Airlines with flights from Chicago to San Jose
There are 9 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 17 minutes.
There are 9 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 17 minutes. Choose airline
Direct
Non-stop
5h 17min
Via Atlanta
6h 56min
Via Charlotte
7h 0min
Via Fort Lauderdale
7h 3min
Via Miami
7h 5min
Via Orlando
7h 10min
Via Panama City
7h 24min
Via Houston
7h 33min
Via Dallas
7h 49min
Via Toronto
8h 30min
Via Mexico City
11h 4min
Via Guatemala City
8h 35min
Via San Salvador
7h 25min
Schedules
Non-stop with United Airlines
-
Total flight time: 5 hours and 17 minutes
-
Chicago is a United Airlines hub (Largest hub ).
-
1 flight per week
-
Boeing 737MAX 8 Passenger
-
First class available
ORD
Direct
SJO
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
UA1135
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----
----
----
----
07:36
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The timetable & schedule information was updated at 2026-04-21
Via Atlanta with Delta Air Lines
-
Total flight time: 6h 56m - 8h 51m.
-
Sky Team Alliance
-
70 flights per week
ORD
Via ATL
SJO
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
DL1264
DL1937
DL1937
05:30
05:30
05:30
05:30
05:30
05:30
05:30
DL1247
DL1931
DL1931
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----
----
----
----
06:40
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The timetable & schedule information was updated at 2026-04-21
Via Charlotte with American Airlines
-
Total flight time: 7h 00m - 8h 59m.
-
One World Alliance
-
Chicago is a American Airlines hub.
-
24 flights per week
ORD
Via CLT
SJO
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
AA2842
AA2795
AA2795
05:10
----
05:10
05:10
05:10
05:00
05:10
AA1784
AA2795
AA2795
06:55
----
06:55
06:55
06:55
06:55
06:55
The timetable & schedule information was updated at 2026-04-21
Via Fort Lauderdale with Spirit Airlines
-
Total flight time: 7h 03m - 8h 05m.
-
Low-cost airline
-
Chicago is a Spirit Airlines focus city (Operating base).
-
14 flights per week
ORD
Via FLL
SJO
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
NK2
NK335
NK335
05:05
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05:10
05:10
05:10
05:10
The timetable & schedule information was updated at 2026-04-21
Via Miami with American Airlines
-
Total flight time: 7h 05m - 11h 10m.
-
One World Alliance
-
Chicago is a American Airlines hub.
-
97 flights per week
ORD
Via MIA
SJO
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
AA2984
AA1593
AA1593
05:00
05:00
05:00
05:00
05:00
05:00
05:00
AA1380
AA597
AA597
06:10
06:10
06:10
06:10
06:10
06:10
06:10
AA835
AA597
AA597
07:00
07:00
07:00
07:00
07:00
07:00
07:00
AA1474
AA1353
AA1353
10:01
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10:01
10:01
09:59
10:01
The timetable & schedule information was updated at 2026-04-21
Via Orlando with Southwest
Via Panama City with Copa Airlines
Via Toronto with Air Canada
Via Mexico City with Aeromexico
Via Guatemala City with AVIANCA