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

American Airlines

Non-stop with American Airlines

  • Total flight time: 4 hours and 44 minutes
  • One World Alliance
  • Chicago is a American Airlines hub.
  • 7 flights per week
  • Airbus A321
  • First class available
ORD
Direct
SJD

The timetable & schedule information was updated at 2026-04-21

United Airlines

Non-stop with United Airlines

  • Total flight time: 4 hours and 58 minutes
  • Chicago is a United Airlines hub (Largest hub ).
  • 1 flight per week
  • Boeing 737-800 Passenger
  • First class available
ORD
Direct
SJD

The timetable & schedule information was updated at 2026-04-21

American Airlines

Via Dallas with American Airlines

  • Total flight time: 6h 28m - 10h 23m.
  • One World Alliance
  • Chicago is a American Airlines hub.
  • 129 flights per week
  • Airbus A321
ORD
 
Via DFW
 
SJD
 
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
AA760
AA1304
05:00
05:00
05:00
05:00
05:00
05:00
05:00
AA2896
AA3240
06:00
06:00
06:00
06:00
06:00
06:00
06:00
AA1902
AA3240
07:02
07:02
07:02
07:02
07:02
07:02
07:02
AA1555
AA1385
08:19
08:19
08:19
08:19
08:19
08:19
08:19
AA3052
AA2651
09:40
----
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09:40
09:40
09:40
09:40
AA1106
AA2651
10:38
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10:38
10:38
10:38
10:38
SHOW RETURN SCHEDULE
CHECK PRICES FOR ORD - SJD

The timetable & schedule information was updated at 2026-04-21

American Airlines

Via Phoenix with American Airlines

  • Total flight time: 6h 40m - 9h 46m.
  • One World Alliance
  • Chicago is a American Airlines hub.
  • 48 flights per week
  • Airbus A321
ORD
 
Via PHX
 
SJD

The timetable & schedule information was updated at 2026-04-21

United Airlines

Via Houston with United Airlines

  • Total flight time: 6h 42m - 9h 20m.
  • Chicago is a United Airlines hub (Largest hub ).
  • 57 flights per week
  • Boeing 737-800 Passenger
ORD
 
Via IAH
 
SJD

The timetable & schedule information was updated at 2026-04-21

United Airlines

Via Denver with United Airlines

  • Total flight time: 6h 48m - 10h 43m.
  • Chicago is a United Airlines hub (Largest hub ).
  • 49 flights per week
  • Boeing 737-800 Passenger
ORD
 
Via DEN
 
SJD

The timetable & schedule information was updated at 2026-04-21

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Flight data on this page was last updated on 2026-06-02