Direct flights from Fort Myers to Chicago
17 nonstop flights a week on 1 airline. Zero layovers — one hop from RSW to MDW.
Flight time: about 2h29m nonstop
Which days does it fly?
When does it fly?
Departure times in Fort Myers local time, from flights observed over the last 7 days.
| Flight | Departs | Duration | Days |
|---|---|---|---|
| Southwest SWA2717 | 6:52a | 2h33m | Mon, Fri |
| Southwest SWA2717 | 7:05a | 2h28m | Thu |
| Southwest SWA4418 | 7:20a | 2h29m | Tue–Wed |
| Southwest SWA4418 | 7:29a | 2h23m | Sun |
| Southwest SWA4418 | 7:44a | 2h28m | Sat |
| Southwest SWA3390 | 12:20p | 2h19m | Thu–Fri |
| Southwest SWA3390 | 12:52p | 2h24m | Mon |
| Southwest SWA4872 | 3:19p | 2h20m | Sat |
| Southwest SWA4872 | 4:30p | 2h32m | Sun |
| Southwest SWA4872 | 5:48p | 2h38m | Tue |
| Southwest SWA3394 | 5:53p | 2h32m | Fri |
| Southwest SWA4872 | 5:55p | 2h33m | Wed |
| Southwest SWA3394 | 6:35p | 2h27m | Mon |
| Southwest SWA3394 | 6:46p | 2h32m | Thu |
Southwest
Find fares 🥕
The route
One hop: RSW → MDWDrag to pan · scroll with ⌘/Ctrl to zoom · arrow keys when focused
Nonstop from Fort Myers (RSW) to Chicago (MDW)
Southwest Florida International Airport (RSW) has 17 nonstop flights a week to Chicago (MDW), operated by Southwest. No layovers, no connections — one hop out of RSW and you're there.
This route flies every day of the week, so any travel day works. Route data updated September 2026 from observed departures.
Route data updated September 2026 from observed flight departures. Schedules change — always confirm with the airline before booking.
How long is the flight from Fort Myers to Chicago?
The nonstop flight from Fort Myers (RSW) to Chicago (MDW) takes about 2h29m in the air, based on recently observed nonstop departures.
How long does it take to drive from Fort Myers to Chicago?
Driving from Fort Myers to Chicago takes about 19h 7m behind the wheel — roughly 1,302 miles, or about 2 days of real driving. The nonstop flight takes about 2h29m.