Airlines with flights from Chicago to San Jose Cabo
There are 6 airlines with scheduled flights between ORD and SJD. Both American Airlines and United operates non-stop flights from Chicago O'Hare to Los Cabos International and the flight time is 4 hours and 44 minutes.
Choose airline
Schedules
Non-stop with American Airlines
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Total flight time: 4 hours and 44 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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Airbus A321
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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 58 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 737-800 Passenger
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First class available
Flight
The timetable & schedule information was updated at 2026-04-21
Via Dallas with American Airlines
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Total flight time: 6h 28m - 10h 23m.
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One World Alliance
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Chicago is a American Airlines hub.
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129 flights per week
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Airbus A321
Flight
AA1304
AA3240
AA3240
AA1385
AA2651
AA2651
The timetable & schedule information was updated at 2026-04-21
Via Phoenix with American Airlines
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Total flight time: 6h 40m - 9h 46m.
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One World Alliance
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Chicago is a American Airlines hub.
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48 flights per week
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Airbus A321
Flight
AA2623
AA2646
The timetable & schedule information was updated at 2026-04-21
Via Houston with United Airlines
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Total flight time: 6h 42m - 9h 20m.
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Chicago is a United Airlines hub (Largest hub ).
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57 flights per week
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Boeing 737-800 Passenger
Flight
UA707
UA1438
UA1438
The timetable & schedule information was updated at 2026-04-21
Via Denver with United Airlines
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Total flight time: 6h 48m - 10h 43m.
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Chicago is a United Airlines hub (Largest hub ).
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49 flights per week
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Boeing 737-800 Passenger
Flight
UA294
UA294
UA294
UA452
The timetable & schedule information was updated at 2026-04-21

There are 6 airlines with scheduled flights between ORD and SJD. Both American Airlines and United operates non-stop flights from Chicago O'Hare to Los Cabos International and the flight time is 4 hours and 44 minutes.
Via Atlanta with Delta
Via Monterrey with Viva
Via Phoenix with Southwest
Via Guadalajara with Volaris