Flights from Chicago (CHI) to San Jose, CR (SJO)

Flight schedules from Chicago to San Jose, CR with Star Alliance member carriers

Please note that due to the current global situation of COVID-19 some of the flight schedules from our member carriers are subject to change on short notice. We recommend using our Member Airlines' Information Page. for the latest flight updates, details on booking flexibility as well as brspecific Frequent Flyer Program information.

Outbound (12)

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Chicago US
ORD06:00
7h 26m
1 Stop
San Jose CR
SJO12:26
Chicago - San Jose
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 2180
  Chicago. US
  ORD 06:00
  2h 46m
  930 Miles
  Houston. US
  IAH 08:46
  Airbus A321neo
  Operated by United Airlines
2. Flight 2United Airlines UA 1096
  Houston. US
  IAH 09:46
  3h 40m
  1565 Miles
  San Jose. CR
  SJO 12:26
  Boeing 737 MAX 8 Passenger / BBJ MAX 8 / Boeing 737 MAX 200
  Operated by United Airlines
Chicago US
ORD12:45
7h 52m
1 Stop
San Jose CR
SJO19:37
Chicago - San Jose
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 2341
  Chicago. US
  ORD 12:45
  2h 50m
  930 Miles
  Houston. US
  IAH 15:35
  Boeing 737-900 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 1280
  Houston. US
  IAH 16:57
  3h 40m
  1565 Miles
  San Jose. CR
  SJO 19:37
  Boeing 737 MAX 8 Passenger / BBJ MAX 8 / Boeing 737 MAX 200
  Operated by United Airlines
Chicago US
ORD13:02
8h 48m
1 Stop
San Jose CR
SJO20:50
Chicago - San Jose
Star Alliance
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 625
  Chicago. US
  ORD 13:02
  1h 41m
  437 Miles
  Toronto. CA
  YYZ 15:43
  Airbus A320 Passenger
  Operated by United Airlines
2. Flight 2Air Canada AC 957
  Toronto. CA
  YYZ 17:25
  5h 25m
  2357 Miles
  San Jose. CR
  SJO 20:50
  Airbus A220-300 Passenger
  Operated by Air Canada
Chicago US
ORD07:56
8h 49m
1 Stop
San Jose CR
SJO15:45
Chicago - San Jose
Copa Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1Copa Airlines CM 236
  Chicago. US
  ORD 07:56
  5h 28m
  2345 Miles
  Panama City. PA
  PTY 13:24
  Boeing 737-800 Passenger
  Operated by Copa Airlines
2. Flight 2Copa Airlines CM 116
  Panama City. PA
  PTY 15:20
  1h 25m
  336 Miles
  San Jose. CR
  SJO 15:45
  Boeing 737-700 Passenger
  Operated by Copa Airlines
Chicago US
ORD10:35
10h 2m
1 Stop
San Jose CR
SJO19:37
Chicago - San Jose
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 2483
  Chicago. US
  ORD 10:35
  2h 51m
  930 Miles
  Houston. US
  IAH 13:26
  Boeing 737 MAX 8 Passenger / BBJ MAX 8 / Boeing 737 MAX 200
  Operated by United Airlines
2. Flight 2United Airlines UA 1280
  Houston. US
  IAH 16:57
  3h 40m
  1565 Miles
  San Jose. CR
  SJO 19:37
  Boeing 737 MAX 8 Passenger / BBJ MAX 8 / Boeing 737 MAX 200
  Operated by United Airlines
Chicago US
ORD11:00
10h 50m
1 Stop
San Jose CR
SJO20:50
Chicago - San Jose
Air Canada
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1Air Canada AC 504
  Chicago. US
  ORD 11:00
  1h 37m
  437 Miles
  Toronto. CA
  YYZ 13:37
  Airbus A220-300 Passenger
  Operated by Air Canada
2. Flight 2Air Canada AC 957
  Toronto. CA
  YYZ 17:25
  5h 25m
  2357 Miles
  San Jose. CR
  SJO 20:50
  Airbus A220-300 Passenger
  Operated by Air Canada
Chicago US
ORD08:50
11h 47m
2 Stops
San Jose CR
SJO19:37
Chicago - San Jose
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 2851
  Chicago. US
  ORD 08:50
  2h 45m
  891 Miles
  Denver. US
  DEN 10:35
  Boeing 777 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 401
  Denver. US
  DEN 11:30
  2h 25m
  866 Miles
  Houston. US
  IAH 14:55
  Boeing 737-900 Passenger
  Operated by United Airlines
3. Flight 3United Airlines UA 1280
  Houston. US
  IAH 16:57
  3h 40m
  1565 Miles
  San Jose. CR
  SJO 19:37
  
  Operated by United Airlines
Chicago US
ORD08:50
11h 47m
2 Stops
San Jose CR
SJO19:37
Chicago - San Jose
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 2851
  Chicago. US
  ORD 08:50
  2h 45m
  891 Miles
  Denver. US
  DEN 10:35
  Boeing 777 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 738
  Denver. US
  DEN 12:11
  2h 24m
  866 Miles
  Houston. US
  IAH 15:35
  Boeing 737-900 Passenger
  Operated by United Airlines
3. Flight 3United Airlines UA 1280
  Houston. US
  IAH 16:57
  3h 40m
  1565 Miles
  San Jose. CR
  SJO 19:37
  
  Operated by United Airlines
Chicago US
ORD07:20
13h 17m
2 Stops
San Jose CR
SJO19:37
Chicago - San Jose
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 1285
  Chicago. US
  ORD 07:20
  1h 32m
  413 Miles
  Pittsburgh. US
  PIT 09:52
  Boeing 737-700 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 6159
  Pittsburgh. US
  PIT 12:30
  3h 15m
  1122 Miles
  Houston. US
  IAH 14:45
  Embraer 175 (Enhanced Winglets)
  Operated by United Airlines
3. Flight 3United Airlines UA 1280
  Houston. US
  IAH 16:57
  3h 40m
  1565 Miles
  San Jose. CR
  SJO 19:37
  
  Operated by United Airlines
Chicago US
ORD07:10
13h 27m
2 Stops
San Jose CR
SJO19:37
Chicago - San Jose
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 711
  Chicago. US
  ORD 07:10
  2h 43m
  891 Miles
  Denver. US
  DEN 08:53
  Boeing 737-900 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 401
  Denver. US
  DEN 11:30
  2h 25m
  866 Miles
  Houston. US
  IAH 14:55
  Boeing 737-900 Passenger
  Operated by United Airlines
3. Flight 3United Airlines UA 1280
  Houston. US
  IAH 16:57
  3h 40m
  1565 Miles
  San Jose. CR
  SJO 19:37
  
  Operated by United Airlines
Chicago US
ORD07:10
13h 27m
2 Stops
San Jose CR
SJO19:37
Chicago - San Jose
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 756
  Chicago. US
  ORD 07:10
  2h 4m
  610 Miles
  Atlanta. US
  ATL 10:14
  Airbus A319 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 6173
  Atlanta. US
  ATL 12:05
  2h 21m
  691 Miles
  Houston. US
  IAH 13:26
  Embraer 175 (Enhanced Winglets)
  Operated by United Airlines
3. Flight 3United Airlines UA 1280
  Houston. US
  IAH 16:57
  3h 40m
  1565 Miles
  San Jose. CR
  SJO 19:37
  
  Operated by United Airlines
Chicago US
ORD07:10
13h 27m
2 Stops
San Jose CR
SJO19:37
Chicago - San Jose
United Airlines
Flight Operates
1. Mon
2. Tue
3. Wed
4. Thu
5. Fri
6. Sat
7. Sun
1. Flight 1United Airlines UA 711
  Chicago. US
  ORD 07:10
  2h 43m
  891 Miles
  Denver. US
  DEN 08:53
  Boeing 737-900 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 348
  Denver. US
  DEN 10:00
  2h 25m
  866 Miles
  Houston. US
  IAH 13:25
  Boeing 737-900 Passenger
  Operated by United Airlines
3. Flight 3United Airlines UA 1280
  Houston. US
  IAH 16:57
  3h 40m
  1565 Miles
  San Jose. CR
  SJO 19:37
  
  Operated by United Airlines