 6h 23m

Thu Jul 10th 2025 United Airlines · UA 695 Depart at 6:03pm from Chicago (ORD) Fly for 4h 51m Arrive at 11:54pm in San Juan (SJU)

Stay in San Juan for 1 night

Sat Jul 12th 2025 United Airlines · UA 2089 Depart at 7:45am from San Juan (SJU) Fly for 5h 10m Arrive at 11:55am in Chicago (ORD)

Layover in Chicago for 2h 0m

Sat Jul 12th 2025 United Airlines · UA 4476 Depart at 1:55pm from Chicago (ORD) Fly for 2h 5m Arrive at 5:00pm in Columbia (CAE)

Book Flight
US$1510

10:10am - 11:54pm
Wed Jul 9th 2025

13h 44m
Columbia (CAE) → San Juan (SJU)

1 Stop

7:45am - 5:00pm
Mon Jul 14th 2025

9h 15m
San Juan (SJU) → Columbia (CAE)

1 Stop

Wed Jul 9th 2025 United Airlines · UA 4545 Depart at 10:10am from Columbia (CAE) Fly for 2h 30m Arrive at 11:40am in Chicago (ORD)

Layover in Chicago for 6h 23m

Wed Jul 9th 2025 United Airlines · UA 695 Depart at 6:03pm from Chicago (ORD) Fly for 4h 51m Arrive at 11:54pm in San Juan (SJU)

Stay in San Juan for 4 nights

Mon Jul 14th 2025 United Airlines · UA 2089 Depart at 7:45am from San Juan (SJU) Fly for 5h 10m Arrive at 11:55am in Chicago (ORD)

Layover in Chicago for 2h 0m

Mon Jul 14th 2025 United Airlines · UA 4476 Depart at 1:55pm from Chicago (ORD) Fly for 2h 5m Arrive at 5:00pm in Columbia (CAE)

Book Flight
US$1542

10:10am - 11:54pm
Tue Jul 8th 2025

13h 44m
Columbia (CAE) → San Juan (SJU)

1 Stop

7:45am - 5:00pm
Mon Jul 14th 2025

9h 15m
San Juan (SJU) → Columbia (CAE)

1 Stop

Tue Jul 8th 2025 United Airlines · UA 4545 Depart at 10:10am from Columbia (CAE) Fly for 2h 30m Arrive at 11:40am in Chicago (ORD)

Layover in Chicago for 6h 23m

Tue Jul 8th 2025 United Airlines · UA 695 Depart at 6:03pm from Chicago (ORD) Fly for 4h 51m Arrive at 11:54pm in San Juan (SJU)

Stay in San Juan for 5 nights

Mon Jul 14th 2025 United Airlines · UA 2089 Depart at 7:45am from San Juan (SJU) Fly for 5h 10m Arrive at 11:55am in Chicago (ORD)

Layover in Chicago for 2h 0m

Mon Jul 14th 2025 United Airlines · UA 4476 Depart at 1:55pm from Chicago (ORD) Fly for 2h 5m Arrive at 5:00pm in Columbia (CAE)

Book Flight
US$1582

10:10am - 11:54pm
Wed Jul 9th 2025

13h 44m
Columbia (CAE) → San Juan (SJU)

1 Stop

7:45am - 9:45pm
Sun Jul 13th 2025

14h 0m
San Juan (SJU) → Columbia (CAE)

1 Stop

Wed Jul 9th 2025 United Airlines · UA 4545 Depart at 10:10am from Columbia (CAE) Fly for 2h 30m Arrive at 11:40am in Chicago (ORD)

Layover in Chicago for 6h 23m

Wed Jul 9th 2025 United Airlines · UA 695 Depart at 6:03pm from Chicago (ORD) Fly for 4h 51m Arrive at 11:54pm in San Juan (SJU)

Stay in San Juan for 3 nights

Sun Jul 13th 2025 United Airlines · UA 2089 Depart at 7:45am from San Juan (SJU) Fly for 5h 10m Arrive at 11:55am in Chicago (ORD)

Layover in Chicago for 6h 35m

Sun Jul 13th 2025 United Airlines · UA 4491 Depart at 6:30pm from Chicago (ORD) Fly for 2h 15m Arrive at 9:45pm in Columbia (CAE)

Book Flight
US$1600

10:10am - 11:54pm
Tue Jul 8th 2025

13h 44m
Columbia (CAE) → San Juan (SJU)

1 Stop

7:45am - 5:00pm
Tue Jul 15th 2025

9h 15m
San Juan (SJU) → Columbia (CAE)

1 Stop

Tue Jul 8th 2025 United Airlines · UA 4545 Depart at 10:10am from Columbia (CAE) Fly for 2h 30m Arrive at 11:40am in Chicago (ORD)

Layover in Chicago for 6h 23m

Tue Jul 8th 2025 United Airlines · UA 695 Depart at 6:03pm from Chicago (ORD) Fly for 4h 51m Arrive at 11:54pm in San Juan (SJU)

Stay in San Juan for 6 nights

Tue Jul 15th 2025 United Airlines · UA 2089 Depart at 7:45am from San Juan (SJU) Fly for 5h 10m Arrive at 11:55am in Chicago (ORD)

Layover in Chicago for 2h 0m

Tue Jul 15th 2025 United Airlines · UA 4476 Depart at 1:55pm from Chicago (ORD) Fly for 2h 5m Arrive at 5:00pm in Columbia (CAE)

Book Flight
US$1614

10:10am - 11:54pm
Tue Jul 8th 2025

13h 44m
Columbia (CAE) → San Juan (SJU)

1 Stop

7:45am - 9:45pm
Sun Jul 13th 2025

14h 0m
San Juan (SJU) → Columbia (CAE)

1 Stop

Tue Jul 8th 2025 United Airlines · UA 4545 Depart at 10:10am from Columbia (CAE) Fly for 2h 30m Arrive at 11:40am in Chicago (ORD)

Layover in Chicago for 6h 23m

Tue Jul 8th 2025 United Airlines · UA 695 Depart at 6:03pm from Chicago (ORD) Fly for 4h 51m Arrive at 11:54pm in San Juan (SJU)

Stay in San Juan for 4 nights

Sun Jul 13th 2025 United Airlines · UA 2089 Depart at 7:45am from San Juan (SJU) Fly for 5h 10m Arrive at 11:55am in Chicago (ORD)

Layover in Chicago for 6h 35m

Sun Jul 13th 2025 United Airlines · UA 4491 Depart at 6:30pm from Chicago (ORD) Fly for 2h 15m Arrive at 9:45pm in Columbia (CAE)

Book Flight
US$1958

10:10am - 11:54pm
Thu Jul 10th 2025

13h 44m
Columbia (CAE) → San Juan (SJU)

1 Stop

7:45am - 5:00pm
Mon Jul 14th 2025

9h 15m
San Juan (SJU) → Columbia (CAE)

1 Stop

Thu Jul 10th 2025 United Airlines · UA 4545 Depart at 10:10am from Columbia (CAE) Fly for 2h 30m Arrive at 11:40am in Chicago (ORD)

Layover in Chicago for 6h 23m

Thu Jul 10th 2025 United Airlines · UA 695 Depart at 6:03pm from Chicago (ORD) Fly for 4h 51m Arrive at 11:54pm in San Juan (SJU)

Stay in San Juan for 3 nights

Mon Jul 14th 2025 United Airlines · UA 2089 Depart at 7:45am from San Juan (SJU) Fly for 5h 10m Arrive at 11:55am in Chicago (ORD)

Layover in Chicago for 2h 0m

Mon Jul 14th 2025 United Airlines · UA 4476 Depart at 1:55pm from Chicago (ORD) Fly for 2h 5m Arrive at 5:00pm in Columbia (CAE)

Book Flight
US$2022

10:10am - 11:54pm
Thu Jul 10th 2025

13h 44m
Columbia (CAE) → San Juan (SJU)

1 Stop

7:45am - 9:45pm
Sun Jul 13th 2025

14h 0m
San Juan (SJU) → Columbia (CAE)

1 Stop

Thu Jul 10th 2025 United Airlines · UA 4545 Depart at 10:10am from Columbia (CAE) Fly for 2h 30m Arrive at 11:40am in Chicago (ORD)

Layover in Chicago for 6h 23m

Thu Jul 10th 2025 United Airlines · UA 695 Depart at 6:03pm from Chicago (ORD) Fly for 4h 51m Arrive at 11:54pm in San Juan (SJU)

Stay in San Juan for 2 nights

Sun Jul 13th 2025 United Airlines · UA 2089 Depart at 7:45am from San Juan (SJU) Fly for 5h 10m Arrive at 11:55am in Chicago (ORD)

Layover in Chicago for 6h 35m

Sun Jul 13th 2025 United Airlines · UA 4491 Depart at 6:30pm from Chicago (ORD) Fly for 2h 15m Arrive at 9:45pm in Columbia (CAE)

Book Flight

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. It's designed for remote workers, backpackers, and people living abroad.

Read Sonaa's 7 Amazing Skyscanner Alternatives for Booking Travel

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! 💪

Read Josh's Ultimate Guide To Find Cheap One Way Flights

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.

Read Wesley's My Best Cheap Flight Hacks (Why Pay More?)

Cheap Flights from Columbia to San Juan (CAE to SJU)

Sarah Belizaire

John Ford

Roaming Sonaa

ANDY TRAVELS

Travel With Bender

Wesley Mergard

Latest Cheap Flight Searches

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Why I Built FlightList & Solved My Own Problem

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