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flight time from Chicago to Grand Cayman

How long is the flight time from Chicago to Grand Cayman & Schedule

Flight info.
Departure
Arrival
Weekly Schedule

  1. DL1264

    Delta Air Lines

    6:00 AM

    ORD

    2.1h

    Nonstop

    9:07 AM

    ATL

    SMTWTFS
    Search

  2. DL600

    Delta Air Lines

    9:57 AM

    ATL

    2.6h

    Nonstop

    12:35 PM

    GCM

    SMTWTFS
    Search

  3. NK001

    Spirit Airlines

    5:00 AM

    ORD

    3.2h

    Nonstop

    9:10 AM

    FLL

    SMTWTFS
    Search

  4. B61399

    Jetblue Airways

    12:10 PM

    FLL

    1.8h

    Nonstop

    1:55 PM

    GCM

    -M-W-F-
    Search

  5. AA1875

    American Airlines

    7:00 AM

    ORD

    3.3h

    Nonstop

    11:18 AM

    MIA

    SMTWTFS
    Search

  6. KX105

    Cayman Airways

    2:30 PM

    MIA

    1.6h

    Nonstop

    4:05 PM

    GCM

    SMT----
    Search

  7. F92110

    Frontier Airlines

    6:00 AM

    MDW

    3.2h

    Nonstop

    10:13 AM

    MIA

    -----FS
    Search

  8. KX2107

    Cayman Airways

    7:40 PM

    MIA

    1.6h

    Nonstop

    9:15 PM

    GCM

    -MT----
    Search

  9. AA1277

    American Airlines

    6:58 PM

    ORD

    3.3h

    Nonstop

    11:18 PM

    MIA

    SMTWTFS
    Search

  10. KX103

    Cayman Airways

    10:00 AM

    MIA

    1.6h

    Nonstop

    11:35 AM

    GCM

    S--WT-S
    Search

  11. DL2879

    Delta Air Lines

    7:55 PM

    ORD

    2.2h

    Nonstop

    11:05 PM

    ATL

    S---T-S
    Search

  12. DL600

    Delta Air Lines

    9:57 AM

    ATL

    2.6h

    Nonstop

    12:35 PM

    GCM

    SMTWTFS
    Search

  13. AA2757

    American Airlines

    8:50 PM

    ORD

    2.1h

    Nonstop

    11:58 PM

    LGA

    SMT-TFS
    Search

  14. B6765

    Jetblue Airways

    10:35 AM

    JFK

    3.9h

    Nonstop

    2:31 PM

    GCM

    S-TWTFS
    Search

  15. F92112

    Frontier Airlines

    3:06 PM

    ORD

    2.2h

    Nonstop

    6:17 PM

    PHL

    S---T--
    Search

  16. B6375

    Jetblue Airways

    7:00 AM

    PHL

    2.8h

    Nonstop

    9:47 AM

    FLL

    SMTWTFS
    Search

  17. B61399

    Jetblue Airways

    12:10 PM

    FLL

    1.8h

    Nonstop

    1:55 PM

    GCM

    -M-W-F-
    Search

  18. DL2738

    Delta Air Lines

    5:55 PM

    ORD

    2.1h

    Nonstop

    8:59 PM

    ATL

    SMTWTFS
    Search

  19. DL1295

    Delta Air Lines

    10:56 PM

    ATL

    1.9h

    Nonstop

    12:51 AM

    FLL

    SMTWTFS
    Search

  20. B61399

    Jetblue Airways

    12:10 PM

    FLL

    1.8h

    Nonstop

    1:55 PM

    GCM

    -M-W-F-
    Search

  21. DL2060

    Delta Air Lines

    5:38 PM

    MDW

    2.0h

    Nonstop

    8:41 PM

    ATL

    SMTWT-S
    Search

  22. DL1295

    Delta Air Lines

    10:56 PM

    ATL

    1.9h

    Nonstop

    12:51 AM

    FLL

    SMTWTFS
    Search

  23. B61399

    Jetblue Airways

    12:10 PM

    FLL

    1.8h

    Nonstop

    1:55 PM

    GCM

    -M-W-F-
    Search
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flight time from Chicago to Grand Cayman & Flights Info

Flight Time4 hours 21 minutes
Earliest Flight 08:45⇒13:45
Cheapest Flight Price€168

Find Cheap Flights & flight time from Chicago to Grand Cayman

  • One way
  • Round-trip
      • direct cheapest
        ORD9:24 AM
        4h 11m
        Nonstop
        GCM2:35 PM
        Chicago - Grand Cayman|Thu, Jan 1|American Airlines
        €184€216
        15% OFF
        15% OFF
        €216€184

      • ORD8:45 AM
        4h
        Nonstop
        GCM1:45 PM
        Chicago - Grand Cayman|Mon, Dec 22|United Airlines
        €195€216
        10% OFF
        10% OFF
        €216€195

      • MDW6:30 AM
        28h 5m
        1 stop
        GCM11:35 AM
        Chicago - Grand Cayman|Sun, Feb 15|Frontier Airlines
        €83€216
        62% OFF
        62% OFF
        €216€83

      • ORD6:57 PM
        20h 8m
        1 stop
        GCM4:05 PM
        Chicago - Grand Cayman|Mon, Jan 26|Spirit Airlines
        €86
        €86

      • ORD9:23 AM
        25h 12m
        1 stop
        GCM11:35 AM
        Chicago - Grand Cayman|Sun, Feb 1|Spirit Airlines
        €91
        €91

      • ORD5:15 AM
        7h 40m
        1 stop
        GCM1:55 PM
        Chicago - Grand Cayman|Sat, Jan 31|Spirit Airlines
        €92
        €92

      • MDW8:19 PM
        23h 56m
        1 stop
        GCM9:15 PM
        Chicago - Grand Cayman|Thu, Jan 15|Frontier Airlines
        €92
        €92

      • ORD5:15 AM
        7h 40m
        1 stop
        GCM1:55 PM
        Chicago - Grand Cayman|Sat, Jan 10|Spirit Airlines
        €96
        €96

      • MDW2:49 PM
        22h 6m
        2 stops
        GCM1:55 PM
        Chicago - Grand Cayman|Wed, Dec 17|Frontier Airlines
        €97
        €97

      • ORD6:57 PM
        15h 38m
        1 stop
        GCM11:35 AM
        Chicago - Grand Cayman|Thu, Jan 8|Spirit Airlines
        €98
        €98

      • ORD7:00 AM
        8h 5m
        1 stop
        GCM4:05 PM
        Chicago - Grand Cayman|Wed, Feb 25|American Airlines
        €99
        €99

      • ORD8:10 AM
        26h 25m
        1 stop
        GCM11:35 AM
        Chicago - Grand Cayman|Sun, Jan 11|American Airlines
        €100
        €100

      • CHI1:00 PM
        3h 5m
        Nonstop
        GCM2:00 PM
        Chicago - Grand Cayman|Thu, Dec 18|American Airlines
        Find More Flights
        Find More Flights

Displayed flight fares from ${{departCityName}} to ${{arrivalCityName}} are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Flights to Grand Cayman

flight time from Chicago to Grand Cayman & FAQ

  • How long does it take to fly from Chicago (CHI) to Grand Cayman (GCM) and what is the distance?

    It takes around 4 hours 2 minutes to fly from Chicago (CHI) to Grand Cayman (GCM).

  • When is the best time to book flights from Chicago to Grand Cayman?

    By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Chicago to Grand Cayman is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.

  • When are flight tickets from Chicago (CHI) to Grand Cayman (GCM) the cheapest?

    The cheapest months to fly from Chicago to Grand Cayman is November, when demand for travel is lower.

  • Which upcoming date is cheapest to fly from Chicago to Grand Cayman on?

    After crunching the numbers on our December flight calendar, it's currently cheapest to fly from Chicago to Grand Cayman on December 11, 2025 with Spirit Airlines, with prices starting at €278.

  • Is there any time difference between Chicago and Grand Cayman?

    The time difference between Grand Cayman and Chicago is 1h.

  • How do I change or cancel my ticket from Chicago to Grand Cayman?

    Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.
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flight time from Chicago to Grand Cayman

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