Using the online timetable is an easy way to look at all the direct flights Chicago — Orlando
198 flights in a week
Departure and arrival times are local (Chicago and Orlando)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 05:00 | 08:45 | tue, wed | WN2715 | Southwest Airlines | 2h 45m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 05:00 | 08:47 | sat | UA600 | United Express | 2h 47m | O'Hare International Airport — Orlando International Airport | Select dates |
| 05:01 | 08:47 | thu | F91458 | Frontier (Penny the Owl Livery) | 2h 46m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 05:10 | 08:45 | sat | WN1674 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 06:00 | 09:44 | tue, wed | AA3312 | American Eagle | 2h 44m | O'Hare International Airport — Orlando International Airport | Select dates |
| 06:00 | 09:40 | mon, tue, wed, thu, fri | WN1674 | Southwest Airlines | 2h 40m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 06:00 | 09:40 | mon, tue, wed, thu, sat, sun | WN4150 | Southwest Airlines | 2h 40m | O'Hare International Airport — Orlando International Airport | Select dates |
| 06:05 | 09:45 | sun | WN1674 | Southwest Airlines | 2h 40m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 06:15 | 10:05 | sat | F91458 | Frontier (Penny the Owl Livery) | 2h 50m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 06:22 | 10:10 | thu, fri, sat | UA1063 | United Express | 2h 48m | O'Hare International Airport — Orlando International Airport | Select dates |
| 06:40 | 10:23 | daily | AA1556 | American Eagle | 2h 43m | O'Hare International Airport — Orlando International Airport | Select dates |
| 06:45 | 10:30 | tue, thu, sun | WN2715 | Southwest Airlines | 2h 45m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 06:55 | 10:40 | sat | WN2715 | Southwest Airlines | 2h 45m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 07:00 | 10:20 | fri | WN8511 | Southwest Airlines | 2h 20m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 07:15 | 11:05 | mon, fri | F91458 | Frontier (Penny the Owl Livery) | 2h 50m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 07:23 | 11:20 | daily | UA2280 | United Express | 2h 57m | O'Hare International Airport — Orlando International Airport | Select dates |
| 07:25 | 11:10 | mon, thu, fri, sun | WN2715 | Southwest Airlines | 2h 45m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 07:35 | 11:33 | sun | F93044 | Frontier (Penny the Owl Livery) | 2h 58m | O'Hare International Airport — Orlando International Airport | Select dates |
| 07:35 | 11:10 | sun | WN3962 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 07:40 | 11:15 | mon, tue, wed, thu, fri, sat | WN3962 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 08:05 | 11:49 | sun | AA1511 | American Eagle | 2h 44m | O'Hare International Airport — Orlando International Airport | Select dates |
| 08:05 | 12:01 | mon, tue, thu, sun | F92792 | Frontier (Penny the Owl Livery) | 2h 56m | O'Hare International Airport — Orlando International Airport | Select dates |
| 08:15 | 12:11 | wed | F92792 | Frontier (Penny the Owl Livery) | 2h 56m | O'Hare International Airport — Orlando International Airport | Select dates |
| 08:30 | 12:26 | tue, wed | F93044 | Frontier (Penny the Owl Livery) | 2h 56m | O'Hare International Airport — Orlando International Airport | Select dates |
| 08:40 | 12:20 | sat | WN2768 | Southwest Airlines | 2h 40m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 08:45 | 12:40 | mon, tue, wed | UA2323 | United Express | 2h 55m | O'Hare International Airport — Orlando International Airport | Select dates |
| 09:05 | 12:45 | sun | WN2768 | Southwest Airlines | 2h 40m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 09:06 | 12:52 | mon, thu, fri, sat | NK1605 | Spirit Airlines | 2h 46m | O'Hare International Airport — Orlando International Airport | Select dates |
| 09:10 | 12:50 | mon | WN2768 | Southwest Airlines | 2h 40m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 09:10 | 12:55 | thu | F91458 | Frontier (Penny the Owl Livery) | 2h 45m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 09:15 | 13:10 | mon, tue, thu, fri, sat, sun | UA2323 | United Express | 2h 55m | O'Hare International Airport — Orlando International Airport | Select dates |
| 09:26 | 13:13 | mon, tue, wed, thu, sun | AA2289 | American Eagle | 2h 47m | O'Hare International Airport — Orlando International Airport | Select dates |
| 09:30 | 13:23 | sat | F92792 | Frontier (Penny the Owl Livery) | 2h 53m | O'Hare International Airport — Orlando International Airport | Select dates |
| 09:30 | 13:15 | sun | F91458 | Frontier (Penny the Owl Livery) | 2h 45m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 10:00 | 13:40 | tue | WN1781 | Southwest Airlines | 2h 40m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 10:14 | 13:49 | sat | G41241 | Allegiant Air | 2h 35m | Chicago Rockford International Airport — Orlando Sanford International Airport | Select dates |
| 10:44 | 14:17 | mon, fri | G42914 | Allegiant Air | 2h 33m | Chicago Rockford International Airport — Orlando Sanford International Airport | Select dates |
| 10:45 | 14:36 | mon, tue, wed, fri, sat, sun | UA2008 | United Express | 2h 51m | O'Hare International Airport — Orlando International Airport | Select dates |
| 11:10 | 14:45 | sun | WN2796 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 11:19 | 15:04 | tue, wed | F91458 | Frontier (Penny the Owl Livery) | 2h 45m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 11:45 | 15:31 | tue, wed | AA2877 | American Eagle | 2h 46m | O'Hare International Airport — Orlando International Airport | Select dates |
| 11:45 | 15:15 | sat | WN1781 | Southwest Airlines | 2h 30m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 12:25 | 16:00 | mon, thu, fri | WN2796 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 12:45 | 16:25 | daily | NK392 | Spirit Airlines | 2h 40m | O'Hare International Airport — Orlando International Airport | Select dates |
| 12:59 | 16:47 | tue | AA2288 | American Eagle | 2h 48m | O'Hare International Airport — Orlando International Airport | Select dates |
| 13:09 | 16:53 | mon | AA2492 | American Eagle | 2h 44m | O'Hare International Airport — Orlando International Airport | Select dates |
| 13:20 | 16:50 | sat | WN2796 | Southwest Airlines | 2h 30m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 14:00 | 17:35 | sat | WN189 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 14:00 | 17:51 | sat, sun | AA2316 | American Eagle | 2h 51m | O'Hare International Airport — Orlando International Airport | Select dates |
| 14:04 | 17:34 | tue | WN8806 | Southwest Airlines | 2h 30m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 14:14 | 17:58 | daily | AA2283 | American Eagle | 2h 44m | O'Hare International Airport — Orlando International Airport | Select dates |
| 14:17 | 18:08 | mon, thu, fri | AA2316 | American Eagle | 2h 51m | O'Hare International Airport — Orlando International Airport | Select dates |
| 14:20 | 17:55 | sun | WN3298 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 14:56 | 18:42 | sat | F93854 | Frontier (Penny the Owl Livery) | 2h 46m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 15:00 | 18:45 | sun | Phoenix Air | 2h 45m | Chicago Executive Airport — Orlando Executive | Select dates | |
| 15:00 | 18:35 | sat | WN3298 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 15:00 | 18:44 | tue, fri | AA971 | American Eagle | 2h 44m | O'Hare International Airport — Orlando International Airport | Select dates |
| 15:15 | 19:00 | sat | WN1059 | Southwest Airlines | 2h 45m | O'Hare International Airport — Orlando International Airport | Select dates |
| 15:45 | 19:30 | mon, tue, wed | WN3053 | Southwest Airlines | 2h 45m | O'Hare International Airport — Orlando International Airport | Select dates |
| 15:45 | 19:20 | mon, tue, wed, thu, fri | WN3298 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 15:50 | 19:46 | mon | F93044 | Frontier (Penny the Owl Livery) | 2h 56m | O'Hare International Airport — Orlando International Airport | Select dates |
| 16:00 | 19:35 | sun | WN366 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 16:05 | 19:40 | sat | WN2717 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 16:18 | 20:23 | mon, tue, thu, fri, sun | F93044 | Frontier (Penny the Owl Livery) | 3h 5m | O'Hare International Airport — Orlando International Airport | Select dates |
| 16:25 | 20:00 | mon, thu, fri, sun | WN2717 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 16:25 | 20:10 | thu, fri, sat, sun | WN3053 | Southwest Airlines | 2h 45m | O'Hare International Airport — Orlando International Airport | Select dates |
| 16:41 | 20:46 | sat | F93044 | Frontier (Penny the Owl Livery) | 3h 5m | O'Hare International Airport — Orlando International Airport | Select dates |
| 16:45 | 20:29 | wed, thu, sat, sun | AA2811 | American Eagle | 2h 44m | O'Hare International Airport — Orlando International Airport | Select dates |
| 16:50 | 20:30 | tue, wed | WN3310 | Southwest Airlines | 2h 40m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 17:00 | 20:35 | mon | WN2663 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 17:30 | 21:05 | tue, wed | WN2717 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 18:15 | 21:55 | tue, wed | WN3214 | Southwest Airlines | 2h 40m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 18:35 | 22:10 | mon, thu, fri | WN3214 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 18:35 | 22:15 | sun | WN1626 | Southwest Airlines | 2h 40m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 18:40 | 22:15 | sun | WN3214 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 19:35 | 23:20 | sat, sun | WN597 | Southwest Airlines | 2h 45m | O'Hare International Airport — Orlando International Airport | Select dates |
| 19:45 | 23:30 | mon | WN597 | Southwest Airlines | 2h 45m | O'Hare International Airport — Orlando International Airport | Select dates |
| 19:55 | 23:52 | mon | UA1168 | United Express | 2h 57m | O'Hare International Airport — Orlando International Airport | Select dates |
| 20:00 | 23:57 | thu, sun | UA1168 | United Express | 2h 57m | O'Hare International Airport — Orlando International Airport | Select dates |
| 20:00 | 23:56 | fri | UA1168 | United Express | 2h 56m | O'Hare International Airport — Orlando International Airport | Select dates |
| 20:04 | 23:59 | mon | UA1168 | United Express | 2h 55m | O'Hare International Airport — Orlando International Airport | Select dates |
| 20:06 | 23:59 | daily | UA2627 | United Express | 2h 53m | O'Hare International Airport — Orlando International Airport | Select dates |
| 20:35 | 00:10 | thu, fri | WN3310 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 21:51 | 01:38 | mon, fri | F91536 | Frontier (Penny the Owl Livery) | 2h 47m | Chicago Midway International Airport — Orlando International Airport | Select dates |