Fort Myers to Chicago (RSW–MDW) — Airlines, Schedules & Connections
No flights match your filters.
No nonstop flights on this route. connecting options below.
RSW–MDW is served by 1 airline with nonstop service. Southwest Airlines leads the route. The flight covers 1,107 miles in approximately 2h 42m. Beyond nonstop, 137 hubs offer 1-stop connections.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| WN Southwest Airlines | 21 | 737, 738, B38M | 2h42-3h05 | – | – |
Weekly Schedule Pattern
Connection Landscape
Other ways to reach Chicago from Fort Myers
| Metric | RSW→MDW | PGD→MDW | SRQ→MDW |
|---|---|---|---|
| Distance from RSW | – | 30 mi | 77 mi |
| Nonstop airlines | 1 | 1 | 5 |
| Weekly flights | 22 | 2 | 11 |
| Flight time | 2h 42m | 2h 56m | 2h 27m |
| Departure OTP | 100% | – | – |
Travel Essentials
RSW: EDT · MDW: CDT
When it's 6:00 PM in Fort Myers, it's 5:00 PM in Chicago.
RSW–MDW Quick Facts
Frequently Asked Questions
Flights from RSW to MDW
Southwest Florida International Airport (RSW) and Chicago Midway International Airport (MDW) are connected by nonstop service from Southwest Airlines. With 22 weekly departures, this is a well served route.
RSW to MDW Flight Duration and Schedule
Nonstop flight time from RSW to MDW ranges from 2 hours 42 minutes to 3 hours 7 minutes. The route covers a distance of 1,107 miles (1,782 km). There are approximately 22 weekly flights outbound and 22 return, totaling 44 flights per week in both directions.
Connecting Options and Alternatives
137 one-stop connections are available, with the fastest taking approximately 3 hours via CMI. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Punta Gorda (PGD), Sarasota/Bradenton (SRQ) and Miami (OPF).