Airlines with flights from Grand Cayman Island to Chicago
There are four airlines with scheduled flights between GCM and ORD. Both American Airlines and United operates non-stop flights from Grand Cayman to Chicago O'Hare and the flight time is 4 hours and 10 minutes.
There are four airlines with scheduled flights between GCM and ORD. Both American Airlines and United operates non-stop flights from Grand Cayman to Chicago O'Hare and the flight time is 4 hours and 10 minutes. Choose airline
Schedules
Non-stop with American Airlines
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Total flight time: 4 hours and 10 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 and 14 minutes
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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 8 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: 6h 31m - 9h 42m.
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One World Alliance
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Chicago is a American Airlines hub.
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55 flights per week
Flight
AA2488
AA627
The timetable & schedule information was updated at 2026-04-21
Via Atlanta with Delta Air Lines
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Total flight time: 6h 51m - 9h 14m.
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Sky Team Alliance
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40 flights per week
Flight
DL2486
The timetable & schedule information was updated at 2026-04-21
Via Miami with American Airlines
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Total flight time: 7h 01m - 9h 43m.
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One World Alliance
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Chicago is a American Airlines hub.
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73 flights per week
Flight
AA3304
AA3056
AA2194
AA2323
The timetable & schedule information was updated at 2026-04-21
Via Dulles with United Airlines
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Total flight time: 7h 11m - 7h 33m.
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Chicago is a United Airlines hub (Largest hub ).
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5 flights per week
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Boeing 737MAX 8 Passenger
Flight
UA1738
The timetable & schedule information was updated at 2026-04-21
Via Orlando with Southwest