Cheap flights from Chicago to San Jose

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

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

Chicago to San Jose flight schedules

Flight Departure Date Arrival Date Price Duration Number of stops Updated
Chicago (CHI) - San Jose (SJC) 2024-06-19 2024-07-11 262 USD 20 hours 45 minutes Connection 2024-04-22T02:20:12
Chicago (CHI) - San Jose (SJC) 2024-09-16 2024-09-17 277 USD 15 hours 16 minutes Connection 2024-04-22T01:15:28
Chicago (CHI) - San Jose (SJC) 2024-09-16 2024-10-02 282 USD 21 hours 1 minutes Connection 2024-04-20T00:42:29
Chicago (CHI) - San Jose (SJC) 2024-10-07 2024-10-16 288 USD 16 hours 41 minutes Connection 2024-04-20T21:21:27
Chicago (CHI) - San Jose (SJC) 2024-09-18 2024-09-22 288 USD 14 hours 14 minutes Connection 2024-04-20T12:44:00
Chicago (CHI) - San Jose (SJC) 2024-06-19 2024-07-10 288 USD 17 hours 58 minutes Connection 2024-04-22T02:20:12
Chicago (CHI) - San Jose (SJC) 2024-10-03 2024-10-08 289 USD 16 hours 36 minutes Connection 2024-04-20T07:35:34
Chicago (CHI) - San Jose (SJC) 2024-10-09 2024-10-15 293 USD 17 hours 44 minutes Connection 2024-04-22T01:29:30
Chicago (CHI) - San Jose (SJC) 2024-06-06 2024-06-13 294 USD 20 hours 50 minutes Connection 2024-04-21T00:34:04
Chicago (CHI) - San Jose (SJC) 2024-07-09 2024-07-10 294 USD 19 hours 0 minutes Connection 2024-04-21T15:10:58
Chicago (CHI) - San Jose (SJC) 2024-06-19 2024-06-25 298 USD 14 hours 23 minutes Connection 2024-04-21T13:33:01
Chicago (CHI) - San Jose (SJC) 2024-06-06 2024-06-09 301 USD 16 hours 4 minutes Connection 2024-04-22T23:50:39
Chicago (CHI) - San Jose (SJC) 2024-06-03 2024-06-04 309 USD 15 hours 3 minutes Connection 2024-04-22T16:35:01
Chicago (CHI) - San Jose (SJC) 2024-05-14 2024-05-15 313 USD 18 hours 50 minutes Connection 2024-04-23T03:00:54
Chicago (CHI) - San Jose (SJC) 2024-09-16 2024-09-21 314 USD 19 hours 10 minutes Connection 2024-04-22T23:25:02
Chicago (CHI) - San Jose (SJC) 2024-07-09 2024-07-23 317 USD 25 hours 4 minutes Connection 2024-04-22T05:57:42
Chicago (CHI) - San Jose (SJC) 2024-06-19 2024-07-04 319 USD 17 hours 49 minutes Connection 2024-04-20T16:06:23
Chicago (CHI) - San Jose (SJC) 2024-10-03 2024-10-24 321 USD 17 hours 26 minutes Connection 2024-04-21T13:46:17
Chicago (CHI) - San Jose (SJC) 2025-03-07 2025-03-09 321 USD 18 hours 21 minutes Connection 2024-04-22T14:49:35
Chicago (CHI) - San Jose (SJC) 2025-03-07 2025-03-10 321 USD 14 hours 55 minutes Connection 2024-04-22T14:49:10
Chicago (CHI) - San Jose (SJC) 2024-08-10 2024-08-12 321 USD 18 hours 26 minutes Connection 2024-04-20T18:59:57
Chicago (CHI) - San Jose (SJC) 2024-10-10 2024-10-13 321 USD 14 hours 14 minutes Connection 2024-04-20T16:40:13
Chicago (CHI) - San Jose (SJC) 2024-10-10 2024-10-15 321 USD 18 hours 8 minutes Connection 2024-04-22T15:22:19
Chicago (CHI) - San Jose (SJC) 2024-06-06 2024-06-19 322 USD 15 hours 29 minutes Connection 2024-04-22T18:06:57
Chicago (CHI) - San Jose (SJC) 2024-06-14 2024-06-19 322 USD 15 hours 24 minutes Connection 2024-04-23T01:10:36
Chicago (CHI) - San Jose (SJC) 2024-06-19 2024-06-26 324 USD 18 hours 54 minutes Connection 2024-04-22T04:01:10
Chicago (CHI) - San Jose (SJC) 2024-05-20 2024-05-26 328 USD 14 hours 4 minutes Connection 2024-04-22T05:54:03
Chicago (CHI) - San Jose (SJC) 2024-05-03 2024-05-11 338 USD 17 hours 41 minutes Connection 2024-04-20T02:39:11
Chicago (CHI) - San Jose (SJC) 2024-05-10 2024-05-11 338 USD 16 hours 4 minutes Connection 2024-04-20T19:27:13
Chicago (CHI) - San Jose (SJC) 2024-06-01 2024-06-04 345 USD 15 hours 18 minutes Connection 2024-04-20T15:08:04

Chicago to San Jose flight status

Flight Origin Destination Departure Arrival Equip
WN6124 Chicago (MDW) San Jose (SJC) 11 a.m. 12:20 p.m. B737
WN1646 Chicago (MDW) San Jose (SJC) 9:55 a.m. 11:15 a.m. B738
WN6691 Chicago (MDW) San Jose (SJC) 2 p.m. 4:25 p.m. B737
AZ530 Chicago (MDW) San Jose (SJC) 10:05 a.m. 11:10 a.m. 319