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Cheap flights from Chicago to San Diego

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

Flight Departure Date Arrival Date Price Duration Number of stops Updated
Chicago (CHI) - San Diego (SAN) 2024-05-11 2024-05-19 99 USD 16 hours 43 minutes Connection 2024-04-21T01:55:29
Chicago (CHI) - San Diego (SAN) 2024-05-14 2024-05-15 99 USD 21 hours 49 minutes Connection 2024-04-22T21:24:43
Chicago (CHI) - San Diego (SAN) 2024-05-14 2024-05-16 99 USD 16 hours 36 minutes Connection 2024-04-22T08:22:51
Chicago (CHI) - San Diego (SAN) 2024-05-14 2024-05-19 99 USD 23 hours 24 minutes Connection 2024-04-22T20:28:38
Chicago (CHI) - San Diego (SAN) 2024-05-14 2024-05-21 99 USD 23 hours 53 minutes Connection 2024-04-22T17:56:02
Chicago (CHI) - San Diego (SAN) 2024-05-15 2024-05-19 99 USD 20 hours 24 minutes Connection 2024-04-21T13:36:41
Chicago (CHI) - San Diego (SAN) 2024-05-15 2024-05-21 99 USD 23 hours 53 minutes Connection 2024-04-22T02:26:37
Chicago (CHI) - San Diego (SAN) 2024-05-15 2024-05-22 99 USD 31 hours 54 minutes Connection 2024-04-24T19:58:43
Chicago (CHI) - San Diego (SAN) 2024-05-18 2024-05-21 99 USD 19 hours 33 minutes Connection 2024-04-22T15:46:35
Chicago (CHI) - San Diego (SAN) 2024-05-18 2024-05-23 99 USD 18 hours 32 minutes Connection 2024-04-22T10:14:03
Chicago (CHI) - San Diego (SAN) 2024-05-21 2024-05-23 99 USD 15 hours 46 minutes Connection 2024-04-21T11:51:22
Chicago (CHI) - San Diego (SAN) 2024-05-13 2024-05-16 109 USD 19 hours 53 minutes Connection 2024-04-22T15:49:41
Chicago (CHI) - San Diego (SAN) 2024-05-13 2024-05-19 109 USD 20 hours 14 minutes Connection 2024-04-21T11:37:08
Chicago (CHI) - San Diego (SAN) 2024-05-17 2024-05-19 109 USD 21 hours 37 minutes Connection 2024-04-22T16:09:56
Chicago (CHI) - San Diego (SAN) 2024-05-17 2024-05-21 109 USD 22 hours 6 minutes Connection 2024-04-22T04:32:21
Chicago (CHI) - San Diego (SAN) 2024-05-17 2024-05-23 109 USD 21 hours 5 minutes Connection 2024-04-22T16:16:19
Chicago (CHI) - San Diego (SAN) 2024-05-06 2024-05-14 113 USD 27 hours 20 minutes Connection 2024-04-21T14:57:06
Chicago (CHI) - San Diego (SAN) 2024-05-07 2024-05-14 113 USD 27 hours 59 minutes Connection 2024-04-21T01:06:57
Chicago (CHI) - San Diego (SAN) 2024-05-08 2024-05-14 113 USD 28 hours 41 minutes Connection 2024-04-23T00:20:11
Chicago (CHI) - San Diego (SAN) 2024-05-08 2024-05-15 113 USD 25 hours 16 minutes Connection 2024-04-21T00:10:03
Chicago (CHI) - San Diego (SAN) 2024-05-08 2024-05-16 113 USD 20 hours 3 minutes Connection 2024-04-24T05:23:31
Chicago (CHI) - San Diego (SAN) 2024-05-11 2024-05-14 113 USD 21 hours 18 minutes Connection 2024-04-23T02:26:25
Chicago (CHI) - San Diego (SAN) 2024-05-11 2024-05-15 113 USD 24 hours 17 minutes Connection 2024-04-21T18:05:40
Chicago (CHI) - San Diego (SAN) 2024-05-11 2024-05-16 113 USD 16 hours 22 minutes Connection 2024-04-22T23:58:14
Chicago (CHI) - San Diego (SAN) 2024-05-11 2024-05-21 113 USD 17 hours 12 minutes Connection 2024-04-24T01:24:54
Chicago (CHI) - San Diego (SAN) 2024-04-30 2024-05-19 117 USD 16 hours 57 minutes Connection 2024-04-24T03:35:44
Chicago (CHI) - San Diego (SAN) 2024-05-10 2024-05-15 123 USD 29 hours 37 minutes Connection 2024-04-23T22:21:59
Chicago (CHI) - San Diego (SAN) 2024-05-10 2024-05-16 123 USD 24 hours 24 minutes Connection 2024-04-23T22:21:49
Chicago (CHI) - San Diego (SAN) 2024-05-12 2024-05-16 123 USD 17 hours 13 minutes Connection 2024-04-22T19:20:35
Chicago (CHI) - San Diego (SAN) 2024-05-15 2024-05-24 125 USD 21 hours 14 minutes Connection 2024-04-21T14:42:45

Chicago to San Diego flight status

Flight Origin Destination Departure Arrival Equip
WN874 Chicago (MDW) San Diego (SAN) 3 p.m. 7:15 p.m. B738
WN3345 Chicago (MDW) San Diego (SAN) 3:10 p.m. 5 p.m. B737
WN4317 Chicago (MDW) San Diego (SAN) 1:25 p.m. 2 p.m. B738
WN3944 Chicago (MDW) San Diego (SAN) 10:30 a.m. 12:15 p.m. B737
WN4925 Chicago (MDW) San Diego (SAN) 12:55 p.m. 2:10 p.m. B737
WN2146 Chicago (MDW) San Diego (SAN) 11:55 a.m. 2:55 p.m. B38M
WN5023 Chicago (MDW) San Diego (SAN) 8 a.m. 10:30 a.m. B737
WN6388 Chicago (MDW) San Diego (SAN) 1:30 p.m. 3:25 p.m. B738
WN6107 Chicago (MDW) San Diego (SAN) 2:55 p.m. 5:35 p.m. B737
WN4749 Chicago (MDW) San Diego (SAN) 6:25 a.m. 8:20 a.m. B737
FL295 Chicago (MDW) San Diego (SAN) 11:55 a.m. 2:30 p.m.

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