Using the online timetable is an easy way to look at all the direct flights Orlando — Chicago
267 flights in a week
Departure and arrival times are local (Orlando and Chicago)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 06:00 | 07:59 | daily | AA938 | American Airlines | 2h 59m | Orlando International Airport — O'Hare International Airport | Select dates |
| 06:14 | 08:15 | mon, thu, sat | AA938 | American Airlines | 3h 1m | Orlando International Airport — O'Hare International Airport | Select dates |
| 06:35 | 08:32 | mon, fri | F93853 | Frontier (Klondike the Polar Bear) | 2h 57m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 06:40 | 08:45 | thu | AA1585 | American Airlines | 3h 5m | Orlando International Airport — O'Hare International Airport | Select dates |
| 06:40 | 08:54 | tue, wed | AA1585 | American Airlines | 3h 14m | Orlando International Airport — O'Hare International Airport | Select dates |
| 06:42 | 08:56 | mon, thu, fri, sat, sun | AA1585 | American Airlines | 3h 14m | Orlando International Airport — O'Hare International Airport | Select dates |
| 06:55 | 08:45 | thu, fri, sun | WN1464 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 07:00 | 08:50 | sun | WN1464 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 07:05 | 08:55 | sat | WN1464 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 07:15 | 09:21 | mon, thu, fri, sat, sun | UA1097 | United Airlines | 3h 6m | Orlando International Airport — O'Hare International Airport | Select dates |
| 07:15 | 09:12 | thu, sun | F93853 | Frontier (Klondike the Polar Bear) | 2h 57m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 07:15 | 09:05 | sat | WN1464 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 07:20 | 09:24 | thu, sun | UA1097 | United Airlines | 3h 4m | Orlando International Airport — O'Hare International Airport | Select dates |
| 07:30 | 09:33 | fri, sat | UA1097 | United Airlines | 3h 3m | Orlando International Airport — O'Hare International Airport | Select dates |
| 07:30 | 09:17 | mon | G42970 | Allegiant Air | 2h 47m | Orlando Sanford International Airport — Chicago Rockford International Airport | Select dates |
| 07:30 | 09:20 | tue, thu | WN4535 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 08:00 | 09:48 | fri | G41199 | Allegiant Air | 2h 48m | Orlando Sanford International Airport — Chicago Rockford International Airport | Select dates |
| 08:30 | 10:26 | sat | F93853 | Frontier (Klondike the Polar Bear) | 2h 56m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 08:30 | 09:59 | wed | WN8828 | Southwest Airlines | 2h 29m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 08:40 | 10:30 | sun | WN3701 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 09:05 | 11:10 | daily | WN3624 | Southwest Airlines | 3h 5m | Orlando International Airport — O'Hare International Airport | Select dates |
| 09:10 | 11:00 | sat | WN2972 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 09:15 | 11:05 | mon, wed | WN2972 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 09:25 | 11:29 | daily | UA561 | United Airlines | 3h 4m | Orlando International Airport — O'Hare International Airport | Select dates |
| 09:30 | 11:15 | fri, sun | WN3346 | Southwest Airlines | 2h 45m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 09:30 | 11:20 | mon, tue, wed, thu, fri | WN1464 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 09:50 | 11:35 | tue, wed | WN626 | Southwest Airlines | 2h 45m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 10:30 | 12:33 | mon, tue, thu, fri, sat, sun | UA2207 | United Airlines | 3h 3m | Orlando International Airport — O'Hare International Airport | Select dates |
| 10:30 | 12:34 | wed | UA2207 | United Airlines | 3h 4m | Orlando International Airport — O'Hare International Airport | Select dates |
| 10:53 | 12:59 | sat | UA2207 | United Airlines | 3h 6m | Orlando International Airport — O'Hare International Airport | Select dates |
| 10:58 | 13:00 | sun | AA913 | American Airlines | 3h 2m | Orlando International Airport — O'Hare International Airport | Select dates |
| 10:59 | 13:05 | thu, fri, sun | UA2207 | United Airlines | 3h 6m | Orlando International Airport — O'Hare International Airport | Select dates |
| 11:00 | 13:07 | mon, tue, wed, thu, fri, sun | UA2207 | United Airlines | 3h 7m | Orlando International Airport — O'Hare International Airport | Select dates |
| 11:00 | 13:06 | tue, wed, sat, sun | UA2207 | United Airlines | 3h 6m | Orlando International Airport — O'Hare International Airport | Select dates |
| 11:00 | 12:48 | sat | G41335 | Allegiant Air | 2h 48m | Orlando Sanford International Airport — Chicago Rockford International Airport | Select dates |
| 11:34 | 13:33 | daily | AA2966 | American Airlines | 2h 59m | Orlando International Airport — O'Hare International Airport | Select dates |
| 11:45 | 13:35 | sat | WN519 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 12:10 | 14:00 | sat | WN1021 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 12:19 | 14:25 | sat | UA2475 | United Airlines | 3h 6m | Orlando International Airport — O'Hare International Airport | Select dates |
| 12:25 | 14:15 | fri, sun | WN1021 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 12:30 | 14:37 | daily | UA2475 | United Airlines | 3h 7m | Orlando International Airport — O'Hare International Airport | Select dates |
| 12:36 | 14:31 | mon | F93853 | Frontier (Klondike the Polar Bear) | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 12:40 | 14:30 | mon, tue, wed, thu, fri | WN1747 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 12:52 | 14:52 | tue, wed | AA3076 | American Airlines | 3h 0m | Orlando International Airport — O'Hare International Airport | Select dates |
| 13:20 | 15:25 | sun | WN275 | Southwest Airlines | 3h 5m | Orlando International Airport — O'Hare International Airport | Select dates |
| 13:51 | 15:57 | sun | UA2426 | United Airlines | 3h 6m | Orlando International Airport — O'Hare International Airport | Select dates |
| 13:58 | 16:04 | mon, tue, wed, thu, sat | UA2426 | United Airlines | 3h 6m | Orlando International Airport — O'Hare International Airport | Select dates |
| 13:58 | 16:05 | daily | UA714 | United Airlines | 3h 7m | Orlando International Airport — O'Hare International Airport | Select dates |
| 14:00 | 15:50 | tue, wed | WN3643 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 14:34 | 16:30 | thu | F93853 | Frontier (Klondike the Polar Bear) | 2h 56m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 14:40 | 16:30 | sat | WN1350 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 14:45 | 16:35 | mon, tue, wed, thu, fri | WN2094 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 14:47 | 16:55 | mon, tue, wed, sat, sun | AA3071 | American Airlines | 3h 8m | Orlando International Airport — O'Hare International Airport | Select dates |
| 14:49 | 17:00 | fri, sun | AA2779 | American Airlines | 3h 11m | Orlando International Airport — O'Hare International Airport | Select dates |
| 14:50 | 16:40 | sat | WN1350 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 14:51 | 16:59 | daily | AA3031 | American Airlines | 3h 8m | Orlando International Airport — O'Hare International Airport | Select dates |
| 14:55 | 16:40 | tue, wed | WN1345 | Southwest Airlines | 2h 45m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 15:00 | 16:45 | mon, tue, wed, thu | WN3714 | Southwest Airlines | 2h 45m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 15:00 | 17:13 | mon | F92791 | Frontier (Klondike the Polar Bear) | 3h 13m | Orlando International Airport — O'Hare International Airport | Select dates |
| 15:05 | 16:55 | sat | WN2299 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 15:10 | 17:07 | sat | F93853 | Frontier (Klondike the Polar Bear) | 2h 57m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 15:13 | 16:58 | mon | G42840 | Allegiant Air | 2h 45m | Orlando Sanford International Airport — Chicago Rockford International Airport | Select dates |
| 15:15 | 17:05 | fri, sun | WN1747 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 15:28 | 17:27 | sun | F93853 | Frontier (Klondike the Polar Bear) | 2h 59m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 15:40 | 17:25 | sat | WN3714 | Southwest Airlines | 2h 45m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 15:45 | 17:35 | sun | WN1673 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 16:10 | 17:59 | sat | WN1550 | Southwest Airlines | 2h 49m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 16:20 | 18:26 | daily | UA1828 | United Airlines | 3h 6m | Orlando International Airport — O'Hare International Airport | Select dates |
| 16:20 | 18:27 | thu, sat | UA1828 | United Airlines | 3h 7m | Orlando International Airport — O'Hare International Airport | Select dates |
| 16:23 | 18:33 | sat | F92791 | Frontier (Klondike the Polar Bear) | 3h 10m | Orlando International Airport — O'Hare International Airport | Select dates |
| 16:35 | 18:25 | mon, tue, wed, thu, fri | WN1550 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 16:40 | 18:25 | sat | WN966 | Southwest Airlines | 2h 45m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 16:56 | 19:02 | thu | NK897 | Spirit Airlines | 3h 6m | Orlando International Airport — O'Hare International Airport | Select dates |
| 17:00 | 18:50 | sat | WN3221 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 17:05 | 18:55 | fri, sun | WN3221 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 17:35 | 19:36 | sun | AA1109 | American Airlines | 3h 1m | Orlando International Airport — O'Hare International Airport | Select dates |
| 17:35 | 19:44 | mon, tue, wed, thu, sun | AA1109 | American Airlines | 3h 9m | Orlando International Airport — O'Hare International Airport | Select dates |
| 17:45 | 19:35 | mon, tue, wed, thu, fri | WN549 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 17:50 | 19:40 | thu | WN549 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 17:55 | 19:45 | mon | WN549 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 18:00 | 20:07 | mon, thu, fri, sat, sun | UA2000 | United Airlines | 3h 7m | Orlando International Airport — O'Hare International Airport | Select dates |
| 18:05 | 19:55 | sat | WN549 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 18:39 | 20:50 | fri | AA3253 | American Airlines | 3h 11m | Orlando International Airport — O'Hare International Airport | Select dates |
| 18:40 | 20:30 | fri, sun | WN549 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 18:45 | 20:35 | mon | WN549 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 18:50 | 20:40 | mon, tue, wed, thu, fri | WN3221 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 18:59 | 21:05 | mon, tue | AA2202 | American Airlines | 3h 6m | Orlando International Airport — O'Hare International Airport | Select dates |
| 19:03 | 21:10 | sun | AA2202 | American Airlines | 3h 7m | Orlando International Airport — O'Hare International Airport | Select dates |
| 19:10 | 21:10 | thu, fri, sun | AA1782 | American Airlines | 3h 0m | Orlando International Airport — O'Hare International Airport | Select dates |
| 19:11 | 21:19 | thu | AA1150 | American Airlines | 3h 8m | Orlando International Airport — O'Hare International Airport | Select dates |
| 19:15 | 21:24 | sat | AA576 | American Airlines | 3h 9m | Orlando International Airport — O'Hare International Airport | Select dates |
| 19:31 | 21:25 | sat | AA1782 | American Airlines | 2h 54m | Orlando International Airport — O'Hare International Airport | Select dates |
| 19:44 | 21:48 | daily | NK897 | Spirit Airlines | 3h 4m | Orlando International Airport — O'Hare International Airport | Select dates |
| 19:45 | 21:50 | daily | WN3274 | Southwest Airlines | 3h 5m | Orlando International Airport — O'Hare International Airport | Select dates |
| 19:58 | 21:58 | thu | Y42154 | Volaris | 3h 0m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 20:05 | 21:55 | mon | WN2094 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 20:40 | 22:39 | fri | F91457 | Frontier (Klondike the Polar Bear) | 2h 59m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 20:45 | 22:35 | sat | WN2094 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 21:00 | 23:06 | mon, tue, sun | NK623 | Spirit Airlines | 3h 6m | Orlando International Airport — O'Hare International Airport | Select dates |
| 21:09 | 22:48 | tue, wed, thu | 5X1327 | UPS | 2h 39m | Orlando International Airport — Chicago Rockford International Airport | Select dates |
| 21:09 | 22:52 | mon | 5X1327 | UPS | 2h 43m | Orlando International Airport — Chicago Rockford International Airport | Select dates |
| 21:09 | 22:46 | mon, tue | 5X1327 | UPS | 2h 37m | Orlando International Airport — Chicago Rockford International Airport | Select dates |
| 21:09 | 22:45 | mon, tue, wed | 5X1327 | UPS | 2h 36m | Orlando International Airport — Chicago Rockford International Airport | Select dates |
| 21:09 | 22:50 | wed | 5X1327 | UPS | 2h 41m | Orlando International Airport — Chicago Rockford International Airport | Select dates |
| 21:10 | 23:00 | fri, sun | WN2094 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 21:33 | 23:29 | fri | F91457 | Frontier (Klondike the Polar Bear) | 2h 56m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 21:40 | 23:25 | sat | WN3328 | Southwest Airlines | 2h 45m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 22:50 | 00:35 | sun | WN3221 | Southwest Airlines | 2h 45m | Orlando International Airport — Chicago Midway International Airport | Select dates |