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 the flight schedules of 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 specific Frequent Flyer Program information.

Outbound (19)

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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 2735
  Chicago. US
  ORD 06:00
  2h 50m
  930 Miles
  Houston. US
  IAH 08:50
  Airbus A321neo
  Operated by United Airlines
2. Flight 2United Airlines UA 1096
  Houston. US
  IAH 09:47
  3h 39m
  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
ORD12:47
7h 50m
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 12:47
  3h 0m
  930 Miles
  Houston. US
  IAH 15:47
  Boeing 737-900 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 1280
  Houston. US
  IAH 16:58
  3h 39m
  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
ORD15:10
7h 54m
1 Stop
San Jose CR
SJO22:04
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 229
  Chicago. US
  ORD 15:10
  5h 28m
  2345 Miles
  Panama City. PA
  PTY 20:38
  Boeing 737 MAX 9 Passenger / BBJ MAX 9
  Operated by Copa Airlines
2. Flight 2Copa Airlines CM 162
  Panama City. PA
  PTY 21:39
  1h 25m
  336 Miles
  San Jose. CR
  SJO 22:04
  Boeing 737-800 Passenger
  Operated by Copa Airlines
Chicago US
ORD07:56
9h 0m
1 Stop
San Jose CR
SJO15:56
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 MAX 9 Passenger / BBJ MAX 9
  Operated by Copa Airlines
2. Flight 2Copa Airlines CM 116
  Panama City. PA
  PTY 15:31
  1h 25m
  336 Miles
  San Jose. CR
  SJO 15:56
  Boeing 737-800 Passenger
  Operated by Copa Airlines
Chicago US
ORD10:45
9h 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 1788
  Chicago. US
  ORD 10:45
  2h 55m
  930 Miles
  Houston. US
  IAH 13:40
  Boeing 737-900 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 1280
  Houston. US
  IAH 16:58
  3h 39m
  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
ORD08:45
11h 5m
2 Stops
San Jose CR
SJO18:50
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 2672
  Chicago. US
  ORD 08:45
  2h 57m
  930 Miles
  Houston. US
  IAH 11:42
  Boeing 737-800 Passenger
  Operated by United Airlines
2. Flight 2Avianca AV 367
  Houston. US
  IAH 14:10
  2h 55m
  1218 Miles
  San Salvador. SV
  SAL 16:05
  Airbus A320 Passenger
  Operated by Avianca
3. Flight 3Avianca AV 617
  San Salvador. SV
  SAL 17:35
  1h 15m
  407 Miles
  San Jose. CR
  SJO 18:50
  
  Operated by Avianca
Chicago US
ORD13:00
11h 15m
2 Stops
San Jose CR
SJO23:15
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 247
  Chicago. US
  ORD 13:00
  1h 43m
  437 Miles
  Toronto. CA
  YYZ 15:43
  Airbus A319 Passenger
  Operated by United Airlines
2. Flight 2Avianca AV 627
  Toronto. CA
  YYZ 17:15
  6h 15m
  2357 Miles
  San Jose. CR
  SJO 23:15
  Airbus A320 Passenger
  Operated by Avianca
Chicago US
ORD08:49
11h 48m
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 2732
  Chicago. US
  ORD 08:49
  2h 46m
  891 Miles
  Denver. US
  DEN 10:35
  Boeing 777 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 705
  Denver. US
  DEN 11:36
  2h 28m
  866 Miles
  Houston. US
  IAH 15:04
  Boeing 737-900 Passenger
  Operated by United Airlines
3. Flight 3United Airlines UA 1280
  Houston. US
  IAH 16:58
  3h 39m
  1565 Miles
  San Jose. CR
  SJO 19:37
  
  Operated by United Airlines
Chicago US
ORD11:59
12h 16m
2 Stops
San Jose CR
SJO23:15
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 3616
  Chicago. US
  ORD 11:59
  1h 53m
  437 Miles
  Toronto. CA
  YYZ 14:52
  Embraer 175 (Enhanced Winglets)
  Operated by United Airlines
2. Flight 2Avianca AV 627
  Toronto. CA
  YYZ 17:15
  6h 15m
  2357 Miles
  San Jose. CR
  SJO 23:15
  Airbus A320 Passenger
  Operated by Avianca
Chicago US
ORD07:30
12h 20m
2 Stops
San Jose CR
SJO18:50
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 2180
  Chicago. US
  ORD 07:30
  2h 58m
  930 Miles
  Houston. US
  IAH 10:28
  Boeing 737-900 Passenger
  Operated by United Airlines
2. Flight 2Avianca AV 367
  Houston. US
  IAH 14:10
  2h 55m
  1218 Miles
  San Salvador. SV
  SAL 16:05
  Airbus A320 Passenger
  Operated by Avianca
3. Flight 3Avianca AV 617
  San Salvador. SV
  SAL 17:35
  1h 15m
  407 Miles
  San Jose. CR
  SJO 18:50
  
  Operated by Avianca
Chicago US
ORD21:20
12h 20m
2 Stops
San Jose CR
SJO08:40
+1 day/s
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 2386
  Chicago. US
  ORD 21:20
  1h 52m
  590 Miles
  Washington. US
  IAD 00:12
  Airbus A320 Passenger
  Operated by United Airlines
2. Flight 2Avianca AV 591
  Washington. US
  IAD 04:05
  4h 20m
  1910 Miles
  San Salvador. SV
  SAL 06:25
  Airbus A320 Passenger
  Operated by Avianca
3. Flight 3Avianca AV 619
  San Salvador. SV
  SAL 07:30
  1h 10m
  407 Miles
  San Jose. CR
  SJO 08:40
  
  Operated by Avianca
Chicago US
ORD21:33
12h 37m
2 Stops
San Jose CR
SJO09:10
+1 day/s
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 1774
  Chicago. US
  ORD 21:33
  2h 12m
  721 Miles
  New York. US
  EWR 00:45
  Boeing 757-200 Passenger
  Operated by United Airlines
2. Flight 2Avianca AV 653
  New York. US
  JFK 04:00
  6h 15m
  2223 Miles
  San Jose. CR
  SJO 09:10
  Airbus A320 Passenger
  Operated by Avianca
Chicago US
ORD07:40
12h 57m
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 286
  Chicago. US
  ORD 07:40
  1h 22m
  316 Miles
  Cleveland. US
  CLE 10:02
  Boeing 737-900 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 1745
  Cleveland. US
  CLE 10:50
  3h 9m
  1096 Miles
  Houston. US
  IAH 12:59
  Boeing 737-700 Passenger
  Operated by United Airlines
3. Flight 3United Airlines UA 1280
  Houston. US
  IAH 16:58
  3h 39m
  1565 Miles
  San Jose. CR
  SJO 19:37
  
  Operated by United Airlines
Chicago US
ORD11:00
13h 15m
2 Stops
San Jose CR
SJO23:15
Chicago - San Jose
Star Alliance
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 45m
  437 Miles
  Toronto. CA
  YYZ 13:45
  Airbus A220-300 Passenger
  Operated by Air Canada
2. Flight 2Avianca AV 627
  Toronto. CA
  YYZ 17:15
  6h 15m
  2357 Miles
  San Jose. CR
  SJO 23:15
  Airbus A320 Passenger
  Operated by Avianca
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 2008
  Chicago. US
  ORD 07:10
  2h 4m
  610 Miles
  Atlanta. US
  ATL 10:14
  Airbus A320 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 6030
  Atlanta. US
  ATL 11:55
  2h 28m
  691 Miles
  Houston. US
  IAH 13:23
  Embraer 175 (Enhanced Winglets)
  Operated by United Airlines
3. Flight 3United Airlines UA 1280
  Houston. US
  IAH 16:58
  3h 39m
  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 48m
  891 Miles
  Denver. US
  DEN 08:58
  Boeing 757-300 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 705
  Denver. US
  DEN 11:36
  2h 28m
  866 Miles
  Houston. US
  IAH 15:04
  Boeing 737-900 Passenger
  Operated by United Airlines
3. Flight 3United Airlines UA 1280
  Houston. US
  IAH 16:58
  3h 39m
  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 48m
  891 Miles
  Denver. US
  DEN 08:58
  Boeing 757-300 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 673
  Denver. US
  DEN 10:07
  2h 28m
  866 Miles
  Houston. US
  IAH 13:35
  Boeing 737-800 Passenger
  Operated by United Airlines
3. Flight 3United Airlines UA 1280
  Houston. US
  IAH 16:58
  3h 39m
  1565 Miles
  San Jose. CR
  SJO 19:37
  
  Operated by United Airlines
Chicago US
ORD20:00
13h 40m
2 Stops
San Jose CR
SJO08:40
+1 day/s
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 693
  Chicago. US
  ORD 20:00
  2h 14m
  735 Miles
  New York. US
  LGA 23:14
  Airbus A319 Passenger
  Operated by United Airlines
2. Flight 2Avianca AV 189
  New York. US
  JFK 02:55
  4h 50m
  2105 Miles
  San Salvador. SV
  SAL 05:45
  Airbus A320 Passenger
  Operated by Avianca
3. Flight 3Avianca AV 619
  San Salvador. SV
  SAL 07:30
  1h 10m
  407 Miles
  San Jose. CR
  SJO 08:40
  
  Operated by Avianca
Chicago US
ORD19:35
14h 5m
2 Stops
San Jose CR
SJO08:40
+1 day/s
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 1032
  Chicago. US
  ORD 19:35
  2h 24m
  721 Miles
  New York. US
  EWR 22:59
  Boeing 757-200 Passenger
  Operated by United Airlines
2. Flight 2Avianca AV 189
  New York. US
  JFK 02:55
  4h 50m
  2105 Miles
  San Salvador. SV
  SAL 05:45
  Airbus A320 Passenger
  Operated by Avianca
3. Flight 3Avianca AV 619
  San Salvador. SV
  SAL 07:30
  1h 10m
  407 Miles
  San Jose. CR
  SJO 08:40
  
  Operated by Avianca

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

Weather in San Jose, CR

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

Chicago - San Jose

Chicago - San Jose

Chicago - San Jose

Chicago - San Jose

Chicago - San Jose

Chicago - San Jose

Chicago - San Jose

Chicago - San Jose

Chicago - San Jose

Chicago - San Jose

Chicago - San Jose

Chicago - San Jose

Chicago - San Jose

Chicago - San Jose

Chicago - San Jose

Chicago - San Jose

Chicago - San Jose

Chicago - San Jose

Chicago - San Jose