Flight Routes from Fort Myers to Chicago Midway

Compare cheap outbound and return flights from Fort Myers (RSW) to Chicago Midway (MDW) and find the best offer from numerous airlines and travel agencies.

Trip type
Fastest flight
non-stop flights
40x / week
Flight distance
1,784 km
Time difference

Flight schedule from Fort Myers (RSW) to Chicago Midway (MDW)

Select a travel date in the flight schedule for the route from Fort Myers (RSW) to Chicago Midway (MDW) and compare affordable flight deals.

offers
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Matching outbound flights13 of 13
fromto
dep.arr.
durationstopovers
  1. September 20 – 26, 2026
  2. Sep 27 – Oct 3, 2026
  3. October 4 – 10, 2026
    1. RSWMDW
      nonstop
      1. Southwest Airlines
    2. RSWMDW
      nonstop
      1. Southwest Airlines
    3. RSWMDW
      nonstop
      1. Southwest Airlines
    4. RSWMDW
      nonstop
      1. Southwest Airlines
    5. RSWMDW
      nonstop
      1. Southwest Airlines
    6. RSWMDW
      nonstop
      1. Southwest Airlines
    7. RSWMDW
      nonstop
      1. Southwest Airlines
    8. RSWMDW
      nonstop
      1. Southwest Airlines
    9. RSWMDW
      nonstop
      1. Southwest Airlines
    10. RSWMDW
      nonstop
      1. Southwest Airlines
    11. RSWMDW
      nonstop
      1. Southwest Airlines
    12. RSWMDW
      nonstop
      1. Southwest Airlines
    13. RSWMDW
      nonstop
      1. Southwest Airlines

      Important flight information

      Discover more flights around Fort Myers and Chicago Midway

      Departure airport Airport Fort Myers-Southwest Florida Reg-FL (RSW)
      Arrival airport Airport Chicago Midway International Airport, IL (MDW)
      Destination country Flights to United States
      Departure airport - Destination country Fort Myers-Southwest Florida Reg-FL - United States
      Departure airport - City-Code Fort Myers-Southwest Florida Reg-FL - Chicago
      Alternative flights to Chicago Midway