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
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Total flight time: 5 hours and 21 minutes
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Chicago is a United Airlines hub (Largest hub ).
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2 flights per week
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Boeing 737MAX 8 Passenger
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First class available
ORD
Direct
SJO
W8, Feb 17 - Feb 23
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
UA1135
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----
----
----
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07:35
07:35
The timetable & schedule information was updated at 2025-01-15
Via Houston with United Airlines
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Total flight time: 7h 26m - 11h 24m.
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Chicago is a United Airlines hub (Largest hub ).
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35 flights per week
-
Boeing 737MAX 8 Passenger
ORD
Via IAH
SJO
W8, Feb 17 - Feb 23
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
UA2606
UA1096
UA1096
05:45
05:45
05:45
05:45
05:45
05:45
05:45
UA1913
UA1055
UA1055
07:35
07:35
07:35
07:35
07:35
07:35
07:52
UA1851
UA1280
UA1280
09:20
09:20
09:20
09:20
09:20
09:20
09:20
UA1851
UA1055
UA1055
09:20
09:20
09:20
09:20
09:20
09:20
09:20
UA237
UA1280
UA1280
10:35
10:35
10:35
10:35
10:35
10:35
10:35
UA237
UA1055
UA1055
10:35
10:35
10:35
10:35
10:35
10:35
10:35
UA2417
UA1280
UA1280
12:45
12:45
12:45
12:45
12:45
12:45
12:45
The timetable & schedule information was updated at 2025-01-15
Via Dallas with American Airlines
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Total flight time: 7h 35m - 11h 40m.
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One World Alliance
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Chicago is a American Airlines hub.
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28 flights per week
ORD
Via DFW
SJO
W8, Feb 17 - Feb 23
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
AA2984
AA1593
AA1593
05:00
05:00
05:00
05:00
05:00
05:00
05:00
AA370
AA1053
AA1053
05:00
05:00
05:00
05:00
05:00
05:00
05:00
AA2984
AA979
AA979
05:00
05:00
05:00
05:00
05:00
05:00
05:00
AA2842
AA2795
AA2795
05:10
05:10
05:10
05:10
05:10
05:10
05:10
AA574
AA1053
AA1053
06:00
06:00
06:00
06:00
06:00
----
06:00
AA1784
AA2795
AA2795
07:00
07:00
07:00
07:00
07:00
07:00
07:00
AA460
AA1353
AA1353
08:15
08:15
08:15
08:15
08:15
08:30
08:15
AA3056
AA1353
AA1353
10:07
10:07
10:07
10:07
10:07
10:07
10:07
AA3056
AA2559
AA2559
10:07
----
----
10:07
10:07
10:07
10:07
AA2565
AA467
AA467
----
10:15
10:15
----
----
10:15
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AA1109
AA467
AA467
12:05
11:47
11:47
12:05
12:05
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12:05
AA2715
AA1353
AA1353
11:56
11:56
11:56
11:56
11:56
12:10
11:56
AA2715
AA2559
AA2559
11:56
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----
11:56
11:56
12:10
11:56
AA2839
AA467
AA467
----
13:30
13:30
----
----
13:30
----
AA1697
AA2559
AA2559
13:59
----
----
13:59
13:59
----
13:59
AA2346
AA467
AA467
15:19
----
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15:19
15:19
----
15:19
The timetable & schedule information was updated at 2025-01-15
Via Miami with American Airlines
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Total flight time: 6h 49m - 11h 20m.
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One World Alliance
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Chicago is a American Airlines hub.
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21 flights per week
ORD
Via MIA
SJO
W8, Feb 17 - Feb 23
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
AA2984
AA1593
AA1593
05:00
05:00
05:00
05:00
05:00
05:00
05:00
AA370
AA1053
AA1053
05:00
05:00
05:00
05:00
05:00
05:00
05:00
AA2984
AA979
AA979
05:00
05:00
05:00
05:00
05:00
05:00
05:00
AA2842
AA2795
AA2795
05:10
05:10
05:10
05:10
05:10
05:10
05:10
AA574
AA1053
AA1053
06:00
06:00
06:00
06:00
06:00
----
06:00
AA1784
AA2795
AA2795
07:00
07:00
07:00
07:00
07:00
07:00
07:00
AA460
AA1353
AA1353
08:15
08:15
08:15
08:15
08:15
08:30
08:15
AA3056
AA1353
AA1353
10:07
10:07
10:07
10:07
10:07
10:07
10:07
AA3056
AA2559
AA2559
10:07
----
----
10:07
10:07
10:07
10:07
AA2565
AA467
AA467
----
10:15
10:15
----
----
10:15
----
AA1109
AA467
AA467
12:05
11:47
11:47
12:05
12:05
----
12:05
AA2715
AA1353
AA1353
11:56
11:56
11:56
11:56
11:56
12:10
11:56
AA2715
AA2559
AA2559
11:56
----
----
11:56
11:56
12:10
11:56
AA2839
AA467
AA467
----
13:30
13:30
----
----
13:30
----
AA1697
AA2559
AA2559
13:59
----
----
13:59
13:59
----
13:59
AA2346
AA467
AA467
15:19
----
----
15:19
15:19
----
15:19
The timetable & schedule information was updated at 2025-01-15
Via Atlanta with Delta Air Lines
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Total flight time: 6h 48m - 10h 52m.
-
Sky Team Alliance
-
15 flights per week
ORD
Via ATL
SJO
W8, Feb 17 - Feb 23
Flight
Mon
Feb 17
Tue
Feb 18
Wed
Feb 19
Thu
Feb 20
Fri
Feb 21
Sat
Feb 22
Sun
Feb 23
DL1264
DL1825
DL1825
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----
----
----
----
05:45
----
DL1264
DL1937
DL1937
05:45
05:45
05:45
05:45
05:45
05:45
05:45
DL1247
DL1825
DL1825
----
----
----
----
----
07:05
----
DL1477
DL1931
DL1931
14:59
14:59
15:20
14:59
14:59
14:55
14:59
The timetable & schedule information was updated at 2025-01-15