Using the online timetable is an easy way to look at all the direct flights Chicago — Orlando
312 flights in a week
Departure and arrival times are local (Chicago and Orlando)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 01:00 | 03:51 | mon | F99543 | Frontier (Manuel the Squirrel Monkey Livery) | 1h 51m | O'Hare International Airport — Orlando International Airport | Select dates |
| 05:00 | 08:19 | thu | WN8500 | Southwest Airlines | 2h 19m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 05:00 | 08:30 | mon, tue, wed, thu, fri | WN4831 | Southwest Airlines | 2h 30m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 05:05 | 08:35 | mon, thu, fri | WN3712 | Southwest Airlines | 2h 30m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 05:25 | 09:00 | sat | WN4831 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 05:45 | 09:15 | sun | WN4362 | Southwest Airlines | 2h 30m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 06:00 | 09:40 | daily | WN4154 | Southwest Airlines | 2h 40m | O'Hare International Airport — Orlando International Airport | Select dates |
| 06:00 | 09:45 | daily | WN3970 | Southwest Airlines | 2h 45m | O'Hare International Airport — Orlando International Airport | Select dates |
| 06:15 | 09:45 | tue, wed, sat | WN4362 | Southwest Airlines | 2h 30m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 06:30 | 10:13 | mon, tue, fri, sun | NK340 | Spirit Airlines | 2h 43m | O'Hare International Airport — Orlando International Airport | Select dates |
| 06:35 | 10:05 | mon, thu, fri | WN4362 | Southwest Airlines | 2h 30m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 06:55 | 10:31 | mon, fri, sun | AA1592 | American Eagle | 2h 36m | O'Hare International Airport — Orlando International Airport | Select dates |
| 06:56 | 10:34 | daily | NK915 | Spirit Airlines | 2h 38m | O'Hare International Airport — Orlando International Airport | Select dates |
| 07:00 | 10:40 | mon, tue, thu, fri, sat, sun | AA1592 | American Eagle | 2h 40m | O'Hare International Airport — Orlando International Airport | Select dates |
| 07:10 | 11:04 | mon, tue, thu, fri, sat, sun | UA2280 | United Airlines | 2h 54m | O'Hare International Airport — Orlando International Airport | Select dates |
| 07:10 | 10:45 | sun | WN966 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 07:15 | 10:50 | sat | WN966 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 07:35 | 11:25 | tue | 5X9305 | UPS | 2h 50m | Chicago Rockford International Airport — Orlando International Airport | Select dates |
| 07:40 | 11:10 | tue, wed | WN3713 | Southwest Airlines | 2h 30m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 08:00 | 11:57 | sat | F92792 | Frontier (Manuel the Squirrel Monkey Livery) | 2h 57m | O'Hare International Airport — Orlando International Airport | Select dates |
| 08:15 | 11:50 | sun | WN3713 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 08:20 | 11:55 | sat | WN3133 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 08:35 | 12:20 | mon, fri, sun | F91458 | Frontier (Manuel the Squirrel Monkey Livery) | 2h 45m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 08:50 | 12:30 | sat | WN2883 | Southwest Airlines | 2h 40m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 09:00 | 12:40 | mon, tue, wed, thu, fri | WN2883 | Southwest Airlines | 2h 40m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 09:02 | 12:39 | sat | G41332 | Allegiant Air | 2h 37m | Chicago Rockford International Airport — Orlando Sanford International Airport | Select dates |
| 09:15 | 13:10 | daily | UA2323 | United Airlines | 2h 55m | O'Hare International Airport — Orlando International Airport | Select dates |
| 09:15 | 13:09 | tue, wed, thu, fri, sun | UA2323 | United Airlines | 2h 54m | O'Hare International Airport — Orlando International Airport | Select dates |
| 09:17 | 13:03 | sun | F93854 | Frontier (Manuel the Squirrel Monkey Livery) | 2h 46m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 09:18 | 13:10 | sat | AA1163 | American Eagle | 2h 52m | O'Hare International Airport — Orlando International Airport | Select dates |
| 09:20 | 13:00 | sun | WN2883 | Southwest Airlines | 2h 40m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 09:30 | 13:05 | thu, fri | WN3713 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 09:48 | 13:28 | fri | F93854 | Frontier (Manuel the Squirrel Monkey Livery) | 2h 40m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 09:50 | 13:33 | daily | AA2975 | American Eagle | 2h 43m | O'Hare International Airport — Orlando International Airport | Select dates |
| 10:09 | 13:54 | sat | AA1121 | American Eagle | 2h 45m | O'Hare International Airport — Orlando International Airport | Select dates |
| 10:13 | 13:55 | sun | F93854 | Frontier (Manuel the Squirrel Monkey Livery) | 2h 42m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 10:15 | 13:59 | mon, tue, wed, thu, fri, sun | AA1121 | American Eagle | 2h 44m | O'Hare International Airport — Orlando International Airport | Select dates |
| 10:35 | 14:10 | sun | WN3133 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 10:35 | 14:27 | mon, tue, wed, sun | UA2008 | United Airlines | 2h 52m | O'Hare International Airport — Orlando International Airport | Select dates |
| 11:02 | 14:57 | mon, tue, wed, thu, fri, sat | UA2008 | United Airlines | 2h 55m | O'Hare International Airport — Orlando International Airport | Select dates |
| 11:02 | 14:59 | wed, sun | UA2008 | United Airlines | 2h 57m | O'Hare International Airport — Orlando International Airport | Select dates |
| 11:11 | 15:00 | mon, sun | AA2891 | American Eagle | 2h 49m | O'Hare International Airport — Orlando International Airport | Select dates |
| 11:25 | 15:10 | mon, tue, wed, sun | WN2277 | Southwest Airlines | 2h 45m | O'Hare International Airport — Orlando International Airport | Select dates |
| 11:35 | 15:10 | tue, wed | WN3133 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 11:45 | 15:26 | daily | AA3014 | American Eagle | 2h 41m | O'Hare International Airport — Orlando International Airport | Select dates |
| 11:50 | 15:30 | mon, tue, wed, sun | AA3014 | American Eagle | 2h 40m | O'Hare International Airport — Orlando International Airport | Select dates |
| 12:00 | 15:40 | tue, wed, thu | AA2891 | American Eagle | 2h 40m | O'Hare International Airport — Orlando International Airport | Select dates |
| 12:05 | 15:48 | thu, sun | NK3073 | Spirit Airlines | 2h 43m | O'Hare International Airport — Orlando International Airport | Select dates |
| 12:36 | 16:09 | fri | G42926 | Allegiant Air | 2h 33m | Chicago Rockford International Airport — Orlando Sanford International Airport | Select dates |
| 13:00 | 16:40 | mon, tue, wed, thu | WN487 | Southwest Airlines | 2h 40m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 13:25 | 17:10 | mon, thu, fri | WN2236 | Southwest Airlines | 2h 45m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 13:30 | 17:15 | sat, sun | WN2236 | Southwest Airlines | 2h 45m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 13:30 | 17:10 | tue, wed | WN487 | Southwest Airlines | 2h 40m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 14:01 | 18:00 | mon | UA2201 | United Airlines | 2h 59m | O'Hare International Airport — Orlando International Airport | Select dates |
| 14:25 | 18:18 | mon, tue, wed, thu, fri, sun | AA1247 | American Eagle | 2h 53m | O'Hare International Airport — Orlando International Airport | Select dates |
| 14:28 | 18:20 | mon, tue, wed, thu, fri, sun | UA2042 | United Airlines | 2h 52m | O'Hare International Airport — Orlando International Airport | Select dates |
| 14:32 | 18:19 | mon, thu, fri, sat, sun | AA1247 | American Eagle | 2h 47m | O'Hare International Airport — Orlando International Airport | Select dates |
| 14:32 | 18:17 | tue, wed | AA1247 | American Eagle | 2h 45m | O'Hare International Airport — Orlando International Airport | Select dates |
| 14:39 | 18:29 | mon, fri | AA1445 | American Eagle | 2h 50m | O'Hare International Airport — Orlando International Airport | Select dates |
| 14:42 | 18:36 | sat | AA1247 | American Eagle | 2h 54m | O'Hare International Airport — Orlando International Airport | Select dates |
| 14:45 | 18:30 | fri | WN2236 | Southwest Airlines | 2h 45m | 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 | |
| 15:04 | 18:47 | sun | AA1445 | American Eagle | 2h 43m | O'Hare International Airport — Orlando International Airport | Select dates |
| 15:05 | 18:55 | sat | WN4551 | Southwest Airlines | 2h 50m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 15:15 | 18:47 | fri | G42834 | Allegiant Air | 2h 32m | Chicago Rockford International Airport — Orlando Sanford International Airport | Select dates |
| 15:20 | 19:00 | mon, thu, fri, sun | WN3260 | Southwest Airlines | 2h 40m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 15:30 | 19:10 | sat, sun | WN3260 | Southwest Airlines | 2h 40m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 15:55 | 19:46 | mon, tue, wed, thu, fri, sun | UA2165 | United Airlines | 2h 51m | O'Hare International Airport — Orlando International Airport | Select dates |
| 16:05 | 19:50 | tue, wed | WN2236 | Southwest Airlines | 2h 45m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 16:24 | 20:14 | mon | F93854 | Frontier (Manuel the Squirrel Monkey Livery) | 2h 50m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 16:36 | 20:23 | mon, tue, wed, thu, fri, sun | NK1370 | Spirit Airlines | 2h 47m | O'Hare International Airport — Orlando International Airport | Select dates |
| 16:37 | 20:24 | sat | NK1370 | Spirit Airlines | 2h 47m | O'Hare International Airport — Orlando International Airport | Select dates |
| 16:45 | 20:25 | tue, wed | WN140 | Southwest Airlines | 2h 40m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 17:00 | 20:35 | sun | WN2314 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 17:05 | 20:50 | sun | WN286 | Southwest Airlines | 2h 45m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 17:10 | 20:52 | daily | AA2634 | American Eagle | 2h 42m | O'Hare International Airport — Orlando International Airport | Select dates |
| 17:15 | 21:00 | mon, thu, fri | WN4752 | Southwest Airlines | 2h 45m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 17:16 | 21:01 | daily | NK2411 | Spirit Airlines | 2h 45m | O'Hare International Airport — Orlando International Airport | Select dates |
| 17:17 | 21:06 | tue, fri, sat, sun | NK2411 | Spirit Airlines | 2h 49m | O'Hare International Airport — Orlando International Airport | Select dates |
| 17:20 | 20:55 | mon, thu, fri | WN140 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 17:30 | 21:05 | sat | WN140 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 17:36 | 21:19 | daily | AA1845 | American Eagle | 2h 43m | O'Hare International Airport — Orlando International Airport | Select dates |
| 17:45 | 21:30 | sat | WN4752 | Southwest Airlines | 2h 45m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 17:50 | 21:46 | daily | UA2039 | United Airlines | 2h 56m | O'Hare International Airport — Orlando International Airport | Select dates |
| 17:51 | 21:47 | tue, wed, fri, sat, sun | UA2039 | United Airlines | 2h 56m | O'Hare International Airport — Orlando International Airport | Select dates |
| 17:55 | 21:46 | sat | UA1911 | United Airlines | 2h 51m | O'Hare International Airport — Orlando International Airport | Select dates |
| 17:55 | 21:47 | mon, tue, wed, thu, fri, sun | UA1911 | United Airlines | 2h 52m | O'Hare International Airport — Orlando International Airport | Select dates |
| 17:55 | 21:35 | sun | WN300 | Southwest Airlines | 2h 40m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 18:20 | 22:00 | sun | WN278 | Southwest Airlines | 2h 40m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 18:45 | 22:20 | mon, thu, fri | WN2392 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 18:47 | 21:57 | fri | UA8111 | United Airlines | 2h 10m | O'Hare International Airport — Orlando International Airport | Select dates |
| 19:00 | 22:45 | tue, wed | WN2628 | Southwest Airlines | 2h 45m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 19:00 | 22:50 | mon, tue, thu, fri, sat, sun | AA3176 | American Eagle | 2h 50m | O'Hare International Airport — Orlando International Airport | Select dates |
| 19:00 | 22:48 | sun | AA3176 | American Eagle | 2h 48m | O'Hare International Airport — Orlando International Airport | Select dates |
| 19:05 | 22:45 | sat | WN3158 | Southwest Airlines | 2h 40m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 19:05 | 22:53 | tue, wed, fri, sat | AA3176 | American Eagle | 2h 48m | O'Hare International Airport — Orlando International Airport | Select dates |
| 19:30 | 23:10 | thu, fri | WN2483 | Southwest Airlines | 2h 40m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 19:46 | 23:52 | thu, fri, sat, sun | F92792 | Frontier (Manuel the Squirrel Monkey Livery) | 3h 6m | O'Hare International Airport — Orlando International Airport | Select dates |
| 19:55 | 23:30 | sun | WN2392 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 20:00 | 23:35 | sun | WN3158 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 20:04 | 23:39 | fri | G42860 | Allegiant Air | 2h 35m | Chicago Rockford International Airport — Orlando Sanford International Airport | Select dates |
| 20:05 | 23:40 | tue, wed | WN2392 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 20:49 | 00:35 | mon, sat | F93044 | Frontier (Manuel the Squirrel Monkey Livery) | 2h 46m | O'Hare International Airport — Orlando International Airport | Select dates |
| 20:55 | 00:30 | mon, thu, fri, sat | WN2628 | Southwest Airlines | 2h 35m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 21:12 | 00:53 | mon, thu, fri, sat, sun | F93854 | Frontier (Manuel the Squirrel Monkey Livery) | 2h 41m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 21:12 | 01:03 | thu, fri, sat, sun | F93854 | Frontier (Manuel the Squirrel Monkey Livery) | 2h 51m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 21:20 | 01:00 | mon | WN4752 | Southwest Airlines | 2h 40m | Chicago Midway International Airport — Orlando International Airport | Select dates |
| 22:00 | 01:43 | wed | UA3871 | United Airlines | 2h 43m | O'Hare International Airport — Orlando International Airport | Select dates |