Fort Myers to Chicago (RSW–MDW) — Airlines, Schedules & Connections
No flights match your filters.
No scheduled airline flights on this route — it's flown by charter / private operators (). No nonstop flights on this route. connecting options below.
Most recently operated nonstop flights — the month shown is when each was last scheduled. Most destinations remain reachable with a connection.
No discontinued nonstop flights on record for this route.
RSW–MDW is served by 1 airline with nonstop service. Southwest Airlines leads the route. The flight covers 1,107 miles in approximately 2h 50m. Beyond nonstop, 1-stop connecting options are also available.
Airline Landscape
| Airline | Freq/wk | Aircraft | Duration | Dep OTP | Alliance | Codeshares |
|---|---|---|---|---|---|---|
| WN Southwest Airlines | 38 | 73H, 7M8, 7S7, B38M | 2h45-2h50 | – | – |
Weekly Schedule Pattern
Connection Landscape
On-Time Performance
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 | 10 |
| Weekly flights | 39 | 4 | 18 |
| Flight time | 2h 50m | 2h 48m | 2h 39m |
| 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 39 weekly departures, this is a heavily served route.
RSW to MDW Flight Duration and Schedule
Nonstop flight time from RSW to MDW is about 2 hours 50 minutes gate to gate. The route covers a distance of 1,107 miles (1,782 km). There are approximately 39 weekly flights outbound and 38 return, totaling 77 flights per week in both directions.
Connecting Options and Alternatives
1-stop connecting options are also available, commonly via Indianapolis, Nashville and Hartsfield Jackson Atlanta. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Punta Gorda (PGD), Sarasota/Bradenton (SRQ) and Miami (OPF).