Flights from Chicago to Orlando (ORD to MCO)

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

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US$450

7:39pm - 11:32pm
Thu Oct 16th 2025

2h 53m
Chicago (ORD) → Orlando (MCO)

Direct

4:40pm - 11:26pm
Sun Oct 19th 2025

7h 46m
Orlando (MCO) → Chicago (ORD)

1 Stop

Thu Oct 16th 2025 Spirit Airlines · NK 507 Depart at 7:39pm from Chicago (ORD) Fly for 2h 53m Arrive at 11:32pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 Frontier Airlines · F9 1951 Depart at 4:40pm from Orlando (MCO) Fly for 3h 11m Arrive at 6:51pm in Dallas (DFW)

Layover in Dallas for 2h 4m

Sun Oct 19th 2025 Frontier Airlines · F9 3242 Depart at 8:55pm from Dallas (DFW) Fly for 2h 31m Arrive at 11:26pm in Chicago (ORD)
US$466

3:29pm - 11:00pm
Thu Oct 16th 2025

6h 31m
Chicago (ORD) → Orlando (MCO)

1 Stop

4:40pm - 11:26pm
Sun Oct 19th 2025

7h 46m
Orlando (MCO) → Chicago (ORD)

1 Stop

Thu Oct 16th 2025 Spirit Airlines · NK 867 Depart at 3:29pm from Chicago (ORD) Fly for 3h 10m Arrive at 7:39pm in Fort Lauderdale (FLL)

Layover in Fort Lauderdale for 2h 9m

Thu Oct 16th 2025 Spirit Airlines · NK 676 Depart at 9:48pm from Fort Lauderdale (FLL) Fly for 1h 12m Arrive at 11:00pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 Frontier Airlines · F9 1951 Depart at 4:40pm from Orlando (MCO) Fly for 3h 11m Arrive at 6:51pm in Dallas (DFW)

Layover in Dallas for 2h 4m

Sun Oct 19th 2025 Frontier Airlines · F9 3242 Depart at 8:55pm from Dallas (DFW) Fly for 2h 31m Arrive at 11:26pm in Chicago (ORD)
US$466

5:05am - 2:47pm
Thu Oct 16th 2025

8h 42m
Chicago (ORD) → Orlando (MCO)

1 Stop

4:40pm - 11:26pm
Sun Oct 19th 2025

7h 46m
Orlando (MCO) → Chicago (ORD)

1 Stop

Thu Oct 16th 2025 Spirit Airlines · NK 19 Depart at 5:05am from Chicago (ORD) Fly for 3h 5m Arrive at 9:10am in Fort Lauderdale (FLL)

Layover in Fort Lauderdale for 4h 28m

Thu Oct 16th 2025 Spirit Airlines · NK 196 Depart at 1:38pm from Fort Lauderdale (FLL) Fly for 1h 9m Arrive at 2:47pm in Orlando (MCO)

Stay in Orlando for 3 nights

Sun Oct 19th 2025 Frontier Airlines · F9 1951 Depart at 4:40pm from Orlando (MCO) Fly for 3h 11m Arrive at 6:51pm in Dallas (DFW)

Layover in Dallas for 2h 4m

Sun Oct 19th 2025 Frontier Airlines · F9 3242 Depart at 8:55pm from Dallas (DFW) Fly for 2h 31m Arrive at 11:26pm in Chicago (ORD)
US$467

6:10am - 9:53am
Thu Oct 16th 2025

2h 43m
Chicago (ORD) → Orlando (MCO)

Direct

4:40pm - 11:26pm
Sun Oct 19th 2025

7h 46m
Orlando (MCO) → Chicago (ORD)

1 Stop

Thu Oct 16th 2025 Frontier Airlines · F9 2792 Depart at 6:10am from Chicago (ORD) Fly for 2h 43m Arrive at 9:53am in Orlando (MCO)

Stay in Orlando for 3 nights

Sun Oct 19th 2025 Frontier Airlines · F9 1951 Depart at 4:40pm from Orlando (MCO) Fly for 3h 11m Arrive at 6:51pm in Dallas (DFW)

Layover in Dallas for 2h 4m

Sun Oct 19th 2025 Frontier Airlines · F9 3242 Depart at 8:55pm from Dallas (DFW) Fly for 2h 31m Arrive at 11:26pm in Chicago (ORD)
US$487

7:39pm - 11:32pm
Thu Oct 16th 2025

2h 53m
Chicago (ORD) → Orlando (MCO)

Direct

10:48am - 12:57pm
Sun Oct 19th 2025

3h 9m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 Spirit Airlines · NK 507 Depart at 7:39pm from Chicago (ORD) Fly for 2h 53m Arrive at 11:32pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 Frontier Airlines · F9 3043 Depart at 10:48am from Orlando (MCO) Fly for 3h 9m Arrive at 12:57pm in Chicago (ORD)
US$490

7:39pm - 11:32pm
Thu Oct 16th 2025

2h 53m
Chicago (ORD) → Orlando (MCO)

Direct

6:00am - 10:26am
Sun Oct 19th 2025

5h 26m
Orlando (MCO) → Chicago (ORD)

1 Stop

Thu Oct 16th 2025 Spirit Airlines · NK 507 Depart at 7:39pm from Chicago (ORD) Fly for 2h 53m Arrive at 11:32pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 Frontier Airlines · F9 1563 Depart at 6:00am from Orlando (MCO) Fly for 1h 49m Arrive at 7:49am in Atlanta (ATL)

Layover in Atlanta for 1h 22m

Sun Oct 19th 2025 Frontier Airlines · F9 1441 Depart at 9:11am from Atlanta (ATL) Fly for 2h 15m Arrive at 10:26am in Chicago (ORD)
US$503

3:29pm - 11:00pm
Thu Oct 16th 2025

6h 31m
Chicago (ORD) → Orlando (MCO)

1 Stop

10:48am - 12:57pm
Sun Oct 19th 2025

3h 9m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 Spirit Airlines · NK 867 Depart at 3:29pm from Chicago (ORD) Fly for 3h 10m Arrive at 7:39pm in Fort Lauderdale (FLL)

Layover in Fort Lauderdale for 2h 9m

Thu Oct 16th 2025 Spirit Airlines · NK 676 Depart at 9:48pm from Fort Lauderdale (FLL) Fly for 1h 12m Arrive at 11:00pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 Frontier Airlines · F9 3043 Depart at 10:48am from Orlando (MCO) Fly for 3h 9m Arrive at 12:57pm in Chicago (ORD)
US$503

5:05am - 2:47pm
Thu Oct 16th 2025

8h 42m
Chicago (ORD) → Orlando (MCO)

1 Stop

10:48am - 12:57pm
Sun Oct 19th 2025

3h 9m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 Spirit Airlines · NK 19 Depart at 5:05am from Chicago (ORD) Fly for 3h 5m Arrive at 9:10am in Fort Lauderdale (FLL)

Layover in Fort Lauderdale for 4h 28m

Thu Oct 16th 2025 Spirit Airlines · NK 196 Depart at 1:38pm from Fort Lauderdale (FLL) Fly for 1h 9m Arrive at 2:47pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 Frontier Airlines · F9 3043 Depart at 10:48am from Orlando (MCO) Fly for 3h 9m Arrive at 12:57pm in Chicago (ORD)
US$504

6:10am - 9:53am
Thu Oct 16th 2025

2h 43m
Chicago (ORD) → Orlando (MCO)

Direct

10:48am - 12:57pm
Sun Oct 19th 2025

3h 9m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 Frontier Airlines · F9 2792 Depart at 6:10am from Chicago (ORD) Fly for 2h 43m Arrive at 9:53am in Orlando (MCO)

Stay in Orlando for 3 nights

Sun Oct 19th 2025 Frontier Airlines · F9 3043 Depart at 10:48am from Orlando (MCO) Fly for 3h 9m Arrive at 12:57pm in Chicago (ORD)
US$507

3:29pm - 11:00pm
Thu Oct 16th 2025

6h 31m
Chicago (ORD) → Orlando (MCO)

1 Stop

6:00am - 10:26am
Sun Oct 19th 2025

5h 26m
Orlando (MCO) → Chicago (ORD)

1 Stop

Thu Oct 16th 2025 Spirit Airlines · NK 867 Depart at 3:29pm from Chicago (ORD) Fly for 3h 10m Arrive at 7:39pm in Fort Lauderdale (FLL)

Layover in Fort Lauderdale for 2h 9m

Thu Oct 16th 2025 Spirit Airlines · NK 676 Depart at 9:48pm from Fort Lauderdale (FLL) Fly for 1h 12m Arrive at 11:00pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 Frontier Airlines · F9 1563 Depart at 6:00am from Orlando (MCO) Fly for 1h 49m Arrive at 7:49am in Atlanta (ATL)

Layover in Atlanta for 1h 22m

Sun Oct 19th 2025 Frontier Airlines · F9 1441 Depart at 9:11am from Atlanta (ATL) Fly for 2h 15m Arrive at 10:26am in Chicago (ORD)
US$507

5:05am - 2:47pm
Thu Oct 16th 2025

8h 42m
Chicago (ORD) → Orlando (MCO)

1 Stop

6:00am - 10:26am
Sun Oct 19th 2025

5h 26m
Orlando (MCO) → Chicago (ORD)

1 Stop

Thu Oct 16th 2025 Spirit Airlines · NK 19 Depart at 5:05am from Chicago (ORD) Fly for 3h 5m Arrive at 9:10am in Fort Lauderdale (FLL)

Layover in Fort Lauderdale for 4h 28m

Thu Oct 16th 2025 Spirit Airlines · NK 196 Depart at 1:38pm from Fort Lauderdale (FLL) Fly for 1h 9m Arrive at 2:47pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 Frontier Airlines · F9 1563 Depart at 6:00am from Orlando (MCO) Fly for 1h 49m Arrive at 7:49am in Atlanta (ATL)

Layover in Atlanta for 1h 22m

Sun Oct 19th 2025 Frontier Airlines · F9 1441 Depart at 9:11am from Atlanta (ATL) Fly for 2h 15m Arrive at 10:26am in Chicago (ORD)
US$508

6:10am - 9:53am
Thu Oct 16th 2025

2h 43m
Chicago (ORD) → Orlando (MCO)

Direct

6:00am - 10:26am
Sun Oct 19th 2025

5h 26m
Orlando (MCO) → Chicago (ORD)

1 Stop

Thu Oct 16th 2025 Frontier Airlines · F9 2792 Depart at 6:10am from Chicago (ORD) Fly for 2h 43m Arrive at 9:53am in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 Frontier Airlines · F9 1563 Depart at 6:00am from Orlando (MCO) Fly for 1h 49m Arrive at 7:49am in Atlanta (ATL)

Layover in Atlanta for 1h 22m

Sun Oct 19th 2025 Frontier Airlines · F9 1441 Depart at 9:11am from Atlanta (ATL) Fly for 2h 15m Arrive at 10:26am in Chicago (ORD)
US$530

10:48am - 7:57pm
Thu Oct 16th 2025

8h 9m
Chicago (ORD) → Orlando (MCO)

1 Stop

4:40pm - 11:26pm
Sun Oct 19th 2025

7h 46m
Orlando (MCO) → Chicago (ORD)

1 Stop

Thu Oct 16th 2025 Spirit Airlines · NK 3079 Depart at 10:48am from Chicago (ORD) Fly for 2h 26m Arrive at 2:14pm in Boston (BOS)

Layover in Boston for 2h 26m

Thu Oct 16th 2025 Spirit Airlines · NK 3797 Depart at 4:40pm from Boston (BOS) Fly for 3h 17m Arrive at 7:57pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 Frontier Airlines · F9 1951 Depart at 4:40pm from Orlando (MCO) Fly for 3h 11m Arrive at 6:51pm in Dallas (DFW)

Layover in Dallas for 2h 4m

Sun Oct 19th 2025 Frontier Airlines · F9 3242 Depart at 8:55pm from Dallas (DFW) Fly for 2h 31m Arrive at 11:26pm in Chicago (ORD)
US$535

1:03pm - 4:51pm
Thu Oct 16th 2025

2h 48m
Chicago (ORD) → Orlando (MCO)

Direct

4:40pm - 11:26pm
Sun Oct 19th 2025

7h 46m
Orlando (MCO) → Chicago (ORD)

1 Stop

Thu Oct 16th 2025 Spirit Airlines · NK 1108 Depart at 1:03pm from Chicago (ORD) Fly for 2h 48m Arrive at 4:51pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 Frontier Airlines · F9 1951 Depart at 4:40pm from Orlando (MCO) Fly for 3h 11m Arrive at 6:51pm in Dallas (DFW)

Layover in Dallas for 2h 4m

Sun Oct 19th 2025 Frontier Airlines · F9 3242 Depart at 8:55pm from Dallas (DFW) Fly for 2h 31m Arrive at 11:26pm in Chicago (ORD)
US$554

7:39pm - 11:32pm
Thu Oct 16th 2025

2h 53m
Chicago (ORD) → Orlando (MCO)

Direct

4:33pm - 6:43pm
Sun Oct 19th 2025

3h 10m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 Spirit Airlines · NK 507 Depart at 7:39pm from Chicago (ORD) Fly for 2h 53m Arrive at 11:32pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 Spirit Airlines · NK 506 Depart at 4:33pm from Orlando (MCO) Fly for 3h 10m Arrive at 6:43pm in Chicago (ORD)
US$554

7:39pm - 11:32pm
Thu Oct 16th 2025

2h 53m
Chicago (ORD) → Orlando (MCO)

Direct

5:46pm - 7:58pm
Sun Oct 19th 2025

3h 12m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 Spirit Airlines · NK 507 Depart at 7:39pm from Chicago (ORD) Fly for 2h 53m Arrive at 11:32pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 Spirit Airlines · NK 1109 Depart at 5:46pm from Orlando (MCO) Fly for 3h 12m Arrive at 7:58pm in Chicago (ORD)
US$567

10:48am - 7:57pm
Thu Oct 16th 2025

8h 9m
Chicago (ORD) → Orlando (MCO)

1 Stop

10:48am - 12:57pm
Sun Oct 19th 2025

3h 9m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 Spirit Airlines · NK 3079 Depart at 10:48am from Chicago (ORD) Fly for 2h 26m Arrive at 2:14pm in Boston (BOS)

Layover in Boston for 2h 26m

Thu Oct 16th 2025 Spirit Airlines · NK 3797 Depart at 4:40pm from Boston (BOS) Fly for 3h 17m Arrive at 7:57pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 Frontier Airlines · F9 3043 Depart at 10:48am from Orlando (MCO) Fly for 3h 9m Arrive at 12:57pm in Chicago (ORD)
US$571

3:29pm - 11:00pm
Thu Oct 16th 2025

6h 31m
Chicago (ORD) → Orlando (MCO)

1 Stop

4:33pm - 6:43pm
Sun Oct 19th 2025

3h 10m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 Spirit Airlines · NK 867 Depart at 3:29pm from Chicago (ORD) Fly for 3h 10m Arrive at 7:39pm in Fort Lauderdale (FLL)

Layover in Fort Lauderdale for 2h 9m

Thu Oct 16th 2025 Spirit Airlines · NK 676 Depart at 9:48pm from Fort Lauderdale (FLL) Fly for 1h 12m Arrive at 11:00pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 Spirit Airlines · NK 506 Depart at 4:33pm from Orlando (MCO) Fly for 3h 10m Arrive at 6:43pm in Chicago (ORD)
US$571

3:29pm - 11:00pm
Thu Oct 16th 2025

6h 31m
Chicago (ORD) → Orlando (MCO)

1 Stop

5:46pm - 7:58pm
Sun Oct 19th 2025

3h 12m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 Spirit Airlines · NK 867 Depart at 3:29pm from Chicago (ORD) Fly for 3h 10m Arrive at 7:39pm in Fort Lauderdale (FLL)

Layover in Fort Lauderdale for 2h 9m

Thu Oct 16th 2025 Spirit Airlines · NK 676 Depart at 9:48pm from Fort Lauderdale (FLL) Fly for 1h 12m Arrive at 11:00pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 Spirit Airlines · NK 1109 Depart at 5:46pm from Orlando (MCO) Fly for 3h 12m Arrive at 7:58pm in Chicago (ORD)
US$571

5:05am - 2:47pm
Thu Oct 16th 2025

8h 42m
Chicago (ORD) → Orlando (MCO)

1 Stop

4:33pm - 6:43pm
Sun Oct 19th 2025

3h 10m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 Spirit Airlines · NK 19 Depart at 5:05am from Chicago (ORD) Fly for 3h 5m Arrive at 9:10am in Fort Lauderdale (FLL)

Layover in Fort Lauderdale for 4h 28m

Thu Oct 16th 2025 Spirit Airlines · NK 196 Depart at 1:38pm from Fort Lauderdale (FLL) Fly for 1h 9m Arrive at 2:47pm in Orlando (MCO)

Stay in Orlando for 3 nights

Sun Oct 19th 2025 Spirit Airlines · NK 506 Depart at 4:33pm from Orlando (MCO) Fly for 3h 10m Arrive at 6:43pm in Chicago (ORD)
US$571

5:05am - 2:47pm
Thu Oct 16th 2025

8h 42m
Chicago (ORD) → Orlando (MCO)

1 Stop

5:46pm - 7:58pm
Sun Oct 19th 2025

3h 12m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 Spirit Airlines · NK 19 Depart at 5:05am from Chicago (ORD) Fly for 3h 5m Arrive at 9:10am in Fort Lauderdale (FLL)

Layover in Fort Lauderdale for 4h 28m

Thu Oct 16th 2025 Spirit Airlines · NK 196 Depart at 1:38pm from Fort Lauderdale (FLL) Fly for 1h 9m Arrive at 2:47pm in Orlando (MCO)

Stay in Orlando for 3 nights

Sun Oct 19th 2025 Spirit Airlines · NK 1109 Depart at 5:46pm from Orlando (MCO) Fly for 3h 12m Arrive at 7:58pm in Chicago (ORD)
US$571

10:48am - 7:57pm
Thu Oct 16th 2025

8h 9m
Chicago (ORD) → Orlando (MCO)

1 Stop

6:00am - 10:26am
Sun Oct 19th 2025

5h 26m
Orlando (MCO) → Chicago (ORD)

1 Stop

Thu Oct 16th 2025 Spirit Airlines · NK 3079 Depart at 10:48am from Chicago (ORD) Fly for 2h 26m Arrive at 2:14pm in Boston (BOS)

Layover in Boston for 2h 26m

Thu Oct 16th 2025 Spirit Airlines · NK 3797 Depart at 4:40pm from Boston (BOS) Fly for 3h 17m Arrive at 7:57pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 Frontier Airlines · F9 1563 Depart at 6:00am from Orlando (MCO) Fly for 1h 49m Arrive at 7:49am in Atlanta (ATL)

Layover in Atlanta for 1h 22m

Sun Oct 19th 2025 Frontier Airlines · F9 1441 Depart at 9:11am from Atlanta (ATL) Fly for 2h 15m Arrive at 10:26am in Chicago (ORD)
US$572

6:10am - 9:53am
Thu Oct 16th 2025

2h 43m
Chicago (ORD) → Orlando (MCO)

Direct

4:33pm - 6:43pm
Sun Oct 19th 2025

3h 10m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 Frontier Airlines · F9 2792 Depart at 6:10am from Chicago (ORD) Fly for 2h 43m Arrive at 9:53am in Orlando (MCO)

Stay in Orlando for 3 nights

Sun Oct 19th 2025 Spirit Airlines · NK 506 Depart at 4:33pm from Orlando (MCO) Fly for 3h 10m Arrive at 6:43pm in Chicago (ORD)
US$572

6:10am - 9:53am
Thu Oct 16th 2025

2h 43m
Chicago (ORD) → Orlando (MCO)

Direct

5:46pm - 7:58pm
Sun Oct 19th 2025

3h 12m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 Frontier Airlines · F9 2792 Depart at 6:10am from Chicago (ORD) Fly for 2h 43m Arrive at 9:53am in Orlando (MCO)

Stay in Orlando for 3 nights

Sun Oct 19th 2025 Spirit Airlines · NK 1109 Depart at 5:46pm from Orlando (MCO) Fly for 3h 12m Arrive at 7:58pm in Chicago (ORD)
US$572

1:03pm - 4:51pm
Thu Oct 16th 2025

2h 48m
Chicago (ORD) → Orlando (MCO)

Direct

10:48am - 12:57pm
Sun Oct 19th 2025

3h 9m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 Spirit Airlines · NK 1108 Depart at 1:03pm from Chicago (ORD) Fly for 2h 48m Arrive at 4:51pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 Frontier Airlines · F9 3043 Depart at 10:48am from Orlando (MCO) Fly for 3h 9m Arrive at 12:57pm in Chicago (ORD)
US$576

1:03pm - 4:51pm
Thu Oct 16th 2025

2h 48m
Chicago (ORD) → Orlando (MCO)

Direct

6:00am - 10:26am
Sun Oct 19th 2025

5h 26m
Orlando (MCO) → Chicago (ORD)

1 Stop

Thu Oct 16th 2025 Spirit Airlines · NK 1108 Depart at 1:03pm from Chicago (ORD) Fly for 2h 48m Arrive at 4:51pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 Frontier Airlines · F9 1563 Depart at 6:00am from Orlando (MCO) Fly for 1h 49m Arrive at 7:49am in Atlanta (ATL)

Layover in Atlanta for 1h 22m

Sun Oct 19th 2025 Frontier Airlines · F9 1441 Depart at 9:11am from Atlanta (ATL) Fly for 2h 15m Arrive at 10:26am in Chicago (ORD)
US$615

8:53pm - 8:50am
Thu Oct 16th 2025

10h 57m
Chicago (ORD) → Orlando (MCO)

1 Stop

4:40pm - 11:26pm
Sun Oct 19th 2025

7h 46m
Orlando (MCO) → Chicago (ORD)

1 Stop

Thu Oct 16th 2025 Spirit Airlines · NK 1150 Depart at 8:53pm from Chicago (ORD) Fly for 2h 47m Arrive at 11:40pm in Houston (IAH)

Layover in Houston for 5h 40m

Fri Oct 17th 2025 Spirit Airlines · NK 1571 Depart at 5:20am from Houston (IAH) Fly for 2h 30m Arrive at 8:50am in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 Frontier Airlines · F9 1951 Depart at 4:40pm from Orlando (MCO) Fly for 3h 11m Arrive at 6:51pm in Dallas (DFW)

Layover in Dallas for 2h 4m

Sun Oct 19th 2025 Frontier Airlines · F9 3242 Depart at 8:55pm from Dallas (DFW) Fly for 2h 31m Arrive at 11:26pm in Chicago (ORD)
US$635

10:48am - 7:57pm
Thu Oct 16th 2025

8h 9m
Chicago (ORD) → Orlando (MCO)

1 Stop

4:33pm - 6:43pm
Sun Oct 19th 2025

3h 10m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 Spirit Airlines · NK 3079 Depart at 10:48am from Chicago (ORD) Fly for 2h 26m Arrive at 2:14pm in Boston (BOS)

Layover in Boston for 2h 26m

Thu Oct 16th 2025 Spirit Airlines · NK 3797 Depart at 4:40pm from Boston (BOS) Fly for 3h 17m Arrive at 7:57pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 Spirit Airlines · NK 506 Depart at 4:33pm from Orlando (MCO) Fly for 3h 10m Arrive at 6:43pm in Chicago (ORD)
US$635

10:48am - 7:57pm
Thu Oct 16th 2025

8h 9m
Chicago (ORD) → Orlando (MCO)

1 Stop

5:46pm - 7:58pm
Sun Oct 19th 2025

3h 12m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 Spirit Airlines · NK 3079 Depart at 10:48am from Chicago (ORD) Fly for 2h 26m Arrive at 2:14pm in Boston (BOS)

Layover in Boston for 2h 26m

Thu Oct 16th 2025 Spirit Airlines · NK 3797 Depart at 4:40pm from Boston (BOS) Fly for 3h 17m Arrive at 7:57pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 Spirit Airlines · NK 1109 Depart at 5:46pm from Orlando (MCO) Fly for 3h 12m Arrive at 7:58pm in Chicago (ORD)
US$639

1:03pm - 4:51pm
Thu Oct 16th 2025

2h 48m
Chicago (ORD) → Orlando (MCO)

Direct

4:33pm - 6:43pm
Sun Oct 19th 2025

3h 10m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 Spirit Airlines · NK 1108 Depart at 1:03pm from Chicago (ORD) Fly for 2h 48m Arrive at 4:51pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 Spirit Airlines · NK 506 Depart at 4:33pm from Orlando (MCO) Fly for 3h 10m Arrive at 6:43pm in Chicago (ORD)
US$639

1:03pm - 4:51pm
Thu Oct 16th 2025

2h 48m
Chicago (ORD) → Orlando (MCO)

Direct

5:46pm - 7:58pm
Sun Oct 19th 2025

3h 12m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 Spirit Airlines · NK 1108 Depart at 1:03pm from Chicago (ORD) Fly for 2h 48m Arrive at 4:51pm in Orlando (MCO)

Stay in Orlando for 3 nights

Sun Oct 19th 2025 Spirit Airlines · NK 1109 Depart at 5:46pm from Orlando (MCO) Fly for 3h 12m Arrive at 7:58pm in Chicago (ORD)
US$652

8:53pm - 8:50am
Thu Oct 16th 2025

10h 57m
Chicago (ORD) → Orlando (MCO)

1 Stop

10:48am - 12:57pm
Sun Oct 19th 2025

3h 9m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 Spirit Airlines · NK 1150 Depart at 8:53pm from Chicago (ORD) Fly for 2h 47m Arrive at 11:40pm in Houston (IAH)

Layover in Houston for 5h 40m

Fri Oct 17th 2025 Spirit Airlines · NK 1571 Depart at 5:20am from Houston (IAH) Fly for 2h 30m Arrive at 8:50am in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 Frontier Airlines · F9 3043 Depart at 10:48am from Orlando (MCO) Fly for 3h 9m Arrive at 12:57pm in Chicago (ORD)
US$656

8:53pm - 8:50am
Thu Oct 16th 2025

10h 57m
Chicago (ORD) → Orlando (MCO)

1 Stop

6:00am - 10:26am
Sun Oct 19th 2025

5h 26m
Orlando (MCO) → Chicago (ORD)

1 Stop

Thu Oct 16th 2025 Spirit Airlines · NK 1150 Depart at 8:53pm from Chicago (ORD) Fly for 2h 47m Arrive at 11:40pm in Houston (IAH)

Layover in Houston for 5h 40m

Fri Oct 17th 2025 Spirit Airlines · NK 1571 Depart at 5:20am from Houston (IAH) Fly for 2h 30m Arrive at 8:50am in Orlando (MCO)

Stay in Orlando for 1 night

Sun Oct 19th 2025 Frontier Airlines · F9 1563 Depart at 6:00am from Orlando (MCO) Fly for 1h 49m Arrive at 7:49am in Atlanta (ATL)

Layover in Atlanta for 1h 22m

Sun Oct 19th 2025 Frontier Airlines · F9 1441 Depart at 9:11am from Atlanta (ATL) Fly for 2h 15m Arrive at 10:26am in Chicago (ORD)
US$720

8:53pm - 8:50am
Thu Oct 16th 2025

10h 57m
Chicago (ORD) → Orlando (MCO)

1 Stop

4:33pm - 6:43pm
Sun Oct 19th 2025

3h 10m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 Spirit Airlines · NK 1150 Depart at 8:53pm from Chicago (ORD) Fly for 2h 47m Arrive at 11:40pm in Houston (IAH)

Layover in Houston for 5h 40m

Fri Oct 17th 2025 Spirit Airlines · NK 1571 Depart at 5:20am from Houston (IAH) Fly for 2h 30m Arrive at 8:50am in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 Spirit Airlines · NK 506 Depart at 4:33pm from Orlando (MCO) Fly for 3h 10m Arrive at 6:43pm in Chicago (ORD)
US$720

8:53pm - 8:50am
Thu Oct 16th 2025

10h 57m
Chicago (ORD) → Orlando (MCO)

1 Stop

5:46pm - 7:58pm
Sun Oct 19th 2025

3h 12m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 Spirit Airlines · NK 1150 Depart at 8:53pm from Chicago (ORD) Fly for 2h 47m Arrive at 11:40pm in Houston (IAH)

Layover in Houston for 5h 40m

Fri Oct 17th 2025 Spirit Airlines · NK 1571 Depart at 5:20am from Houston (IAH) Fly for 2h 30m Arrive at 8:50am in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 Spirit Airlines · NK 1109 Depart at 5:46pm from Orlando (MCO) Fly for 3h 12m Arrive at 7:58pm in Chicago (ORD)
US$995

7:39pm - 11:32pm
Thu Oct 16th 2025

2h 53m
Chicago (ORD) → Orlando (MCO)

Direct

5:48pm - 5:01am
Sun Oct 19th 2025

12h 13m
Orlando (MCO) → Chicago (ORD)

1 Stop

Thu Oct 16th 2025 Spirit Airlines · NK 507 Depart at 7:39pm from Chicago (ORD) Fly for 2h 53m Arrive at 11:32pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 Alaska Airlines · AS 301 Depart at 5:48pm from Orlando (MCO) Fly for 6h 2m Arrive at 8:50pm in Portland (PDX)

Layover in Portland for 2h 10m

Sun Oct 19th 2025 Alaska Airlines · AS 376 Depart at 11:00pm from Portland (PDX) Fly for 4h 1m Arrive at 5:01am in Chicago (ORD)
US$1091

6:00am - 9:48am
Thu Oct 16th 2025

2h 48m
Chicago (ORD) → Orlando (MCO)

Direct

7:20am - 9:26am
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2387 Depart at 6:00am from Chicago (ORD) Fly for 2h 48m Arrive at 9:48am in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 United Airlines · UA 1097 Depart at 7:20am from Orlando (MCO) Fly for 3h 6m Arrive at 9:26am in Chicago (ORD)
US$1091

7:10am - 11:04am
Thu Oct 16th 2025

2h 54m
Chicago (ORD) → Orlando (MCO)

Direct

7:20am - 9:26am
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2280 Depart at 7:10am from Chicago (ORD) Fly for 2h 54m Arrive at 11:04am in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 United Airlines · UA 1097 Depart at 7:20am from Orlando (MCO) Fly for 3h 6m Arrive at 9:26am in Chicago (ORD)
US$1091

10:35am - 2:27pm
Thu Oct 16th 2025

2h 52m
Chicago (ORD) → Orlando (MCO)

Direct

7:20am - 9:26am
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2008 Depart at 10:35am from Chicago (ORD) Fly for 2h 52m Arrive at 2:27pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 United Airlines · UA 1097 Depart at 7:20am from Orlando (MCO) Fly for 3h 6m Arrive at 9:26am in Chicago (ORD)
US$1097

5:55pm - 12:45am
Thu Oct 16th 2025

5h 50m
Chicago (ORD) → Orlando (MCO)

1 Stop

7:20am - 9:26am
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2677 Depart at 5:55pm from Chicago (ORD) Fly for 2h 0m Arrive at 8:55pm in Washington, D.C. (IAD)

Layover in Washington, D.C. for 1h 28m

Thu Oct 16th 2025 United Airlines · UA 689 Depart at 10:23pm from Washington, D.C. (IAD) Fly for 2h 22m Arrive at 12:45am in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 United Airlines · UA 1097 Depart at 7:20am from Orlando (MCO) Fly for 3h 6m Arrive at 9:26am in Chicago (ORD)
US$1144

9:15am - 1:09pm
Thu Oct 16th 2025

2h 54m
Chicago (ORD) → Orlando (MCO)

Direct

7:20am - 9:26am
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2323 Depart at 9:15am from Chicago (ORD) Fly for 2h 54m Arrive at 1:09pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 United Airlines · UA 1097 Depart at 7:20am from Orlando (MCO) Fly for 3h 6m Arrive at 9:26am in Chicago (ORD)
US$1144

2:15pm - 6:06pm
Thu Oct 16th 2025

2h 51m
Chicago (ORD) → Orlando (MCO)

Direct

7:20am - 9:26am
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2042 Depart at 2:15pm from Chicago (ORD) Fly for 2h 51m Arrive at 6:06pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 United Airlines · UA 1097 Depart at 7:20am from Orlando (MCO) Fly for 3h 6m Arrive at 9:26am in Chicago (ORD)
US$1144

3:46pm - 7:37pm
Thu Oct 16th 2025

2h 51m
Chicago (ORD) → Orlando (MCO)

Direct

7:20am - 9:26am
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2165 Depart at 3:46pm from Chicago (ORD) Fly for 2h 51m Arrive at 7:37pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 United Airlines · UA 1097 Depart at 7:20am from Orlando (MCO) Fly for 3h 6m Arrive at 9:26am in Chicago (ORD)
US$1144

5:55pm - 9:47pm
Thu Oct 16th 2025

2h 52m
Chicago (ORD) → Orlando (MCO)

Direct

7:20am - 9:26am
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 1761 Depart at 5:55pm from Chicago (ORD) Fly for 2h 52m Arrive at 9:47pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 United Airlines · UA 1097 Depart at 7:20am from Orlando (MCO) Fly for 3h 6m Arrive at 9:26am in Chicago (ORD)
US$1176

6:00am - 9:48am
Thu Oct 16th 2025

2h 48m
Chicago (ORD) → Orlando (MCO)

Direct

9:35am - 11:41am
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2387 Depart at 6:00am from Chicago (ORD) Fly for 2h 48m Arrive at 9:48am in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 United Airlines · UA 2341 Depart at 9:35am from Orlando (MCO) Fly for 3h 6m Arrive at 11:41am in Chicago (ORD)
US$1183

5:55pm - 12:45am
Thu Oct 16th 2025

5h 50m
Chicago (ORD) → Orlando (MCO)

1 Stop

9:35am - 11:41am
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2677 Depart at 5:55pm from Chicago (ORD) Fly for 2h 0m Arrive at 8:55pm in Washington, D.C. (IAD)

Layover in Washington, D.C. for 1h 28m

Thu Oct 16th 2025 United Airlines · UA 689 Depart at 10:23pm from Washington, D.C. (IAD) Fly for 2h 22m Arrive at 12:45am in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 United Airlines · UA 2341 Depart at 9:35am from Orlando (MCO) Fly for 3h 6m Arrive at 11:41am in Chicago (ORD)
US$1184

3:46pm - 7:37pm
Thu Oct 16th 2025

2h 51m
Chicago (ORD) → Orlando (MCO)

Direct

9:35am - 11:41am
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2165 Depart at 3:46pm from Chicago (ORD) Fly for 2h 51m Arrive at 7:37pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 United Airlines · UA 2341 Depart at 9:35am from Orlando (MCO) Fly for 3h 6m Arrive at 11:41am in Chicago (ORD)
US$1184

7:10am - 11:04am
Thu Oct 16th 2025

2h 54m
Chicago (ORD) → Orlando (MCO)

Direct

9:35am - 11:41am
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2280 Depart at 7:10am from Chicago (ORD) Fly for 2h 54m Arrive at 11:04am in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 United Airlines · UA 2341 Depart at 9:35am from Orlando (MCO) Fly for 3h 6m Arrive at 11:41am in Chicago (ORD)
US$1211

7:39pm - 11:32pm
Thu Oct 16th 2025

2h 53m
Chicago (ORD) → Orlando (MCO)

Direct

11:49am - 4:57pm
Sun Oct 19th 2025

6h 8m
Orlando (MCO) → Chicago (ORD)

1 Stop

Thu Oct 16th 2025 Spirit Airlines · NK 507 Depart at 7:39pm from Chicago (ORD) Fly for 2h 53m Arrive at 11:32pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 Sun Country Airlines · SY 342 Depart at 11:49am from Orlando (MCO) Fly for 3h 29m Arrive at 2:18pm in Minneapolis (MSP)

Layover in Minneapolis for 1h 0m

Sun Oct 19th 2025 Sun Country Airlines · SY 261 Depart at 3:18pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 4:57pm in Chicago (ORD)
US$1228

3:29pm - 11:00pm
Thu Oct 16th 2025

6h 31m
Chicago (ORD) → Orlando (MCO)

1 Stop

11:49am - 4:57pm
Sun Oct 19th 2025

6h 8m
Orlando (MCO) → Chicago (ORD)

1 Stop

Thu Oct 16th 2025 Spirit Airlines · NK 867 Depart at 3:29pm from Chicago (ORD) Fly for 3h 10m Arrive at 7:39pm in Fort Lauderdale (FLL)

Layover in Fort Lauderdale for 2h 9m

Thu Oct 16th 2025 Spirit Airlines · NK 676 Depart at 9:48pm from Fort Lauderdale (FLL) Fly for 1h 12m Arrive at 11:00pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 Sun Country Airlines · SY 342 Depart at 11:49am from Orlando (MCO) Fly for 3h 29m Arrive at 2:18pm in Minneapolis (MSP)

Layover in Minneapolis for 1h 0m

Sun Oct 19th 2025 Sun Country Airlines · SY 261 Depart at 3:18pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 4:57pm in Chicago (ORD)
US$1229

6:10am - 9:53am
Thu Oct 16th 2025

2h 43m
Chicago (ORD) → Orlando (MCO)

Direct

11:49am - 4:57pm
Sun Oct 19th 2025

6h 8m
Orlando (MCO) → Chicago (ORD)

1 Stop

Thu Oct 16th 2025 Frontier Airlines · F9 2792 Depart at 6:10am from Chicago (ORD) Fly for 2h 43m Arrive at 9:53am in Orlando (MCO)

Stay in Orlando for 3 nights

Sun Oct 19th 2025 Sun Country Airlines · SY 342 Depart at 11:49am from Orlando (MCO) Fly for 3h 29m Arrive at 2:18pm in Minneapolis (MSP)

Layover in Minneapolis for 1h 0m

Sun Oct 19th 2025 Sun Country Airlines · SY 261 Depart at 3:18pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 4:57pm in Chicago (ORD)
US$1236

2:15pm - 6:06pm
Thu Oct 16th 2025

2h 51m
Chicago (ORD) → Orlando (MCO)

Direct

9:35am - 11:41am
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2042 Depart at 2:15pm from Chicago (ORD) Fly for 2h 51m Arrive at 6:06pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 United Airlines · UA 2341 Depart at 9:35am from Orlando (MCO) Fly for 3h 6m Arrive at 11:41am in Chicago (ORD)
US$1236

5:55pm - 9:47pm
Thu Oct 16th 2025

2h 52m
Chicago (ORD) → Orlando (MCO)

Direct

9:35am - 11:41am
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 1761 Depart at 5:55pm from Chicago (ORD) Fly for 2h 52m Arrive at 9:47pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 United Airlines · UA 2341 Depart at 9:35am from Orlando (MCO) Fly for 3h 6m Arrive at 11:41am in Chicago (ORD)
US$1236

6:00am - 9:48am
Thu Oct 16th 2025

2h 48m
Chicago (ORD) → Orlando (MCO)

Direct

11:00am - 1:06pm
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2387 Depart at 6:00am from Chicago (ORD) Fly for 2h 48m Arrive at 9:48am in Orlando (MCO)

Stay in Orlando for 3 nights

Sun Oct 19th 2025 United Airlines · UA 2207 Depart at 11:00am from Orlando (MCO) Fly for 3h 6m Arrive at 1:06pm in Chicago (ORD)
US$1236

6:00am - 9:48am
Thu Oct 16th 2025

2h 48m
Chicago (ORD) → Orlando (MCO)

Direct

2:30pm - 4:36pm
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2387 Depart at 6:00am from Chicago (ORD) Fly for 2h 48m Arrive at 9:48am in Orlando (MCO)

Stay in Orlando for 3 nights

Sun Oct 19th 2025 United Airlines · UA 1403 Depart at 2:30pm from Orlando (MCO) Fly for 3h 6m Arrive at 4:36pm in Chicago (ORD)
US$1236

6:00am - 9:48am
Thu Oct 16th 2025

2h 48m
Chicago (ORD) → Orlando (MCO)

Direct

12:16pm - 2:22pm
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2387 Depart at 6:00am from Chicago (ORD) Fly for 2h 48m Arrive at 9:48am in Orlando (MCO)

Stay in Orlando for 3 nights

Sun Oct 19th 2025 United Airlines · UA 2475 Depart at 12:16pm from Orlando (MCO) Fly for 3h 6m Arrive at 2:22pm in Chicago (ORD)
US$1242

5:55pm - 12:45am
Thu Oct 16th 2025

5h 50m
Chicago (ORD) → Orlando (MCO)

1 Stop

2:30pm - 4:36pm
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2677 Depart at 5:55pm from Chicago (ORD) Fly for 2h 0m Arrive at 8:55pm in Washington, D.C. (IAD)

Layover in Washington, D.C. for 1h 28m

Thu Oct 16th 2025 United Airlines · UA 689 Depart at 10:23pm from Washington, D.C. (IAD) Fly for 2h 22m Arrive at 12:45am in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 United Airlines · UA 1403 Depart at 2:30pm from Orlando (MCO) Fly for 3h 6m Arrive at 4:36pm in Chicago (ORD)
US$1242

5:55pm - 12:45am
Thu Oct 16th 2025

5h 50m
Chicago (ORD) → Orlando (MCO)

1 Stop

12:16pm - 2:22pm
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2677 Depart at 5:55pm from Chicago (ORD) Fly for 2h 0m Arrive at 8:55pm in Washington, D.C. (IAD)

Layover in Washington, D.C. for 1h 28m

Thu Oct 16th 2025 United Airlines · UA 689 Depart at 10:23pm from Washington, D.C. (IAD) Fly for 2h 22m Arrive at 12:45am in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 United Airlines · UA 2475 Depart at 12:16pm from Orlando (MCO) Fly for 3h 6m Arrive at 2:22pm in Chicago (ORD)
US$1242

5:55pm - 12:45am
Thu Oct 16th 2025

5h 50m
Chicago (ORD) → Orlando (MCO)

1 Stop

4:26pm - 6:32pm
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2677 Depart at 5:55pm from Chicago (ORD) Fly for 2h 0m Arrive at 8:55pm in Washington, D.C. (IAD)

Layover in Washington, D.C. for 1h 28m

Thu Oct 16th 2025 United Airlines · UA 689 Depart at 10:23pm from Washington, D.C. (IAD) Fly for 2h 22m Arrive at 12:45am in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 United Airlines · UA 1828 Depart at 4:26pm from Orlando (MCO) Fly for 3h 6m Arrive at 6:32pm in Chicago (ORD)
US$1243

3:46pm - 7:37pm
Thu Oct 16th 2025

2h 51m
Chicago (ORD) → Orlando (MCO)

Direct

6:16pm - 8:21pm
Sun Oct 19th 2025

3h 5m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2165 Depart at 3:46pm from Chicago (ORD) Fly for 2h 51m Arrive at 7:37pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 United Airlines · UA 2000 Depart at 6:16pm from Orlando (MCO) Fly for 3h 5m Arrive at 8:21pm in Chicago (ORD)
US$1243

3:46pm - 7:37pm
Thu Oct 16th 2025

2h 51m
Chicago (ORD) → Orlando (MCO)

Direct

4:26pm - 6:32pm
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2165 Depart at 3:46pm from Chicago (ORD) Fly for 2h 51m Arrive at 7:37pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 United Airlines · UA 1828 Depart at 4:26pm from Orlando (MCO) Fly for 3h 6m Arrive at 6:32pm in Chicago (ORD)
US$1243

3:46pm - 7:37pm
Thu Oct 16th 2025

2h 51m
Chicago (ORD) → Orlando (MCO)

Direct

12:16pm - 2:22pm
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2165 Depart at 3:46pm from Chicago (ORD) Fly for 2h 51m Arrive at 7:37pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 United Airlines · UA 2475 Depart at 12:16pm from Orlando (MCO) Fly for 3h 6m Arrive at 2:22pm in Chicago (ORD)
US$1243

3:46pm - 7:37pm
Thu Oct 16th 2025

2h 51m
Chicago (ORD) → Orlando (MCO)

Direct

2:30pm - 4:36pm
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2165 Depart at 3:46pm from Chicago (ORD) Fly for 2h 51m Arrive at 7:37pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 United Airlines · UA 1403 Depart at 2:30pm from Orlando (MCO) Fly for 3h 6m Arrive at 4:36pm in Chicago (ORD)
US$1243

3:46pm - 7:37pm
Thu Oct 16th 2025

2h 51m
Chicago (ORD) → Orlando (MCO)

Direct

11:00am - 1:06pm
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2165 Depart at 3:46pm from Chicago (ORD) Fly for 2h 51m Arrive at 7:37pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 United Airlines · UA 2207 Depart at 11:00am from Orlando (MCO) Fly for 3h 6m Arrive at 1:06pm in Chicago (ORD)
US$1243

7:10am - 11:04am
Thu Oct 16th 2025

2h 54m
Chicago (ORD) → Orlando (MCO)

Direct

6:16pm - 8:21pm
Sun Oct 19th 2025

3h 5m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2280 Depart at 7:10am from Chicago (ORD) Fly for 2h 54m Arrive at 11:04am in Orlando (MCO)

Stay in Orlando for 3 nights

Sun Oct 19th 2025 United Airlines · UA 2000 Depart at 6:16pm from Orlando (MCO) Fly for 3h 5m Arrive at 8:21pm in Chicago (ORD)
US$1243

7:10am - 11:04am
Thu Oct 16th 2025

2h 54m
Chicago (ORD) → Orlando (MCO)

Direct

2:30pm - 4:36pm
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2280 Depart at 7:10am from Chicago (ORD) Fly for 2h 54m Arrive at 11:04am in Orlando (MCO)

Stay in Orlando for 3 nights

Sun Oct 19th 2025 United Airlines · UA 1403 Depart at 2:30pm from Orlando (MCO) Fly for 3h 6m Arrive at 4:36pm in Chicago (ORD)
US$1243

7:10am - 11:04am
Thu Oct 16th 2025

2h 54m
Chicago (ORD) → Orlando (MCO)

Direct

4:26pm - 6:32pm
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2280 Depart at 7:10am from Chicago (ORD) Fly for 2h 54m Arrive at 11:04am in Orlando (MCO)

Stay in Orlando for 3 nights

Sun Oct 19th 2025 United Airlines · UA 1828 Depart at 4:26pm from Orlando (MCO) Fly for 3h 6m Arrive at 6:32pm in Chicago (ORD)
US$1243

7:10am - 11:04am
Thu Oct 16th 2025

2h 54m
Chicago (ORD) → Orlando (MCO)

Direct

12:16pm - 2:22pm
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2280 Depart at 7:10am from Chicago (ORD) Fly for 2h 54m Arrive at 11:04am in Orlando (MCO)

Stay in Orlando for 3 nights

Sun Oct 19th 2025 United Airlines · UA 2475 Depart at 12:16pm from Orlando (MCO) Fly for 3h 6m Arrive at 2:22pm in Chicago (ORD)
US$1243

7:10am - 11:04am
Thu Oct 16th 2025

2h 54m
Chicago (ORD) → Orlando (MCO)

Direct

11:00am - 1:06pm
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2280 Depart at 7:10am from Chicago (ORD) Fly for 2h 54m Arrive at 11:04am in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 United Airlines · UA 2207 Depart at 11:00am from Orlando (MCO) Fly for 3h 6m Arrive at 1:06pm in Chicago (ORD)
US$1296

1:03pm - 4:51pm
Thu Oct 16th 2025

2h 48m
Chicago (ORD) → Orlando (MCO)

Direct

11:49am - 4:57pm
Sun Oct 19th 2025

6h 8m
Orlando (MCO) → Chicago (ORD)

1 Stop

Thu Oct 16th 2025 Spirit Airlines · NK 1108 Depart at 1:03pm from Chicago (ORD) Fly for 2h 48m Arrive at 4:51pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 Sun Country Airlines · SY 342 Depart at 11:49am from Orlando (MCO) Fly for 3h 29m Arrive at 2:18pm in Minneapolis (MSP)

Layover in Minneapolis for 1h 0m

Sun Oct 19th 2025 Sun Country Airlines · SY 261 Depart at 3:18pm from Minneapolis (MSP) Fly for 1h 39m Arrive at 4:57pm in Chicago (ORD)
US$1298

2:15pm - 6:06pm
Thu Oct 16th 2025

2h 51m
Chicago (ORD) → Orlando (MCO)

Direct

6:16pm - 8:21pm
Sun Oct 19th 2025

3h 5m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2042 Depart at 2:15pm from Chicago (ORD) Fly for 2h 51m Arrive at 6:06pm in Orlando (MCO)

Stay in Orlando for 3 nights

Sun Oct 19th 2025 United Airlines · UA 2000 Depart at 6:16pm from Orlando (MCO) Fly for 3h 5m Arrive at 8:21pm in Chicago (ORD)
US$1298

2:15pm - 6:06pm
Thu Oct 16th 2025

2h 51m
Chicago (ORD) → Orlando (MCO)

Direct

4:26pm - 6:32pm
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2042 Depart at 2:15pm from Chicago (ORD) Fly for 2h 51m Arrive at 6:06pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 United Airlines · UA 1828 Depart at 4:26pm from Orlando (MCO) Fly for 3h 6m Arrive at 6:32pm in Chicago (ORD)
US$1298

2:15pm - 6:06pm
Thu Oct 16th 2025

2h 51m
Chicago (ORD) → Orlando (MCO)

Direct

12:16pm - 2:22pm
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2042 Depart at 2:15pm from Chicago (ORD) Fly for 2h 51m Arrive at 6:06pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 United Airlines · UA 2475 Depart at 12:16pm from Orlando (MCO) Fly for 3h 6m Arrive at 2:22pm in Chicago (ORD)
US$1298

2:15pm - 6:06pm
Thu Oct 16th 2025

2h 51m
Chicago (ORD) → Orlando (MCO)

Direct

2:30pm - 4:36pm
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2042 Depart at 2:15pm from Chicago (ORD) Fly for 2h 51m Arrive at 6:06pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 United Airlines · UA 1403 Depart at 2:30pm from Orlando (MCO) Fly for 3h 6m Arrive at 4:36pm in Chicago (ORD)
US$1298

5:55pm - 9:47pm
Thu Oct 16th 2025

2h 52m
Chicago (ORD) → Orlando (MCO)

Direct

6:16pm - 8:21pm
Sun Oct 19th 2025

3h 5m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 1761 Depart at 5:55pm from Chicago (ORD) Fly for 2h 52m Arrive at 9:47pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 United Airlines · UA 2000 Depart at 6:16pm from Orlando (MCO) Fly for 3h 5m Arrive at 8:21pm in Chicago (ORD)
US$1298

2:15pm - 6:06pm
Thu Oct 16th 2025

2h 51m
Chicago (ORD) → Orlando (MCO)

Direct

11:00am - 1:06pm
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 2042 Depart at 2:15pm from Chicago (ORD) Fly for 2h 51m Arrive at 6:06pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 United Airlines · UA 2207 Depart at 11:00am from Orlando (MCO) Fly for 3h 6m Arrive at 1:06pm in Chicago (ORD)
US$1298

5:55pm - 9:47pm
Thu Oct 16th 2025

2h 52m
Chicago (ORD) → Orlando (MCO)

Direct

12:16pm - 2:22pm
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 1761 Depart at 5:55pm from Chicago (ORD) Fly for 2h 52m Arrive at 9:47pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 United Airlines · UA 2475 Depart at 12:16pm from Orlando (MCO) Fly for 3h 6m Arrive at 2:22pm in Chicago (ORD)
US$1298

5:55pm - 9:47pm
Thu Oct 16th 2025

2h 52m
Chicago (ORD) → Orlando (MCO)

Direct

4:26pm - 6:32pm
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 1761 Depart at 5:55pm from Chicago (ORD) Fly for 2h 52m Arrive at 9:47pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 United Airlines · UA 1828 Depart at 4:26pm from Orlando (MCO) Fly for 3h 6m Arrive at 6:32pm in Chicago (ORD)
US$1298

5:55pm - 9:47pm
Thu Oct 16th 2025

2h 52m
Chicago (ORD) → Orlando (MCO)

Direct

2:30pm - 4:36pm
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 1761 Depart at 5:55pm from Chicago (ORD) Fly for 2h 52m Arrive at 9:47pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 United Airlines · UA 1403 Depart at 2:30pm from Orlando (MCO) Fly for 3h 6m Arrive at 4:36pm in Chicago (ORD)
US$1298

5:55pm - 9:47pm
Thu Oct 16th 2025

2h 52m
Chicago (ORD) → Orlando (MCO)

Direct

11:00am - 1:06pm
Sun Oct 19th 2025

3h 6m
Orlando (MCO) → Chicago (ORD)

Direct

Thu Oct 16th 2025 United Airlines · UA 1761 Depart at 5:55pm from Chicago (ORD) Fly for 2h 52m Arrive at 9:47pm in Orlando (MCO)

Stay in Orlando for 2 nights

Sun Oct 19th 2025 United Airlines · UA 2207 Depart at 11:00am from Orlando (MCO) Fly for 3h 6m Arrive at 1:06pm 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

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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 Orlando (ORD to MCO)

Sarah Belizaire

John Ford

Roaming Sonaa

Andy Travels

Travel With Bender

Wesley Mergard

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