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Direct flights from Chicago to Fort Myers

Did you mean Flights from Fort Myers to Chicago?

Flightmap/Flights from MDW/MDW to RSW

Chicago

United States

MDW

Chicago Midway International Airport

Fort Myers

United States

RSW

Southwest Florida International Airport

Route
Nonstop service available
Distance
1,107 miles
Marketing airlines
1 airline
Aircraft
3 aircraft types
Dates
Oct 19, 2026 – Aug 2, 2027

Observed award fares

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.

Departure window: 2026-10-23 – 2026-11-21.

No recent fares appear in this limited preview. This does not mean the route is sold out. Use the search controls to check other dates and routes.

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Explore these airports and cities

  • Flights from MDW
  • Flights to RSW
  • Award flights to Chicago

Chicago to Fort Myers route overview

Chicago Midway International Airport (MDW) serves Chicago; Southwest Florida International Airport (RSW) serves Fort Myers.

The airports are 1,107 miles apart by great-circle distance.

Roame's current schedule feed shows nonstop service from MDW to RSW.

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 19, 2026 – Aug 2, 2027.

Marketing airlines on the Chicago to Fort Myers route

These are marketing airlines, including codeshare sellers. This list does not identify the operating airline for each flight; check the flight details before booking.

Aircraft flying from MDW to RSW

Frequently asked questions

Which airports serve the Chicago to Fort Myers route?

Chicago Midway International Airport (MDW) is the origin airport and Southwest Florida International Airport (RSW) is the destination airport.

How far is Fort Myers from Chicago?

MDW and RSW are approximately 1,107 miles apart by great-circle distance.

Are there direct flights from MDW to RSW?

Yes. Roame's current schedule feed shows nonstop service from MDW to RSW.

Which airlines market flights from MDW to RSW?

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.

Which aircraft fly from MDW to RSW?

Aircraft listed in the current schedule include Boeing 737-800 Winglets (73H), Boeing 737 MAX 8 (7M8) and 7S7.

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