Flight Routes from Chicago Midway to Fort Myers

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

Trip type
Cheapest roundtrip flight
from€3,318
Fastest flight
non-stop flights
45x / week
Flight distance
1,784 km
Time difference

Cheap flight offers from Chicago Midway to Fort Myers

sorted by price and recency
  1. –
    Delta Air Lines
    –
    MDW–RSW
    1 stopover
    Delta Air Lines
    –
    RSW–MDW
    1 stopover
    €3,318

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

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

offers
Active filtersnone
Matching outbound flightsMDW–RSW · 11 of 11
fromto
dep.arr.
durationstopovers
  1. November 8 – 14, 2026
  2. November 15 – 21, 2026
  3. November 22 – 28, 2026
    1. MDWRSW
      nonstop
      1. Southwest Airlines
    2. MDWRSW
      nonstop
      1. Southwest Airlines
    3. MDWRSW
      nonstop
      1. Southwest Airlines
    4. MDWRSW
      nonstop
      1. Southwest Airlines
    5. MDWRSW
      nonstop
      1. Southwest Airlines
    6. MDWRSW
      nonstop
      1. Southwest Airlines
    7. MDWRSW
      nonstop
      1. Southwest Airlines
    8. MDWRSW
      nonstop
      1. Southwest Airlines
    9. MDWRSW
      nonstop
      1. Southwest Airlines
    10. MDWRSW
      nonstop
      1. Southwest Airlines
    11. MDWRSW
      nonstop
      1. Southwest Airlines

      Important flight information

      Discover more flights around Chicago Midway and Fort Myers

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