Using the online timetable is an easy way to look at all the direct flights Orlando — Chicago
216 flights in a week
Departure and arrival times are local (Orlando and Chicago)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 06:15 | 08:25 | sat | AA1402 | American Eagle | 3h 10m | Orlando International Airport — O'Hare International Airport | Select dates |
| 06:40 | 08:48 | mon, tue, thu, fri, sun | AA1585 | American Eagle | 3h 8m | Orlando International Airport — O'Hare International Airport | Select dates |
| 06:40 | 08:50 | wed | AA1585 | American Eagle | 3h 10m | Orlando International Airport — O'Hare International Airport | Select dates |
| 06:50 | 08:45 | thu, fri, sun | WN2570 | Southwest Airlines | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 07:00 | 08:55 | sat | WN2570 | Southwest Airlines | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 07:00 | 09:10 | sat | AA1585 | American Eagle | 3h 10m | Orlando International Airport — O'Hare International Airport | Select dates |
| 07:25 | 09:20 | mon, tue, wed, thu, fri | WN1674 | Southwest Airlines | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 08:00 | 09:52 | mon, fri | G41279 | Allegiant Air | 2h 52m | Orlando Sanford International Airport — Chicago Rockford International Airport | Select dates |
| 08:05 | 09:53 | mon | G42946 | Allegiant Air | 2h 48m | Orlando Sanford International Airport — Chicago Rockford International Airport | Select dates |
| 08:09 | 10:35 | fri | F93043 | Frontier (D&A the Hispaniolan Parakeets Livery) | 3h 26m | Orlando International Airport — O'Hare International Airport | Select dates |
| 08:10 | 10:20 | daily | AA3051 | American Eagle | 3h 10m | Orlando International Airport — O'Hare International Airport | Select dates |
| 08:10 | 10:00 | tue | WN2108 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 08:15 | 10:41 | mon, thu | F93043 | Frontier (D&A the Hispaniolan Parakeets Livery) | 3h 26m | Orlando International Airport — O'Hare International Airport | Select dates |
| 08:45 | 11:11 | sun | F93043 | Frontier (D&A the Hispaniolan Parakeets Livery) | 3h 26m | Orlando International Airport — O'Hare International Airport | Select dates |
| 09:05 | 11:10 | daily | WN4804 | Southwest Airlines | 3h 5m | Orlando International Airport — O'Hare International Airport | Select dates |
| 09:10 | 11:19 | mon, thu, sun | UA1097 | United Express | 3h 9m | Orlando International Airport — O'Hare International Airport | Select dates |
| 09:25 | 11:29 | daily | UA561 | United Express | 3h 4m | Orlando International Airport — O'Hare International Airport | Select dates |
| 09:25 | 11:15 | mon, tue, wed, thu, fri | WN2570 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 09:30 | 11:25 | sun | WN4664 | Southwest Airlines | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 09:30 | 11:08 | tue | SGX999 | Slate Aviation | 2h 38m | Orlando International Airport — DuPage Airport | Select dates |
| 09:50 | 11:40 | thu, fri | WN4664 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 10:04 | 12:10 | mon, tue, wed, thu, fri, sun | AA1606 | American Eagle | 3h 6m | Orlando International Airport — O'Hare International Airport | Select dates |
| 10:15 | 12:10 | sat | WN4664 | Southwest Airlines | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 10:25 | 12:33 | mon, tue, thu, fri, sat, sun | UA2341 | United Express | 3h 8m | Orlando International Airport — O'Hare International Airport | Select dates |
| 10:30 | 12:38 | wed | UA2341 | United Express | 3h 8m | Orlando International Airport — O'Hare International Airport | Select dates |
| 10:54 | 13:02 | wed | UA2207 | United Express | 3h 8m | Orlando International Airport — O'Hare International Airport | Select dates |
| 11:04 | 13:13 | wed | NK393 | Spirit Airlines | 3h 9m | Orlando International Airport — O'Hare International Airport | Select dates |
| 11:50 | 13:45 | mon, tue, wed, thu, fri | WN4968 | Southwest Airlines | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 12:17 | 14:21 | mon, tue, wed, thu, fri, sun | NK301 | Spirit Airlines | 3h 4m | Orlando International Airport — O'Hare International Airport | Select dates |
| 12:25 | 14:20 | sun | WN4661 | Southwest Airlines | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 12:30 | 14:39 | mon, tue, thu, fri, sat | UA2475 | United Express | 3h 9m | Orlando International Airport — O'Hare International Airport | Select dates |
| 12:47 | 14:55 | wed | UA2475 | United Express | 3h 8m | Orlando International Airport — O'Hare International Airport | Select dates |
| 12:55 | 14:50 | thu, fri | WN4661 | Southwest Airlines | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 13:03 | 15:10 | sat | AA3031 | American Eagle | 3h 7m | Orlando International Airport — O'Hare International Airport | Select dates |
| 13:35 | 15:30 | sat | WN4661 | Southwest Airlines | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 14:07 | 16:16 | thu, fri | UA291 | United Express | 3h 9m | Orlando International Airport — O'Hare International Airport | Select dates |
| 14:10 | 16:21 | mon, tue, wed, thu, fri, sun | AA3031 | American Eagle | 3h 11m | Orlando International Airport — O'Hare International Airport | Select dates |
| 14:18 | 16:40 | sat | F93043 | Frontier (D&A the Hispaniolan Parakeets Livery) | 3h 22m | Orlando International Airport — O'Hare International Airport | Select dates |
| 14:27 | 16:36 | daily | UA1776 | United Express | 3h 9m | Orlando International Airport — O'Hare International Airport | Select dates |
| 14:35 | 16:30 | mon, tue, wed, thu, fri | WN4661 | Southwest Airlines | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 14:40 | 16:35 | sat | WN4968 | Southwest Airlines | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 15:00 | 17:13 | mon | F92791 | Frontier (D&A the Hispaniolan Parakeets Livery) | 3h 13m | Orlando International Airport — O'Hare International Airport | Select dates |
| 15:00 | 17:08 | mon, tue, wed, thu, fri, sun | UA1630 | United Express | 3h 8m | Orlando International Airport — O'Hare International Airport | Select dates |
| 15:00 | 17:09 | sat | UA1630 | United Express | 3h 9m | Orlando International Airport — O'Hare International Airport | Select dates |
| 15:43 | 17:52 | mon, wed, thu, fri, sat, sun | NK1606 | Spirit Airlines | 3h 9m | Orlando International Airport — O'Hare International Airport | Select dates |
| 16:00 | 17:59 | thu | WN4806 | Southwest Airlines | 2h 59m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 16:20 | 18:26 | daily | UA1828 | United Express | 3h 6m | Orlando International Airport — O'Hare International Airport | Select dates |
| 16:20 | 18:27 | thu, sat | UA1828 | United Express | 3h 7m | Orlando International Airport — O'Hare International Airport | Select dates |
| 16:23 | 18:33 | sat | F92791 | Frontier (D&A the Hispaniolan Parakeets Livery) | 3h 10m | Orlando International Airport — O'Hare International Airport | Select dates |
| 16:28 | 18:39 | sat | AA2493 | American Eagle | 3h 11m | Orlando International Airport — O'Hare International Airport | Select dates |
| 16:30 | 18:38 | mon, thu, sun | UA1828 | United Express | 3h 8m | Orlando International Airport — O'Hare International Airport | Select dates |
| 16:40 | 18:50 | mon, wed, sat | UA1828 | United Express | 3h 10m | Orlando International Airport — O'Hare International Airport | Select dates |
| 16:45 | 18:40 | mon, tue, wed, thu, fri | WN1733 | Southwest Airlines | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 16:48 | 18:55 | mon, tue, wed, thu, sun | AA2484 | American Eagle | 3h 7m | Orlando International Airport — O'Hare International Airport | Select dates |
| 16:52 | 19:21 | sun | F92791 | Frontier (D&A the Hispaniolan Parakeets Livery) | 3h 29m | Orlando International Airport — O'Hare International Airport | Select dates |
| 17:28 | 19:41 | tue, wed, thu, fri, sat, sun | NK393 | Spirit Airlines | 3h 13m | Orlando International Airport — O'Hare International Airport | Select dates |
| 17:35 | 19:45 | mon, wed | AA2850 | American Eagle | 3h 10m | Orlando International Airport — O'Hare International Airport | Select dates |
| 17:45 | 19:40 | sat | WN2574 | Southwest Airlines | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 17:49 | 19:52 | thu, fri, sun | F91535 | Frontier (D&A the Hispaniolan Parakeets Livery) | 3h 3m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 17:55 | 19:58 | mon | F93853 | Frontier (D&A the Hispaniolan Parakeets Livery) | 3h 3m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 18:02 | 20:10 | tue, wed, sat, sun | AA1494 | American Eagle | 3h 8m | Orlando International Airport — O'Hare International Airport | Select dates |
| 18:15 | 20:23 | sat | UA1435 | United Express | 3h 8m | Orlando International Airport — O'Hare International Airport | Select dates |
| 18:15 | 20:24 | mon, thu, fri, sun | UA1435 | United Express | 3h 9m | Orlando International Airport — O'Hare International Airport | Select dates |
| 18:54 | 21:02 | tue, wed | AA443 | American Eagle | 3h 8m | Orlando International Airport — O'Hare International Airport | Select dates |
| 18:59 | 20:55 | thu | WN4193 | Southwest Airlines | 2h 56m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 19:35 | 21:44 | thu, fri, sun | UA2858 | United Express | 3h 9m | Orlando International Airport — O'Hare International Airport | Select dates |
| 19:35 | 21:44 | tue, wed | NK1606 | Spirit Airlines | 3h 9m | Orlando International Airport — O'Hare International Airport | Select dates |
| 19:40 | 21:50 | daily | WN897 | Southwest Airlines | 3h 10m | Orlando International Airport — O'Hare International Airport | Select dates |
| 20:20 | 22:10 | sat | WN1733 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 20:35 | 22:25 | thu, sun | WN1733 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 21:09 | 22:45 | mon, tue, wed, thu | 5X1327 | UPS | 2h 36m | Orlando International Airport — Chicago Rockford International Airport | Select dates |
| 21:09 | 22:48 | mon, tue | 5X1327 | UPS | 2h 39m | Orlando International Airport — Chicago Rockford International Airport | Select dates |
| 21:09 | 22:46 | mon, tue, wed, thu | 5X1327 | UPS | 2h 37m | Orlando International Airport — Chicago Rockford International Airport | Select dates |
| 21:40 | 23:25 | sat | WN3328 | Southwest Airlines | 2h 45m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 22:40 | 00:25 | mon, tue, fri, sun | WN3328 | Southwest Airlines | 2h 45m | Orlando International Airport — Chicago Midway International Airport | Select dates |