Using the online timetable is an easy way to look at all the direct flights Fort Myers — Chicago
84 flights in a week
Departure and arrival times are local (Fort Myers and Chicago)
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 06:05 | 07:55 | tue, wed | WN4339 | Southwest Airlines | 2h 50m | Southwest Florida International Airport — Chicago Midway International Airport | Select dates |
| 06:22 | 08:16 | mon, thu | NK474 | Spirit Airlines | 2h 54m | Southwest Florida International Airport — O'Hare International Airport | Select dates |
| 06:35 | 08:25 | sun | WN3785 | Southwest Airlines | 2h 50m | Southwest Florida International Airport — Chicago Midway International Airport | Select dates |
| 06:40 | 08:30 | mon, thu, fri | WN3785 | Southwest Airlines | 2h 50m | Southwest Florida International Airport — Chicago Midway International Airport | Select dates |
| 06:40 | 08:34 | mon, thu, fri, sun | NK474 | Spirit Airlines | 2h 54m | Southwest Florida International Airport — O'Hare International Airport | Select dates |
| 07:10 | 09:00 | sat | WN3785 | Southwest Airlines | 2h 50m | Southwest Florida International Airport — Chicago Midway International Airport | Select dates |
| 08:00 | 10:11 | mon | AA1047 | American Eagle | 3h 11m | Southwest Florida International Airport — O'Hare International Airport | Select dates |
| 09:10 | 11:25 | daily | UA752 | United Express | 3h 15m | Southwest Florida International Airport — O'Hare International Airport | Select dates |
| 09:10 | 11:22 | mon, tue, sun | UA2396 | United Express | 3h 12m | Southwest Florida International Airport — O'Hare International Airport | Select dates |
| 10:00 | 11:50 | tue, wed | WN324 | Southwest Airlines | 2h 50m | Southwest Florida International Airport — Chicago Midway International Airport | Select dates |
| 11:40 | 13:40 | tue, wed | WN2544 | Southwest Airlines | 3h 0m | Southwest Florida International Airport — Chicago Midway International Airport | Select dates |
| 11:40 | 13:30 | sat | WN4339 | Southwest Airlines | 2h 50m | Southwest Florida International Airport — Chicago Midway International Airport | Select dates |
| 11:43 | 13:54 | daily | AA3231 | American Eagle | 3h 11m | Southwest Florida International Airport — O'Hare International Airport | Select dates |
| 12:10 | 14:05 | mon, thu, fri | WN4339 | Southwest Airlines | 2h 55m | Southwest Florida International Airport — Chicago Midway International Airport | Select dates |
| 12:25 | 14:40 | mon, sat | UA2494 | United Express | 3h 15m | Southwest Florida International Airport — O'Hare International Airport | Select dates |
| 12:28 | 14:43 | daily | UA2494 | United Express | 3h 15m | Southwest Florida International Airport — O'Hare International Airport | Select dates |
| 12:59 | 15:13 | sat | AA3231 | American Eagle | 3h 14m | Southwest Florida International Airport — O'Hare International Airport | Select dates |
| 14:10 | 16:00 | sun | WN3864 | Southwest Airlines | 2h 50m | Southwest Florida International Airport — Chicago Midway International Airport | Select dates |
| 14:26 | 16:41 | daily | UA1967 | United Express | 3h 15m | Southwest Florida International Airport — O'Hare International Airport | Select dates |
| 14:45 | 16:59 | mon, tue, wed, thu | UA2472 | United Express | 3h 14m | Southwest Florida International Airport — O'Hare International Airport | Select dates |
| 14:45 | 16:57 | sun | UA2472 | United Express | 3h 12m | Southwest Florida International Airport — O'Hare International Airport | Select dates |
| 14:45 | 16:35 | fri | WN324 | Southwest Airlines | 2h 50m | Southwest Florida International Airport — Chicago Midway International Airport | Select dates |
| 15:50 | 18:01 | mon, tue, wed, thu, fri, sun | AA2561 | American Eagle | 3h 11m | Southwest Florida International Airport — O'Hare International Airport | Select dates |
| 16:05 | 17:55 | sat | WN324 | Southwest Airlines | 2h 50m | Southwest Florida International Airport — Chicago Midway International Airport | Select dates |
| 16:20 | 18:10 | tue, wed | WN3785 | Southwest Airlines | 2h 50m | Southwest Florida International Airport — Chicago Midway International Airport | Select dates |
| 16:35 | 18:50 | mon, tue, sat, sun | UA2738 | United Express | 3h 15m | Southwest Florida International Airport — O'Hare International Airport | Select dates |
| 17:28 | 19:39 | sat | AA2561 | American Eagle | 3h 11m | Southwest Florida International Airport — O'Hare International Airport | Select dates |
| 18:45 | 20:35 | sun | WN324 | Southwest Airlines | 2h 50m | Southwest Florida International Airport — Chicago Midway International Airport | Select dates |
| 19:10 | 21:05 | mon, thu, fri | WN2544 | Southwest Airlines | 2h 55m | Southwest Florida International Airport — Chicago Midway International Airport | Select dates |
| 21:30 | 23:20 | mon, thu, fri | WN324 | Southwest Airlines | 2h 50m | Southwest Florida International Airport — Chicago Midway International Airport | Select dates |