Direct flights from Fort Myers to Chicago
20 nonstop flights a week on 1 airline. Zero layovers — one hop from RSW to MDW.
Flight time: about 2h28m 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 SWA1243 | 5:29a | 2h31m | Thu–Fri |
| Southwest SWA1243 | 5:55a | 2h35m | Mon |
| Southwest SWA1439 | 7:22a | 2h25m | Tue–Wed |
| Southwest SWA3665 | 7:27a | 2h25m | Sun |
| Southwest SWA4120 | 7:41a | 2h23m | Sat |
| Southwest SWA3469 | 11:50a | 2h36m | Mon |
| Southwest SWA3469 | 12:03p | 2h29m | Thu |
| Southwest SWA3469 | 12:05p | 2h25m | Fri |
| Southwest SWA3469 | 12:21p | 2h30m | Tue–Wed |
| Southwest SWA3469 | 12:48p | 2h19m | Sat |
| Southwest SWA3398 | 5:46p | 2h27m | Sun |
| Southwest SWA4120 | 5:59p | 2h32m | Thu–Fri |
| Southwest SWA4120 | 6:24p | 2h33m | Mon |
| Southwest SWA4085 | 6:41p | 2h19m | Sat |
| Southwest SWA4120 | 6:41p | 2h28m | Tue |
| Southwest SWA4120 | 6:47p | 2h26m | Wed |
Southwest
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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 20 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 July 2026 from observed departures.
Route data updated July 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 2h28m 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 2h28m.