Using the online timetable is an easy way to look at all the direct flights Orlando — Chicago
335 flights in a week
Departure and arrival times are local (Orlando and Chicago)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 06:00 | 08:03 | sat | F91457 | Frontier (Marshall the Ring-tailed Cat Livery) | 3h 3m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 06:00 | 08:04 | sat, sun | NK568 | Spirit Airlines | 3h 4m | Orlando International Airport — O'Hare International Airport | Select dates |
| 06:25 | 08:15 | sat | WN1423 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 06:25 | 08:44 | mon | F93043 | Frontier (Marshall the Ring-tailed Cat Livery) | 3h 19m | Orlando International Airport — O'Hare International Airport | Select dates |
| 06:30 | 08:30 | sat | WN1037 | Southwest Airlines | 3h 0m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 06:30 | 08:49 | fri | F93043 | Frontier (Marshall the Ring-tailed Cat Livery) | 3h 19m | Orlando International Airport — O'Hare International Airport | Select dates |
| 06:35 | 08:23 | wed | G42974 | Allegiant Air | 2h 48m | Orlando Sanford International Airport — Chicago Rockford International Airport | Select dates |
| 06:40 | 08:50 | daily | AA938 | American Airlines | 3h 10m | Orlando International Airport — O'Hare International Airport | Select dates |
| 06:45 | 08:45 | mon, thu, fri | WN1037 | Southwest Airlines | 3h 0m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 06:52 | 08:59 | mon | AA938 | American Airlines | 3h 7m | Orlando International Airport — O'Hare International Airport | Select dates |
| 06:55 | 08:45 | mon, thu, fri | WN1423 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 07:10 | 09:26 | thu, fri, sat, sun | UA2673 | United Airlines | 3h 16m | Orlando International Airport — O'Hare International Airport | Select dates |
| 07:15 | 09:21 | daily | UA2673 | United Airlines | 3h 6m | Orlando International Airport — O'Hare International Airport | Select dates |
| 07:15 | 09:15 | tue, wed | WN1037 | Southwest Airlines | 3h 0m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 07:15 | 09:25 | mon, thu | UA2673 | United Airlines | 3h 10m | Orlando International Airport — O'Hare International Airport | Select dates |
| 07:20 | 09:20 | sun | WN1544 | Southwest Airlines | 3h 0m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 07:20 | 09:36 | mon, fri | UA2673 | United Airlines | 3h 16m | Orlando International Airport — O'Hare International Airport | Select dates |
| 07:20 | 09:29 | tue, thu, fri, sat | UA2673 | United Airlines | 3h 9m | Orlando International Airport — O'Hare International Airport | Select dates |
| 07:24 | 09:40 | sun | UA2673 | United Airlines | 3h 16m | Orlando International Airport — O'Hare International Airport | Select dates |
| 07:30 | 09:33 | daily | UA2673 | United Airlines | 3h 3m | Orlando International Airport — O'Hare International Airport | Select dates |
| 07:30 | 09:39 | mon, tue, fri, sat, sun | NK568 | Spirit Airlines | 3h 9m | Orlando International Airport — O'Hare International Airport | Select dates |
| 07:30 | 09:44 | wed | NK568 | Spirit Airlines | 3h 14m | Orlando International Airport — O'Hare International Airport | Select dates |
| 07:45 | 09:59 | mon, tue, wed, fri, sat | NK568 | Spirit Airlines | 3h 14m | Orlando International Airport — O'Hare International Airport | Select dates |
| 07:55 | 09:50 | sat | WN1544 | Southwest Airlines | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 07:59 | 10:13 | thu, sun | NK568 | Spirit Airlines | 3h 14m | Orlando International Airport — O'Hare International Airport | Select dates |
| 08:00 | 09:50 | tue, wed | WN1386 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 08:10 | 10:00 | sun | WN2765 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 08:20 | 10:15 | mon, thu, fri | WN1544 | Southwest Airlines | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 08:29 | 10:40 | wed | F93043 | Frontier (Marshall the Ring-tailed Cat Livery) | 3h 11m | Orlando International Airport — O'Hare International Airport | Select dates |
| 09:25 | 11:20 | sun | WN432 | Southwest Airlines | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 09:40 | 11:50 | daily | UA2341 | United Airlines | 3h 10m | Orlando International Airport — O'Hare International Airport | Select dates |
| 09:50 | 11:45 | mon, thu, sun | WN432 | Southwest Airlines | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 09:50 | 11:40 | mon, thu, fri | WN1386 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 09:52 | 12:05 | sat | UA356 | United Airlines | 3h 13m | Orlando International Airport — O'Hare International Airport | Select dates |
| 09:55 | 11:55 | tue, wed | WN1544 | Southwest Airlines | 3h 0m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 10:00 | 11:50 | sat | WN3673 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 10:27 | 12:28 | mon | F91457 | Frontier (Marshall the Ring-tailed Cat Livery) | 3h 1m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 10:30 | 12:31 | mon, fri | F91457 | Frontier (Marshall the Ring-tailed Cat Livery) | 3h 1m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 10:30 | 12:24 | thu | F93853 | Frontier (Marshall the Ring-tailed Cat Livery) | 2h 54m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 10:35 | 12:25 | tue, wed | WN3673 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 10:40 | 12:40 | sat | WN432 | Southwest Airlines | 3h 0m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 10:45 | 12:42 | sat | UA3890 | United Airlines | 2h 57m | Orlando International Airport — O'Hare International Airport | Select dates |
| 10:47 | 13:00 | wed | UA2207 | United Airlines | 3h 13m | Orlando International Airport — O'Hare International Airport | Select dates |
| 10:57 | 13:10 | mon, tue, thu, fri, sat, sun | UA2207 | United Airlines | 3h 13m | Orlando International Airport — O'Hare International Airport | Select dates |
| 11:00 | 13:05 | mon, tue, wed, fri, sun | WN2085 | Southwest Airlines | 3h 5m | Orlando International Airport — O'Hare International Airport | Select dates |
| 11:32 | 13:35 | mon, wed, thu, fri, sat, sun | AA3031 | American Airlines | 3h 3m | Orlando International Airport — O'Hare International Airport | Select dates |
| 11:36 | 13:48 | mon, tue, wed, thu, fri, sun | NK1505 | Spirit Airlines | 3h 12m | Orlando International Airport — O'Hare International Airport | Select dates |
| 11:40 | 13:35 | tue, wed, thu, fri, sun | WN2810 | Southwest Airlines | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 11:40 | 13:25 | sat | WN2838 | Southwest Airlines | 2h 45m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 11:45 | 13:40 | sat | WN2810 | Southwest Airlines | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 11:45 | 13:50 | sun | AA1462 | American Airlines | 3h 5m | Orlando International Airport — O'Hare International Airport | Select dates |
| 12:10 | 14:05 | mon, thu, fri | WN2810 | Southwest Airlines | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 12:15 | 14:25 | sat | WN350 | Southwest Airlines | 3h 10m | Orlando International Airport — O'Hare International Airport | Select dates |
| 12:30 | 14:20 | mon, fri | WN2905 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 12:30 | 14:40 | daily | UA2475 | United Airlines | 3h 10m | Orlando International Airport — O'Hare International Airport | Select dates |
| 12:40 | 14:35 | sun | WN2810 | Southwest Airlines | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 12:43 | 14:58 | sat | F93043 | Frontier (Marshall the Ring-tailed Cat Livery) | 3h 15m | Orlando International Airport — O'Hare International Airport | Select dates |
| 13:00 | 14:59 | fri | SY8718 | Sun Country Airlines | 2h 59m | Orlando International Airport — O'Hare International Airport | Select dates |
| 13:45 | 15:35 | sat | WN2765 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 13:50 | 16:02 | sun | F93043 | Frontier (Marshall the Ring-tailed Cat Livery) | 3h 12m | Orlando International Airport — O'Hare International Airport | Select dates |
| 13:51 | 15:59 | mon, fri | NK1505 | Spirit Airlines | 3h 8m | Orlando International Airport — O'Hare International Airport | Select dates |
| 13:59 | 16:10 | daily | NK223 | Spirit Airlines | 3h 11m | Orlando International Airport — O'Hare International Airport | Select dates |
| 14:00 | 15:50 | tue, wed | WN1423 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 14:01 | 16:18 | thu | F93043 | Frontier (Marshall the Ring-tailed Cat Livery) | 3h 17m | Orlando International Airport — O'Hare International Airport | Select dates |
| 14:15 | 16:05 | sun | WN1270 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 14:15 | 16:15 | sat | F93853 | Frontier (Marshall the Ring-tailed Cat Livery) | 3h 0m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 14:20 | 16:30 | tue, wed, sat | UA2718 | United Airlines | 3h 10m | Orlando International Airport — O'Hare International Airport | Select dates |
| 14:25 | 16:29 | fri | AA2142 | American Airlines | 3h 4m | Orlando International Airport — O'Hare International Airport | Select dates |
| 14:25 | 16:36 | mon, tue, wed, thu, fri | AA2142 | American Airlines | 3h 11m | Orlando International Airport — O'Hare International Airport | Select dates |
| 14:25 | 16:35 | mon, wed, thu | UA1403 | United Airlines | 3h 10m | Orlando International Airport — O'Hare International Airport | Select dates |
| 14:40 | 16:40 | tue, wed | WN1270 | Southwest Airlines | 3h 0m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 14:40 | 16:48 | sat | AA2142 | American Airlines | 3h 8m | Orlando International Airport — O'Hare International Airport | Select dates |
| 14:41 | 16:49 | tue, wed, fri, sat | NK223 | Spirit Airlines | 3h 8m | Orlando International Airport — O'Hare International Airport | Select dates |
| 14:45 | 16:35 | sat | WN6556 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 14:46 | 16:49 | mon, thu, fri, sun | AA2142 | American Airlines | 3h 3m | Orlando International Airport — O'Hare International Airport | Select dates |
| 14:50 | 16:40 | sun | WN577 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 15:00 | 17:10 | tue | AA2142 | American Airlines | 3h 10m | Orlando International Airport — O'Hare International Airport | Select dates |
| 15:07 | 16:49 | mon | G42949 | Allegiant Air | 2h 42m | Orlando Sanford International Airport — Chicago Rockford 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 |
| 15:27 | 17:09 | fri | G42949 | Allegiant Air | 2h 42m | Orlando Sanford International Airport — Chicago Rockford International Airport | Select dates |
| 15:40 | 17:30 | sat | WN6542 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 15:40 | 17:45 | tue, wed, sat | AA2142 | American Airlines | 3h 5m | Orlando International Airport — O'Hare International Airport | Select dates |
| 15:50 | 17:55 | mon, tue, wed, thu | WN2109 | Southwest Airlines | 3h 5m | Orlando International Airport — O'Hare International Airport | Select dates |
| 15:55 | 17:45 | sat | WN577 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 16:02 | 17:44 | mon, fri | G42920 | Allegiant Air | 2h 42m | Orlando Sanford International Airport — Chicago Rockford International Airport | Select dates |
| 16:10 | 18:16 | tue, wed | UA1828 | United Airlines | 3h 6m | Orlando International Airport — O'Hare International Airport | Select dates |
| 16:15 | 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 |
| 16:24 | 18:34 | wed, thu, fri | AA2142 | American Airlines | 3h 10m | Orlando International Airport — O'Hare International Airport | Select dates |
| 16:35 | 18:30 | wed | WN1412 | Southwest Airlines | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 16:35 | 18:25 | tue | WN2905 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 16:45 | 18:35 | mon, thu, fri | WN3719 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 17:20 | 19:30 | sat | AA1247 | American Airlines | 3h 10m | Orlando International Airport — O'Hare International Airport | Select dates |
| 17:26 | 19:29 | sun | F91457 | Frontier (Marshall the Ring-tailed Cat Livery) | 3h 3m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 17:30 | 19:34 | sat | AA1247 | American Airlines | 3h 4m | Orlando International Airport — O'Hare International Airport | Select dates |
| 17:30 | 19:39 | tue | AA1247 | American Airlines | 3h 9m | Orlando International Airport — O'Hare International Airport | Select dates |
| 17:32 | 19:35 | mon, fri | F91457 | Frontier (Marshall the Ring-tailed Cat Livery) | 3h 3m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 17:32 | 19:43 | wed, thu | AA1247 | American Airlines | 3h 11m | Orlando International Airport — O'Hare International Airport | Select dates |
| 17:34 | 19:35 | wed, thu, sun | F91457 | Frontier (Marshall the Ring-tailed Cat Livery) | 3h 1m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 17:34 | 19:43 | mon, thu, sat, sun | AA1247 | American Airlines | 3h 9m | Orlando International Airport — O'Hare International Airport | Select dates |
| 17:41 | 19:45 | fri | AA1247 | American Airlines | 3h 4m | Orlando International Airport — O'Hare International Airport | Select dates |
| 17:42 | 19:45 | daily | AA1247 | American Airlines | 3h 3m | Orlando International Airport — O'Hare International Airport | Select dates |
| 17:45 | 19:35 | sun | WN1156 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 17:46 | 19:47 | sat | F91457 | Frontier (Marshall the Ring-tailed Cat Livery) | 3h 1m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 17:50 | 19:45 | sat | WN1265 | Southwest Airlines | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 17:50 | 20:02 | sat | AA1247 | American Airlines | 3h 12m | Orlando International Airport — O'Hare International Airport | Select dates |
| 17:54 | 19:55 | fri | F91457 | Frontier (Marshall the Ring-tailed Cat Livery) | 3h 1m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 17:55 | 20:03 | daily | NK2541 | Spirit Airlines | 3h 8m | Orlando International Airport — O'Hare International Airport | Select dates |
| 18:00 | 20:07 | sun | AA1247 | American Airlines | 3h 7m | Orlando International Airport — O'Hare International Airport | Select dates |
| 18:05 | 20:16 | daily | UA2000 | United Airlines | 3h 11m | Orlando International Airport — O'Hare International Airport | Select dates |
| 18:05 | 19:55 | mon, thu, fri | WN4791 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 18:09 | 20:19 | sun | UA2000 | United Airlines | 3h 10m | Orlando International Airport — O'Hare International Airport | Select dates |
| 18:10 | 20:05 | mon, thu, fri | WN3212 | Southwest Airlines | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 18:14 | 20:25 | wed, thu, sat | UA2000 | United Airlines | 3h 11m | Orlando International Airport — O'Hare International Airport | Select dates |
| 18:15 | 20:25 | mon, tue, wed, thu, sat | UA2000 | United Airlines | 3h 10m | Orlando International Airport — O'Hare International Airport | Select dates |
| 18:18 | 20:25 | wed | UA2000 | United Airlines | 3h 7m | Orlando International Airport — O'Hare International Airport | Select dates |
| 18:25 | 20:15 | tue, wed | WN897 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 18:34 | 20:43 | tue, thu, sun | NK1518 | Spirit Airlines | 3h 9m | Orlando International Airport — O'Hare International Airport | Select dates |
| 18:45 | 20:40 | sat | WN2711 | Southwest Airlines | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 18:45 | 20:35 | sat | WN4791 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 19:15 | 21:25 | wed | AA1247 | American Airlines | 3h 10m | Orlando International Airport — O'Hare International Airport | Select dates |
| 19:20 | 21:30 | mon, thu, fri, sat, sun | UA1866 | United Airlines | 3h 10m | Orlando International Airport — O'Hare International Airport | Select dates |
| 19:25 | 21:30 | sat | WN3463 | Southwest Airlines | 3h 5m | Orlando International Airport — O'Hare International Airport | Select dates |
| 19:27 | 21:36 | mon, tue, wed, thu, fri, sun | AA3183 | American Airlines | 3h 9m | Orlando International Airport — O'Hare International Airport | Select dates |
| 19:50 | 21:40 | sun | WN897 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 20:15 | 22:05 | tue, wed | WN1156 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 20:50 | 22:40 | thu, fri | WN1156 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 21:05 | 23:00 | tue, wed | WN4985 | Southwest Airlines | 2h 55m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 21:15 | 22:50 | thu | 5X1327 | UPS | 2h 35m | Orlando International Airport — Chicago Rockford International Airport | Select dates |
| 21:15 | 22:37 | wed | 5X1327 | UPS | 2h 22m | Orlando International Airport — Chicago Rockford International Airport | Select dates |
| 21:15 | 22:20 | tue | 5X1327 | UPS | 2h 5m | Orlando International Airport — Chicago Rockford International Airport | Select dates |
| 21:15 | 22:51 | mon | 5X1327 | UPS | 2h 36m | Orlando International Airport — Chicago Rockford International Airport | Select dates |
| 21:15 | 22:42 | mon, tue, thu | 5X1327 | UPS | 2h 27m | Orlando International Airport — Chicago Rockford 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 |
| 21:15 | 22:47 | mon | 5X1327 | UPS | 2h 32m | Orlando International Airport — Chicago Rockford International Airport | Select dates |
| 21:20 | 23:05 | sun | WN2711 | Southwest Airlines | 2h 45m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 21:23 | 23:32 | mon, thu, fri, sat, sun | F92791 | Frontier (Marshall the Ring-tailed Cat Livery) | 3h 9m | Orlando International Airport — O'Hare International Airport | Select dates |
| 21:30 | 23:20 | mon, thu, fri | WN4985 | Southwest Airlines | 2h 50m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 21:55 | 23:40 | sun | WN2286 | Southwest Airlines | 2h 45m | Orlando International Airport — Chicago Midway International Airport | Select dates |
| 23:27 | 00:50 | sat | UA2088 | United Airlines | 2h 22m | Orlando International Airport — O'Hare International Airport | Select dates |