A sample of one-way prices for one traveler from Roame’s fare cache. Points, fees, and seats describe the same observation. Availability can change; confirm with the loyalty program before transferring points.
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Did you mean Flights from Chicago to Fort Myers?
Fort Myers
United StatesRSW
Southwest Florida International Airport
Chicago
United StatesMDW
Chicago Midway International Airport
Southwest Florida International Airport (RSW) serves Fort Myers; Chicago Midway International Airport (MDW) serves Chicago.
The airports are 1,107 miles apart by great-circle distance.
Roame's current schedule feed shows nonstop service from RSW to MDW.
Marketing airlines listed in the current schedule, including codeshare sellers, are Southwest Airlines (WN). This list does not identify the operating airline for each flight; check the flight details before booking.
Published schedule dates span Oct 1, 2026 – Jun 2, 2027.
These are marketing airlines, including codeshare sellers. This list does not identify the operating airline for each flight; check the flight details before booking.
Southwest Florida International Airport (RSW) is the origin airport and Chicago Midway International Airport (MDW) is the destination airport.
RSW and MDW are approximately 1,107 miles apart by great-circle distance.
Yes. Roame's current schedule feed shows nonstop service from RSW to MDW.
Marketing airlines listed in the current schedule, including codeshare sellers, are Southwest Airlines (WN). This list does not identify the operating airline for each flight; check the flight details before booking.
Aircraft listed in the current schedule include Boeing 737-800 Winglets (73H), Boeing 737 MAX 8 (7M8), 7S7 and JET.