Flight Schedules

Last Updated: Tue, 2 Apr, 2024

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        • M
        • T
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        • S
      • 14:00 - 18:06
        GCM - ORD
      • 14:00 (GCM)Grand Cayman Island Airport
      • 18:06 (ORD)Chicago O'Hare International Airport
      • United Airlines (UA 799)Boeing 737 800
      • 4h 06m
      • Direct
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Boeing 737 800

      Connecting Flights

      • 13:15 - 15:50
        GCM - FLL
        19:05 - 21:15
        FLL - MDW
      • 13:15 (GCM)Grand Cayman Island Airport
        19:05 (FLL)Fort Lauderdale/Hollywood Intl Airport
      • 15:50 (FLL)Fort Lauderdale/Hollywood Intl Airport
        21:15 (MDW)Chicago Midway Airport
      • (WN 1216)Boeing 737 700
        (WN 3107)Boeing 737 Max 8 Passenger
      • 8h (3h 15m)
      • FLL Miami 3h 15m
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 13:15 - 15:50
        GCM - FLL
        19:10 - 21:20
        FLL - MDW
      • 13:15 (GCM)Grand Cayman Island Airport
        19:10 (FLL)Fort Lauderdale/Hollywood Intl Airport
      • 15:50 (FLL)Fort Lauderdale/Hollywood Intl Airport
        21:20 (MDW)Chicago Midway Airport
      • (WN 1216)Boeing 737 700
        (WN 3107)Boeing 737 Max 8 Passenger
      • 8h 05m (3h 20m)
      • FLL Miami 3h 20m
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 13:15 - 15:50
        GCM - FLL
        19:10 - 21:25
        FLL - MDW
      • 13:15 (GCM)Grand Cayman Island Airport
        19:10 (FLL)Fort Lauderdale/Hollywood Intl Airport
      • 15:50 (FLL)Fort Lauderdale/Hollywood Intl Airport
        21:25 (MDW)Chicago Midway Airport
      • (WN 1216)Boeing 737 700
        (WN 3107)Boeing 737 800
      • 8h 10m (3h 20m)
      • FLL Miami 3h 20m
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • 20:20 - 21:40
        MCI - MDW
        13:15 - 15:50
        GCM - FLL
      • 20:20 (MCI)Kansas City International Airport
        13:15 (GCM)Grand Cayman Island Airport
      • 21:40 (MDW)Chicago Midway Airport
        15:50 (FLL)Fort Lauderdale/Hollywood Intl Airport
      • (WN 3312)Boeing 737 800
        (WN 1216)Boeing 737 700
      • 8h 25m (2h 10m)
      • MDW Chicago 2h 10m
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 21:10 - 22:20
        BWI - ORD
        13:15 - 15:50
        GCM - FLL
      • 21:10 (BWI)Baltimore Washington International Airport
        13:15 (GCM)Grand Cayman Island Airport
      • 22:20 (ORD)Chicago O'Hare International Airport
        15:50 (FLL)Fort Lauderdale/Hollywood Intl Airport
      • (WN 5289)Boeing 737 800
        (WN 1216)Boeing 737 700
      • 9h 05m (2h 50m)
      • ORD Chicago 2h 50m
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 21:20 - 22:40
        MCI - MDW
        13:15 - 15:50
        GCM - FLL
      • 21:20 (MCI)Kansas City International Airport
        13:15 (GCM)Grand Cayman Island Airport
      • 22:40 (MDW)Chicago Midway Airport
        15:50 (FLL)Fort Lauderdale/Hollywood Intl Airport
      • (WN 282)Boeing 737 700
        (WN 1216)Boeing 737 700
      • 9h 25m (3h 10m)
      • MDW Chicago 3h 10m
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • 21:50 - 22:45
        ATL - MDW
        13:15 - 15:50
        GCM - FLL
      • 21:50 (ATL)Atlanta Hartsfield-Jackson Intl Airport
        13:15 (GCM)Grand Cayman Island Airport
      • 22:45 (MDW)Chicago Midway Airport
        15:50 (FLL)Fort Lauderdale/Hollywood Intl Airport
      • (WN 1245)Boeing 737 800
        (WN 1216)Boeing 737 700
      • 9h 30m (3h 55m)
      • MDW Chicago 3h 55m
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 14:00 - 16:35
        GCM - FLL
        19:00 - 21:15
        FLL - MDW
      • 14:00 (GCM)Grand Cayman Island Airport
        19:00 (FLL)Fort Lauderdale/Hollywood Intl Airport
      • 16:35 (FLL)Fort Lauderdale/Hollywood Intl Airport
        21:15 (MDW)Chicago Midway Airport
      • (WN 1216)Boeing 737 700
        (WN 3107)Boeing 737 Max 8 Passenger
      • 7h 15m (2h 25m)
      • FLL Miami 2h 25m
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      No Schedules Sorry, there are no schedules matching your filters. Try removing one. reset
      What’s the fastest flight time from Grand Cayman Island to Chicago?

      The fastest flight time for direct flights from Grand Cayman Island to Chicago is 4 hours 6 minutes. Check latest flight schedules & prices on Wego.

      How far is Chicago from Grand Cayman Island?

      The flight distance between Grand Cayman Island and Chicago is 2580km. Check all available flights on Wego.

      When is the earliest and latest flight of the day?

      The earliest flight of the day departs at 13:15. The last flight of the day departs at 13:15. See the full list of flight times on Wego.

      How many airlines offer direct flights from Grand Cayman Island to Chicago?

      There are 1 airlines that offer direct flights from Grand Cayman Island to Chicago. Find out the list of airlines on Wego.

      All Airports in Grand Cayman Island

      Grand Cayman Island Airport

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