Flight Routes from Key West to Chicago

Compare cheap outbound and return flights from Key West (EYW) to Chicago (CHI) and find the best offer from numerous airlines and travel agencies.

Trip type
Fastest flight
non-stop flights
6x / week
Flight distance
2,004 km
Time difference
Airports in Chicago
  1. O'Hare International Airport, IL
  2. Midway International Airport, IL
  3. Rockford, IL

Flight schedule from Key West (EYW) to Chicago (CHI)

Select a travel date in the flight schedule for the route from Key West (EYW) to Chicago (CHI) and compare affordable flight deals.

offers
Active filtersnone
Matching outbound flights2 of 2
fromto
dep.arr.
durationstopovers
  1. September 13 – 19, 2026
  2. September 20 – 26, 2026
  3. Sep 27 – Oct 3, 2026
    1. EYWORD
      nonstop
      1. United Airlines
    2. EYWORD
      nonstop
      1. United Airlines

      Important flight information

      Discover more flights around Key West and Chicago

      Departure airport Airport Key West-FL (EYW)
      Arrival airport Airport Chicago-IL, all airports (CHI)
      Destination country Flights to United States
      Departure airport - Destination country Key West-FL - United States
      Alternative flights to Chicago
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