Flight Routes from Chicago Midway to Orlando

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

Trip type
Fastest flight
non-stop flights
104x / week
Flight distance
1,597 km
Time difference

Flight schedule from Chicago Midway (MDW) to Orlando (MCO)

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

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Matching outbound flightsMDW–MCO · 27 of 27
fromto
dep.arr.
durationstopovers
  1. September 13 – 19, 2026
  2. September 20 – 26, 2026
  3. Sep 27 – Oct 3, 2026
    1. MDWMCO
      nonstop
      1. Southwest Airlines
    2. MDWMCO
      nonstop
      1. Southwest Airlines
    3. MDWMCO
      nonstop
      1. Southwest Airlines
    4. MDWMCO
      nonstop
      1. Southwest Airlines
    5. MDWMCO
      nonstop
      1. Southwest Airlines
    6. MDWMCO
      nonstop
      1. Southwest Airlines
    7. MDWMCO
      nonstop
      1. Southwest Airlines
    8. MDWMCO
      nonstop
      1. Southwest Airlines
    9. MDWMCO
      nonstop
      1. Southwest Airlines
    10. MDWMCO
      nonstop
      1. Southwest Airlines
    11. MDWMCO
      nonstop
      1. Southwest Airlines
    12. MDWMCO
      nonstop
      1. Southwest Airlines
    13. MDWMCO
      nonstop
      1. Southwest Airlines
    14. MDWMCO
      nonstop
      1. Southwest Airlines
    15. MDWMCO
      nonstop
      1. Southwest Airlines

      Important flight information

      Discover more flights around Chicago Midway and Orlando

      Departure airport Airport Chicago Midway International Airport, IL (MDW)
      Arrival airport Airport Orlando International Airport, FL (MCO)
      Destination country Flights to United States
      City-Code - Arrival airport Chicago - Orlando International Airport, FL
      Departure airport - Destination country Chicago Midway International Airport, IL - United States
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