Airlines with flights from Chicago to Grand Cayman Island
There are four airlines with scheduled flights between ORD and GCM. Both American Airlines and United operates non-stop flights from Chicago O'Hare to Grand Cayman and the flight time is 4 hours and 4 minutes.
There are four airlines with scheduled flights between ORD and GCM. Both American Airlines and United operates non-stop flights from Chicago O'Hare to Grand Cayman and the flight time is 4 hours and 4 minutes. Choose airline
Schedules
Non-stop with American Airlines
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Total flight time: 4 hours and 4 minutes
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One World Alliance
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Chicago is a American Airlines hub.
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7 flights per week
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First class available
Flight
The timetable & schedule information was updated at 2026-04-21
Non-stop with United Airlines
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Total flight time: 4 hours
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Chicago is a United Airlines hub (Largest hub ).
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1 flight per week
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Boeing 737MAX 9 Passenger
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First class available
Flight
The timetable & schedule information was updated at 2026-04-21
Via Charlotte with American Airlines
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Total flight time: 5h 38m - 10h 03m.
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One World Alliance
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Chicago is a American Airlines hub.
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30 flights per week
Flight
AA301
AA350
AA350
AA350
The timetable & schedule information was updated at 2026-04-21
Via Miami with American Airlines
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Total flight time: 5h 40m - 9h 13m.
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One World Alliance
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Chicago is a American Airlines hub.
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81 flights per week
Flight
AA1300
AA956
AA956
AA956
AA956
AA956
The timetable & schedule information was updated at 2026-04-21
Via Orlando with Southwest Airlines
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Total flight time: 5h 55m - 9h 00m.
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Low-cost airline
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16 flights per week
Flight
The timetable & schedule information was updated at 2026-04-21
Via Atlanta with Delta Air Lines
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Total flight time: 6h 04m - 6h 45m.
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Sky Team Alliance
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30 flights per week
Flight
DL600
The timetable & schedule information was updated at 2026-04-21
