Airlines with flights from Chicago to San Jose

There are three airlines with scheduled flights between ORD and SJO. United is the only airline with non-stop flights from Chicago O'Hare to Juan Santamaria International and the flight time is 5 hours and 21 minutes.

Choose airline

Schedules

Non-stop with United Airlines

  • Total flight time: 5 hours and 21 minutes
  • Chicago is a United Airlines hub (Largest hub ).
  • 2 flights per week
  • Boeing 737MAX 8 Passenger
  • First class available
ORD
Direct
SJO

The timetable & schedule information was updated at 2025-01-15

Via Houston with United Airlines

  • Total flight time: 7h 26m - 11h 24m.
  • Chicago is a United Airlines hub (Largest hub ).
  • 35 flights per week
  • Boeing 737MAX 8 Passenger
ORD
 
Via IAH
 
SJO
 
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
UA2606
UA1096
05:45
05:45
05:45
05:45
05:45
05:45
05:45
UA1913
UA1055
07:35
07:35
07:35
07:35
07:35
07:35
07:52
UA1851
UA1280
09:20
09:20
09:20
09:20
09:20
09:20
09:20
UA1851
UA1055
09:20
09:20
09:20
09:20
09:20
09:20
09:20
UA237
UA1280
10:35
10:35
10:35
10:35
10:35
10:35
10:35
UA237
UA1055
10:35
10:35
10:35
10:35
10:35
10:35
10:35
UA2417
UA1280
12:45
12:45
12:45
12:45
12:45
12:45
12:45
SHOW RETURN SCHEDULE
CHECK PRICES FOR ORD - SJO

The timetable & schedule information was updated at 2025-01-15

Via Dallas with American Airlines

  • Total flight time: 7h 35m - 11h 40m.
  • One World Alliance
  • Chicago is a American Airlines hub.
  • 28 flights per week
ORD
 
Via DFW
 
SJO
 
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
AA2984
AA1593
05:00
05:00
05:00
05:00
05:00
05:00
05:00
AA370
AA1053
05:00
05:00
05:00
05:00
05:00
05:00
05:00
AA2984
AA979
05:00
05:00
05:00
05:00
05:00
05:00
05:00
AA2842
AA2795
05:10
05:10
05:10
05:10
05:10
05:10
05:10
AA574
AA1053
06:00
06:00
06:00
06:00
06:00
----
06:00
AA1784
AA2795
07:00
07:00
07:00
07:00
07:00
07:00
07:00
AA460
AA1353
08:15
08:15
08:15
08:15
08:15
08:30
08:15
AA3056
AA1353
10:07
10:07
10:07
10:07
10:07
10:07
10:07
AA3056
AA2559
10:07
----
----
10:07
10:07
10:07
10:07
AA2565
AA467
----
10:15
10:15
----
----
10:15
----
AA1109
AA467
12:05
11:47
11:47
12:05
12:05
----
12:05
AA2715
AA1353
11:56
11:56
11:56
11:56
11:56
12:10
11:56
AA2715
AA2559
11:56
----
----
11:56
11:56
12:10
11:56
AA2839
AA467
----
13:30
13:30
----
----
13:30
----
AA1697
AA2559
13:59
----
----
13:59
13:59
----
13:59
AA2346
AA467
15:19
----
----
15:19
15:19
----
15:19
SHOW RETURN SCHEDULE
CHECK PRICES FOR ORD - SJO

The timetable & schedule information was updated at 2025-01-15

Via Miami with American Airlines

  • Total flight time: 6h 49m - 11h 20m.
  • One World Alliance
  • Chicago is a American Airlines hub.
  • 21 flights per week
ORD
 
Via MIA
 
SJO
 
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
AA2984
AA1593
05:00
05:00
05:00
05:00
05:00
05:00
05:00
AA370
AA1053
05:00
05:00
05:00
05:00
05:00
05:00
05:00
AA2984
AA979
05:00
05:00
05:00
05:00
05:00
05:00
05:00
AA2842
AA2795
05:10
05:10
05:10
05:10
05:10
05:10
05:10
AA574
AA1053
06:00
06:00
06:00
06:00
06:00
----
06:00
AA1784
AA2795
07:00
07:00
07:00
07:00
07:00
07:00
07:00
AA460
AA1353
08:15
08:15
08:15
08:15
08:15
08:30
08:15
AA3056
AA1353
10:07
10:07
10:07
10:07
10:07
10:07
10:07
AA3056
AA2559
10:07
----
----
10:07
10:07
10:07
10:07
AA2565
AA467
----
10:15
10:15
----
----
10:15
----
AA1109
AA467
12:05
11:47
11:47
12:05
12:05
----
12:05
AA2715
AA1353
11:56
11:56
11:56
11:56
11:56
12:10
11:56
AA2715
AA2559
11:56
----
----
11:56
11:56
12:10
11:56
AA2839
AA467
----
13:30
13:30
----
----
13:30
----
AA1697
AA2559
13:59
----
----
13:59
13:59
----
13:59
AA2346
AA467
15:19
----
----
15:19
15:19
----
15:19
SHOW RETURN SCHEDULE
CHECK PRICES FOR ORD - SJO

The timetable & schedule information was updated at 2025-01-15

Via Atlanta with Delta Air Lines

  • Total flight time: 6h 48m - 10h 52m.
  • Sky Team Alliance
  • 15 flights per week
ORD
 
Via ATL
 
SJO

The timetable & schedule information was updated at 2025-01-15

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