Flight Routes from Jacksonville, Florida to Chicago Midway

Compare cheap outbound and return flights from Jacksonville, Florida (JAX) to Chicago Midway (MDW) and find the best offer from numerous airlines and travel agencies.

Trip type
Fastest flight
non-stop flights
8x / week
Flight distance
1,369 km
Time difference

Flight schedule from Jacksonville, Florida (JAX) to Chicago Midway (MDW)

Select a travel date in the flight schedule for the route from Jacksonville, Florida (JAX) to Chicago Midway (MDW) and compare affordable flight deals.

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Matching outbound flightsJAX–MDW · 5 of 5
fromto
dep.arr.
durationstopovers
  1. September 20 – 26, 2026
  2. Sep 27 – Oct 3, 2026
  3. October 4 – 10, 2026
    1. JAXMDW
      nonstop
      1. Southwest Airlines
    2. JAXMDW
      nonstop
      1. Southwest Airlines
    3. JAXMDW
      nonstop
      1. Southwest Airlines
    4. JAXMDW
      nonstop
      1. Southwest Airlines
    5. JAXMDW
      nonstop
      1. Southwest Airlines

      Important flight information

      Discover more flights around Jacksonville, Florida and Chicago Midway

      Departure airport Airport Jacksonville, Florida (JAX)
      Arrival airport Airport Chicago Midway International Airport, IL (MDW)
      Destination country Flights to United States
      Departure airport - Destination country Jacksonville, Florida - United States
      Departure airport - City-Code Jacksonville, Florida - Chicago
      Alternative flights to Chicago Midway