Using the online timetable is an easy way to look at all the direct flights Orlando — Chicago
194 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 | mon, tue, wed, thu, fri, sun | AA938 | American Airlines | 2h 59m | Orlando International Airport — O'Hare International Airport | Select dates |
| 06:05 | 08:07 | sat | F93043 | Frontier (Martillo the Bonnethead Shark Livery) | 3h 2m | Orlando International Airport — O'Hare International Airport | Select dates |
| 06:20 | 08:10 | tue, wed | WN3724 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 06:25 | 08:15 | sun | WN3716 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 06:30 | 08:14 | sat | G42963 | Allegiant Air | 2h 44m | Orlando Sanford International Airport — Chicago Rockford International Airport | Select dates |
| 06:30 | 08:12 | sat | G42970 | Allegiant Air | 2h 42m | Orlando Sanford International Airport — Chicago Rockford International Airport | Select dates |
| 06:30 | 08:30 | sat | AA938 | American Airlines | 3h 0m | Orlando International Airport — O'Hare International Airport | Select dates |
| 06:35 | 08:20 | mon, thu, fri | WN3716 | Southwest Airlines | 2h 45m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 06:40 | 08:25 | sat | WN3716 | Southwest Airlines | 2h 45m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 07:15 | 09:22 | mon, thu, fri, sun | UA2673 | United Airlines | 3h 7m | Orlando International Airport — O'Hare International Airport | Select dates |
| 07:15 | 09:20 | sat | UA2673 | United Airlines | 3h 5m | Orlando International Airport — O'Hare International Airport | Select dates |
| 07:45 | 09:30 | tue, wed | WN3716 | Southwest Airlines | 2h 45m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 07:55 | 09:45 | thu | WN1719 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 08:00 | 10:14 | tue, wed | F93043 | Frontier (Martillo the Bonnethead Shark Livery) | 3h 14m | Orlando International Airport — O'Hare International Airport | Select dates |
| 08:00 | 10:06 | thu, sun | NK1114 | Spirit Airlines | 3h 6m | Orlando International Airport — O'Hare International Airport | Select dates |
| 08:35 | 10:17 | wed | G41250 | Allegiant Air | 2h 42m | Orlando Sanford International Airport — Chicago Rockford International Airport | Select dates |
| 08:37 | 10:41 | daily | AA465 | American Airlines | 3h 4m | Orlando International Airport — O'Hare International Airport | Select dates |
| 08:45 | 10:45 | sat | WN805 | Southwest Airlines | 3h 0m | Orlando International Airport — O'Hare International Airport | Select dates |
| 09:15 | 11:00 | sat | WN3255 | Southwest Airlines | 2h 45m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 09:20 | 11:05 | mon, thu, fri | WN3255 | Southwest Airlines | 2h 45m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 09:32 | 11:39 | daily | UA2341 | United Airlines | 3h 7m | Orlando International Airport — O'Hare International Airport | Select dates |
| 09:45 | 11:50 | mon, thu, fri | WN4852 | Southwest Airlines | 3h 5m | Orlando International Airport — O'Hare International Airport | Select dates |
| 10:20 | 12:05 | sat | WN2549 | Southwest Airlines | 2h 45m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 10:53 | 12:59 | sat | UA2207 | United Airlines | 3h 6m | Orlando International Airport — O'Hare International Airport | Select dates |
| 10:55 | 12:40 | sun | WN2549 | Southwest Airlines | 2h 45m | Orlando International Airport — Chicago Midway 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 |
| 11:05 | 13:05 | tue, wed, sun | WN4852 | Southwest Airlines | 3h 0m | Orlando International Airport — O'Hare International Airport | Select dates |
| 11:14 | 13:20 | daily | AA1629 | American Airlines | 3h 6m | Orlando International Airport — O'Hare International Airport | Select dates |
| 11:25 | 13:10 | fri | WN2549 | Southwest Airlines | 2h 45m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 11:30 | 13:15 | mon, thu, fri | WN2549 | Southwest Airlines | 2h 45m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 11:45 | 13:34 | mon | UA3922 | United Airlines | 2h 49m | Orlando International Airport — O'Hare International Airport | Select dates |
| 11:55 | 13:48 | mon | UA3903 | United Airlines | 2h 53m | Orlando International Airport — O'Hare International Airport | Select dates |
| 12:16 | 14:23 | daily | UA2475 | United Airlines | 3h 7m | Orlando International Airport — O'Hare International Airport | Select dates |
| 13:05 | 14:55 | sat | WN1164 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 13:06 | 15:27 | thu | F93043 | Frontier (Martillo the Bonnethead Shark Livery) | 3h 21m | Orlando International Airport — O'Hare International Airport | Select dates |
| 13:15 | 15:20 | sat | WN4852 | Southwest Airlines | 3h 5m | Orlando International Airport — O'Hare International Airport | Select dates |
| 13:22 | 15:43 | sun | F93043 | Frontier (Martillo the Bonnethead Shark Livery) | 3h 21m | Orlando International Airport — O'Hare International Airport | Select dates |
| 13:23 | 15:31 | mon, tue, wed, thu, fri, sun | NK1369 | Spirit Airlines | 3h 8m | 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 |
| 14:00 | 16:14 | sat | AA1163 | American Airlines | 3h 14m | Orlando International Airport — O'Hare International Airport | Select dates |
| 14:30 | 16:37 | daily | UA1403 | United Airlines | 3h 7m | Orlando International Airport — O'Hare International Airport | Select dates |
| 14:49 | 16:57 | sat | NK1114 | Spirit Airlines | 3h 8m | Orlando International Airport — O'Hare International Airport | Select dates |
| 14:52 | 17:04 | mon, tue, wed, thu, fri, sun | AA3031 | American Airlines | 3h 12m | Orlando International Airport — O'Hare International Airport | Select dates |
| 14:52 | 17:00 | sat | AA3031 | American Airlines | 3h 8m | Orlando International Airport — O'Hare International Airport | Select dates |
| 14:55 | 16:45 | sun | WN1788 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 15:08 | 16:51 | mon, fri | G42971 | Allegiant Air | 2h 43m | Orlando Sanford International Airport — Chicago Rockford International Airport | Select dates |
| 15:09 | 16:51 | mon | G42949 | Allegiant Air | 2h 42m | Orlando Sanford International Airport — Chicago Rockford International Airport | Select dates |
| 15:20 | 17:15 | tue, wed | WN4028 | Southwest Airlines | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 15:30 | 17:25 | mon, thu, fri | WN1788 | Southwest Airlines | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 15:45 | 17:55 | mon, tue, wed, thu, fri, sun | WN1320 | Southwest Airlines | 3h 10m | Orlando International Airport — O'Hare International Airport | Select dates |
| 15:49 | 17:58 | mon, fri | NK1114 | Spirit Airlines | 3h 9m | Orlando International Airport — O'Hare International Airport | Select dates |
| 15:55 | 17:50 | sat | WN1788 | Southwest Airlines | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 16:10 | 18:16 | tue, wed | UA1828 | United Airlines | 3h 6m | Orlando International Airport — O'Hare International Airport | Select dates |
| 16:10 | 18:20 | fri | UA1828 | United Airlines | 3h 10m | Orlando International Airport — O'Hare International Airport | Select dates |
| 16:10 | 18:24 | tue, fri, sat, sun | UA1828 | United Airlines | 3h 14m | Orlando International Airport — O'Hare International Airport | Select dates |
| 16:11 | 18:25 | thu, fri | UA1828 | United Airlines | 3h 14m | Orlando International Airport — O'Hare International Airport | Select dates |
| 16:11 | 18:28 | wed | UA1828 | United Airlines | 3h 17m | Orlando International Airport — O'Hare International Airport | Select dates |
| 16:15 | 18:20 | daily | UA1828 | United Airlines | 3h 5m | Orlando International Airport — O'Hare International Airport | Select dates |
| 16:15 | 18:25 | mon, tue, wed, thu | UA1828 | United Airlines | 3h 10m | Orlando International Airport — O'Hare International Airport | Select dates |
| 16:15 | 18:10 | tue, wed | WN3255 | Southwest Airlines | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 17:00 | 18:55 | sat | WN3724 | Southwest Airlines | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 17:35 | 19:44 | daily | AA2153 | American Airlines | 3h 9m | Orlando International Airport — O'Hare International Airport | Select dates |
| 17:40 | 19:19 | mon, fri | G41287 | Allegiant Air | 2h 39m | Orlando Sanford International Airport — Chicago Rockford International Airport | Select dates |
| 17:45 | 19:45 | mon, thu, fri | WN3724 | Southwest Airlines | 3h 0m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 18:20 | 20:15 | sun | WN3724 | Southwest Airlines | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 18:20 | 20:28 | wed | NK1114 | Spirit Airlines | 3h 8m | Orlando International Airport — O'Hare International Airport | Select dates |
| 19:08 | 21:25 | mon, tue, wed, thu, fri, sun | AA1247 | American Airlines | 3h 17m | Orlando International Airport — O'Hare International Airport | Select dates |
| 19:20 | 21:30 | sat | WN579 | Southwest Airlines | 3h 10m | Orlando International Airport — O'Hare International Airport | Select dates |
| 19:26 | 21:32 | sat | AA1247 | American Airlines | 3h 6m | Orlando International Airport — O'Hare International Airport | Select dates |
| 20:00 | 21:50 | sun | WN255 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 20:10 | 22:00 | sat | WN3726 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 20:15 | 22:05 | mon, thu, fri | WN3726 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 21:03 | 23:11 | tue | NK1114 | Spirit Airlines | 3h 8m | Orlando International Airport — O'Hare International Airport | Select dates |
| 21:15 | 22:48 | mon, tue, wed, thu | 5X1327 | UPS | 2h 33m | Orlando International Airport — Chicago Rockford International Airport | Select dates |
| 21:18 | 23:31 | mon, fri | F92791 | Frontier (Martillo the Bonnethead Shark Livery) | 3h 13m | Orlando International Airport — O'Hare International Airport | Select dates |
| 21:19 | 23:27 | sat | NK1369 | Spirit Airlines | 3h 8m | Orlando International Airport — O'Hare International Airport | Select dates |
| 21:50 | 23:40 | fri | WN2634 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 21:55 | 23:45 | tue, wed | WN3726 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 23:50 | 01:54 | mon, tue | UA3904 | United Airlines | 3h 4m | Orlando International Airport — O'Hare International Airport | Select dates |