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 (26)

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Chicago US
ORD05:45
7h 32m
1 Stop
San Jose CR
SJO13:17
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 2850
  Chicago. US
  ORD 05:45
  2h 57m
  930 Miles
  Houston. US
  IAH 08:42
  Boeing 737-900 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 1096
  Houston. US
  IAH 09:35
  3h 42m
  1565 Miles
  San Jose. CR
  SJO 13:17
  Boeing 737 MAX 8 Passenger / BBJ MAX 8 / Boeing 737 MAX 200
  Operated by United Airlines
Chicago US
ORD12:45
7h 54m
1 Stop
San Jose CR
SJO20:39
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 2668
  Chicago. US
  ORD 12:45
  2h 55m
  930 Miles
  Houston. US
  IAH 15:40
  Airbus A321neo
  Operated by United Airlines
2. Flight 2United Airlines UA 1280
  Houston. US
  IAH 16:56
  3h 43m
  1565 Miles
  San Jose. CR
  SJO 20:39
  Boeing 737 MAX 8 Passenger / BBJ MAX 8 / Boeing 737 MAX 200
  Operated by United Airlines
Chicago US
ORD13:54
8h 2m
1 Stop
San Jose CR
SJO21:56
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 229
  Chicago. US
  ORD 13:54
  5h 28m
  2345 Miles
  Panama City. PA
  PTY 20:22
  Boeing 737-800 Passenger
  Operated by Copa Airlines
2. Flight 2Copa Airlines CM 162
  Panama City. PA
  PTY 21:28
  1h 28m
  336 Miles
  San Jose. CR
  SJO 21:56
  Boeing 737-800 Passenger
  Operated by Copa Airlines
Chicago US
ORD12:52
8h 33m
1 Stop
San Jose CR
SJO21:25
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 3505
  Chicago. US
  ORD 12:52
  1h 53m
  437 Miles
  Toronto. CA
  YYZ 15:45
  Embraer 175 (Enhanced Winglets)
  Operated by United Airlines
2. Flight 2Air Canada AC 957
  Toronto. CA
  YYZ 17:00
  5h 25m
  2357 Miles
  San Jose. CR
  SJO 21:25
  Airbus A330-300 Passenger
  Operated by Air Canada
Chicago US
ORD06:54
8h 54m
1 Stop
San Jose CR
SJO15:48
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 06:54
  5h 16m
  2345 Miles
  Panama City. PA
  PTY 13:10
  Boeing 737-800 Passenger
  Operated by Copa Airlines
2. Flight 2Copa Airlines CM 116
  Panama City. PA
  PTY 15:20
  1h 28m
  336 Miles
  San Jose. CR
  SJO 15:48
  Boeing 737-800 Passenger
  Operated by Copa Airlines
Chicago US
ORD10:40
9h 59m
1 Stop
San Jose CR
SJO20:39
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 2673
  Chicago. US
  ORD 10:40
  2h 56m
  930 Miles
  Houston. US
  IAH 13:36
  Boeing 737 MAX 9 Passenger / BBJ MAX 9
  Operated by United Airlines
2. Flight 2United Airlines UA 1280
  Houston. US
  IAH 16:56
  3h 43m
  1565 Miles
  San Jose. CR
  SJO 20:39
  Boeing 737 MAX 8 Passenger / BBJ MAX 8 / Boeing 737 MAX 200
  Operated by United Airlines
Chicago US
ORD08:50
10h 5m
2 Stops
San Jose CR
SJO18:55
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 2851
  Chicago. US
  ORD 08:50
  2h 57m
  930 Miles
  Houston. US
  IAH 11:47
  Boeing 737-900 Passenger
  Operated by United Airlines
2. Flight 2Avianca AV 367
  Houston. US
  IAH 13:00
  3h 0m
  1218 Miles
  San Salvador. SV
  SAL 16:00
  Airbus A320 Passenger
  Operated by Avianca
3. Flight 3Avianca AV 617
  San Salvador. SV
  SAL 17:40
  1h 15m
  407 Miles
  San Jose. CR
  SJO 18:55
  
  Operated by Avianca
Chicago US
ORD10:51
10h 34m
1 Stop
San Jose CR
SJO21:25
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 1251
  Chicago. US
  ORD 10:51
  1h 51m
  437 Miles
  Toronto. CA
  YYZ 13:42
  Airbus A319 Passenger
  Operated by United Airlines
2. Flight 2Air Canada AC 957
  Toronto. CA
  YYZ 17:00
  5h 25m
  2357 Miles
  San Jose. CR
  SJO 21:25
  Airbus A330-300 Passenger
  Operated by Air Canada
Chicago US
ORD07:35
11h 20m
2 Stops
San Jose CR
SJO18:55
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 1850
  Chicago. US
  ORD 07:35
  2h 57m
  930 Miles
  Houston. US
  IAH 10:32
  Boeing 737 MAX 9 Passenger / BBJ MAX 9
  Operated by United Airlines
2. Flight 2Avianca AV 367
  Houston. US
  IAH 13:00
  3h 0m
  1218 Miles
  San Salvador. SV
  SAL 16:00
  Airbus A320 Passenger
  Operated by Avianca
3. Flight 3Avianca AV 617
  San Salvador. SV
  SAL 17:40
  1h 15m
  407 Miles
  San Jose. CR
  SJO 18:55
  
  Operated by Avianca
Chicago US
ORD21:10
11h 30m
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 21:10
  1h 49m
  590 Miles
  Washington. US
  IAD 23:59
  Airbus A320 Passenger
  Operated by United Airlines
2. Flight 2Avianca AV 591
  Washington. US
  IAD 03:00
  4h 30m
  1910 Miles
  San Salvador. SV
  SAL 06:30
  Airbus A320 Passenger
  Operated by Avianca
3. Flight 3Avianca AV 639
  San Salvador. SV
  SAL 07:30
  1h 10m
  407 Miles
  San Jose. CR
  SJO 08:40
  
  Operated by Avianca
Chicago US
ORD21:05
11h 35m
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 1023
  Chicago. US
  ORD 21:05
  1h 48m
  614 Miles
  Washington. US
  DCA 23:53
  Boeing 737 MAX 8 Passenger / BBJ MAX 8 / Boeing 737 MAX 200
  Operated by United Airlines
2. Flight 2Avianca AV 591
  Washington. US
  IAD 03:00
  4h 30m
  1910 Miles
  San Salvador. SV
  SAL 06:30
  Airbus A320 Passenger
  Operated by Avianca
3. Flight 3Avianca AV 639
  San Salvador. SV
  SAL 07:30
  1h 10m
  407 Miles
  San Jose. CR
  SJO 08:40
  
  Operated by Avianca
Chicago US
ORD08:45
11h 54m
2 Stops
San Jose CR
SJO20:39
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 1731
  Chicago. US
  ORD 08:45
  2h 50m
  891 Miles
  Denver. US
  DEN 10:35
  Boeing 777 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 273
  Denver. US
  DEN 11:30
  2h 28m
  866 Miles
  Houston. US
  IAH 14:58
  Boeing 737-900 Passenger
  Operated by United Airlines
3. Flight 3United Airlines UA 1280
  Houston. US
  IAH 16:56
  3h 43m
  1565 Miles
  San Jose. CR
  SJO 20:39
  
  Operated by United Airlines
Chicago US
ORD08:45
11h 54m
2 Stops
San Jose CR
SJO20:39
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 1731
  Chicago. US
  ORD 08:45
  2h 50m
  891 Miles
  Denver. US
  DEN 10:35
  Boeing 777 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 263
  Denver. US
  DEN 12:22
  2h 28m
  866 Miles
  Houston. US
  IAH 15:50
  Boeing 737-900 Passenger
  Operated by United Airlines
3. Flight 3United Airlines UA 1280
  Houston. US
  IAH 16:56
  3h 43m
  1565 Miles
  San Jose. CR
  SJO 20:39
  
  Operated by United Airlines
Chicago US
ORD10:51
12h 29m
2 Stops
San Jose CR
SJO23:20
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 1251
  Chicago. US
  ORD 10:51
  1h 51m
  437 Miles
  Toronto. CA
  YYZ 13:42
  Airbus A319 Passenger
  Operated by United Airlines
2. Flight 2Avianca AV 627
  Toronto. CA
  YYZ 16:00
  6h 30m
  2357 Miles
  San Jose. CR
  SJO 23:20
  Airbus A320 Passenger
  Operated by Avianca
Chicago US
ORD20:05
12h 35m
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 2362
  Chicago. US
  ORD 20:05
  2h 19m
  721 Miles
  New York. US
  EWR 23:24
  Boeing 737 MAX 9 Passenger / BBJ MAX 9
  Operated by United Airlines
2. Flight 2Avianca AV 571
  New York. US
  JFK 02:35
  4h 55m
  2105 Miles
  San Salvador. SV
  SAL 06:30
  Airbus A320 Passenger
  Operated by Avianca
3. Flight 3Avianca AV 639
  San Salvador. SV
  SAL 07:30
  1h 10m
  407 Miles
  San Jose. CR
  SJO 08:40
  
  Operated by Avianca
Chicago US
ORD20:00
12h 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 1576
  Chicago. US
  ORD 20:00
  2h 12m
  735 Miles
  New York. US
  LGA 23:12
  Airbus A320 Passenger
  Operated by United Airlines
2. Flight 2Avianca AV 571
  New York. US
  JFK 02:35
  4h 55m
  2105 Miles
  San Salvador. SV
  SAL 06:30
  Airbus A320 Passenger
  Operated by Avianca
3. Flight 3Avianca AV 639
  San Salvador. SV
  SAL 07:30
  1h 10m
  407 Miles
  San Jose. CR
  SJO 08:40
  
  Operated by Avianca
Chicago US
ORD20:05
13h 15m
2 Stops
San Jose CR
SJO09:20
+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 2362
  Chicago. US
  ORD 20:05
  2h 19m
  721 Miles
  New York. US
  EWR 23:24
  Boeing 737 MAX 9 Passenger / BBJ MAX 9
  Operated by United Airlines
2. Flight 2Avianca AV 653
  New York. US
  JFK 02:55
  6h 25m
  2223 Miles
  San Jose. CR
  SJO 09:20
  Airbus A320 Passenger
  Operated by Avianca
Chicago US
ORD20:00
13h 20m
2 Stops
San Jose CR
SJO09:20
+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 1576
  Chicago. US
  ORD 20:00
  2h 12m
  735 Miles
  New York. US
  LGA 23:12
  Airbus A320 Passenger
  Operated by United Airlines
2. Flight 2Avianca AV 653
  New York. US
  JFK 02:55
  6h 25m
  2223 Miles
  San Jose. CR
  SJO 09:20
  Airbus A320 Passenger
  Operated by Avianca
Chicago US
ORD07:10
13h 29m
2 Stops
San Jose CR
SJO20:39
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 50m
  891 Miles
  Denver. US
  DEN 09:00
  Boeing 737-900 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 273
  Denver. US
  DEN 11:30
  2h 28m
  866 Miles
  Houston. US
  IAH 14:58
  Boeing 737-900 Passenger
  Operated by United Airlines
3. Flight 3United Airlines UA 1280
  Houston. US
  IAH 16:56
  3h 43m
  1565 Miles
  San Jose. CR
  SJO 20:39
  
  Operated by United Airlines
Chicago US
ORD07:10
13h 29m
2 Stops
San Jose CR
SJO20:39
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 1327
  Chicago. US
  ORD 07:10
  2h 6m
  610 Miles
  Atlanta. US
  ATL 10:16
  Airbus A320 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 4715
  Atlanta. US
  ATL 11:55
  2h 29m
  691 Miles
  Houston. US
  IAH 13:24
  Embraer 175 (Enhanced Winglets)
  Operated by United Airlines
3. Flight 3United Airlines UA 1280
  Houston. US
  IAH 16:56
  3h 43m
  1565 Miles
  San Jose. CR
  SJO 20:39
  
  Operated by United Airlines
Chicago US
ORD07:10
13h 29m
2 Stops
San Jose CR
SJO20:39
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 50m
  891 Miles
  Denver. US
  DEN 09:00
  Boeing 737-900 Passenger
  Operated by United Airlines
2. Flight 2United Airlines UA 2676
  Denver. US
  DEN 09:40
  2h 28m
  866 Miles
  Houston. US
  IAH 13:08
  Boeing 777 Passenger
  Operated by United Airlines
3. Flight 3United Airlines UA 1280
  Houston. US
  IAH 16:56
  3h 43m
  1565 Miles
  San Jose. CR
  SJO 20:39
  
  Operated by United Airlines
Chicago US
ORD09:50
13h 30m
2 Stops
San Jose CR
SJO23:20
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 502
  Chicago. US
  ORD 09:50
  1h 41m
  437 Miles
  Toronto. CA
  YYZ 12:31
  Airbus A220-300 Passenger
  Operated by Air Canada
2. Flight 2Avianca AV 627
  Toronto. CA
  YYZ 16:00
  6h 30m
  2357 Miles
  San Jose. CR
  SJO 23:20
  Airbus A320 Passenger
  Operated by Avianca
Chicago US
ORD21:10
14h 15m
2 Stops
San Jose CR
SJO11:25
+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 21:10
  1h 49m
  590 Miles
  Washington. US
  IAD 23:59
  Airbus A320 Passenger
  Operated by United Airlines
2. Flight 2Avianca AV 591
  Washington. US
  IAD 03:00
  4h 30m
  1910 Miles
  San Salvador. SV
  SAL 06:30
  Airbus A320 Passenger
  Operated by Avianca
3. Flight 3Avianca AV 609
  San Salvador. SV
  SAL 10:15
  1h 10m
  407 Miles
  San Jose. CR
  SJO 11:25
  
  Operated by Avianca
Chicago US
ORD21:05
14h 20m
2 Stops
San Jose CR
SJO11:25
+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 1023
  Chicago. US
  ORD 21:05
  1h 48m
  614 Miles
  Washington. US
  DCA 23:53
  Boeing 737 MAX 8 Passenger / BBJ MAX 8 / Boeing 737 MAX 200
  Operated by United Airlines
2. Flight 2Avianca AV 591
  Washington. US
  IAD 03:00
  4h 30m
  1910 Miles
  San Salvador. SV
  SAL 06:30
  Airbus A320 Passenger
  Operated by Avianca
3. Flight 3Avianca AV 609
  San Salvador. SV
  SAL 10:15
  1h 10m
  407 Miles
  San Jose. CR
  SJO 11:25
  
  Operated by Avianca
Chicago US
ORD20:05
15h 20m
2 Stops
San Jose CR
SJO11:25
+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 2362
  Chicago. US
  ORD 20:05
  2h 19m
  721 Miles
  New York. US
  EWR 23:24
  Boeing 737 MAX 9 Passenger / BBJ MAX 9
  Operated by United Airlines
2. Flight 2Avianca AV 571
  New York. US
  JFK 02:35
  4h 55m
  2105 Miles
  San Salvador. SV
  SAL 06:30
  Airbus A320 Passenger
  Operated by Avianca
3. Flight 3Avianca AV 609
  San Salvador. SV
  SAL 10:15
  1h 10m
  407 Miles
  San Jose. CR
  SJO 11:25
  
  Operated by Avianca
Chicago US
ORD20:00
15h 25m
2 Stops
San Jose CR
SJO11:25
+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 1576
  Chicago. US
  ORD 20:00
  2h 12m
  735 Miles
  New York. US
  LGA 23:12
  Airbus A320 Passenger
  Operated by United Airlines
2. Flight 2Avianca AV 571
  New York. US
  JFK 02:35
  4h 55m
  2105 Miles
  San Salvador. SV
  SAL 06:30
  Airbus A320 Passenger
  Operated by Avianca
3. Flight 3Avianca AV 609
  San Salvador. SV
  SAL 10:15
  1h 10m
  407 Miles
  San Jose. CR
  SJO 11:25
  
  Operated by Avianca

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

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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

Chicago - San Jose

Chicago - San Jose

Chicago - San Jose

Chicago - San Jose

Chicago - San Jose

Chicago - San Jose

Chicago - San Jose