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Cheap flights from San Jose to Chicago

Find cheap Chicago to San Jose flights with our free search service. Compare all available fares for direct or connection flights from Chicago to San Jose.

Round-trip
  • One-way
  • Round-trip
1 adult
Adults 12 years or over
1
Children 2-11 years
0
Infants 0-23 months
0
Cancel Done
Economy Class
  • Economy Class
  • Business Class
Done
Done

San Jose to Chicago flight schedules

Flight Departure Date Arrival Date Price Duration Number of stops Updated
San Jose (SJO) - Chicago (CHI) 2024-05-15 2024-05-21 185 USD 26 hours 59 minutes Connection 2024-04-24T20:35:19
San Jose (SJO) - Chicago (CHI) 2024-05-14 2024-05-15 196 USD 43 hours 8 minutes Connection 2024-04-24T21:36:27
San Jose (SJO) - Chicago (CHI) 2024-05-14 2024-05-21 214 USD 15 hours 19 minutes Connection 2024-04-22T10:21:12
San Jose (SJO) - Chicago (CHI) 2024-05-15 2024-05-18 214 USD 21 hours 59 minutes Connection 2024-04-22T08:28:08
San Jose (SJO) - Chicago (CHI) 2024-05-16 2024-05-17 214 USD 17 hours 34 minutes Connection 2024-04-24T08:23:52
San Jose (SJO) - Chicago (CHI) 2024-05-21 2024-05-28 214 USD 22 hours 8 minutes Connection 2024-04-22T04:35:24
San Jose (SJO) - Chicago (CHI) 2024-05-25 2024-05-28 214 USD 23 hours 13 minutes Connection 2024-04-22T07:11:10
San Jose (SJO) - Chicago (CHI) 2024-05-08 2024-05-18 219 USD 20 hours 16 minutes Connection 2024-04-23T18:28:37
San Jose (SJO) - Chicago (CHI) 2024-05-08 2024-05-21 219 USD 26 hours 59 minutes Connection 2024-04-23T13:31:20
San Jose (SJO) - Chicago (CHI) 2024-05-11 2024-05-14 219 USD 28 hours 2 minutes Connection 2024-04-22T08:20:41
San Jose (SJO) - Chicago (CHI) 2024-05-11 2024-05-28 219 USD 21 hours 28 minutes Connection 2024-04-22T00:59:51
San Jose (SJO) - Chicago (CHI) 2024-05-17 2024-05-18 219 USD 16 hours 58 minutes Connection 2024-04-24T08:44:05
San Jose (SJO) - Chicago (CHI) 2024-05-18 2024-05-21 219 USD 28 hours 2 minutes Connection 2024-04-22T07:25:41
San Jose (SJO) - Chicago (CHI) 2024-05-18 2024-05-28 219 USD 31 hours 48 minutes Connection 2024-04-24T13:55:26
San Jose (SJO) - Chicago (CHI) 2024-05-15 2024-05-20 222 USD 22 hours 2 minutes Connection 2024-04-22T08:06:49
San Jose (SJO) - Chicago (CHI) 2024-05-16 2024-05-21 222 USD 22 hours 2 minutes Connection 2024-04-22T08:16:10
San Jose (SJO) - Chicago (CHI) 2024-05-16 2024-05-28 222 USD 17 hours 29 minutes Connection 2024-04-22T01:40:23
San Jose (SJO) - Chicago (CHI) 2024-05-21 2024-05-26 222 USD 22 hours 2 minutes Connection 2024-04-24T07:19:13
San Jose (SJO) - Chicago (CHI) 2024-05-23 2024-05-28 222 USD 25 hours 48 minutes Connection 2024-04-24T07:07:50
San Jose (SJO) - Chicago (CHI) 2024-05-29 2024-05-30 222 USD 15 hours 19 minutes Connection 2024-04-24T07:26:43
San Jose (SJO) - Chicago (CHI) 2024-05-06 2024-05-08 223 USD 43 hours 21 minutes Connection 2024-04-25T01:19:27
San Jose (SJO) - Chicago (CHI) 2024-05-07 2024-05-14 227 USD 41 hours 36 minutes Connection 2024-04-22T22:31:33
San Jose (SJO) - Chicago (CHI) 2024-05-08 2024-05-13 227 USD 26 hours 59 minutes Connection 2024-04-22T08:18:25
San Jose (SJO) - Chicago (CHI) 2024-05-10 2024-05-18 227 USD 34 hours 12 minutes Connection 2024-04-22T14:47:47
San Jose (SJO) - Chicago (CHI) 2024-05-17 2024-05-20 227 USD 17 hours 7 minutes Connection 2024-04-24T08:45:38
San Jose (SJO) - Chicago (CHI) 2024-05-18 2024-05-19 227 USD 31 hours 48 minutes Connection 2024-04-24T08:11:27
San Jose (SJO) - Chicago (CHI) 2024-05-25 2024-05-26 227 USD 28 hours 2 minutes Connection 2024-04-24T07:23:36
San Jose (SJO) - Chicago (CHI) 2024-05-25 2024-05-30 227 USD 28 hours 2 minutes Connection 2024-04-24T07:12:40
San Jose (SJO) - Chicago (CHI) 2024-05-07 2024-05-12 229 USD 31 hours 9 minutes Connection 2024-04-24T17:52:51
San Jose (SJO) - Chicago (CHI) 2024-05-20 2024-05-21 229 USD 16 hours 0 minutes Connection 2024-04-22T07:13:39

San Jose to Chicago flight status

Flight Origin Destination Departure Arrival Equip
UA1045 San Jose (SJO) Chicago (ORD) 1 p.m. 7:28 p.m. B738
2L1216 San Jose (SJO) Chicago (ORD) 1:55 p.m. 7:32 p.m. 100

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