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Cheap flights from San Diego to Chicago

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

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 Diego to Chicago flight schedules

Flight Departure Date Arrival Date Price Duration Number of stops Updated
San Diego (SAN) - Chicago (CHI) 2024-05-14 2024-05-21 99 USD 29 hours 30 minutes Connection 2024-04-23T22:59:50
San Diego (SAN) - Chicago (CHI) 2024-05-15 2024-05-21 99 USD 15 hours 57 minutes Connection 2024-04-24T01:50:09
San Diego (SAN) - Chicago (CHI) 2024-05-18 2024-05-21 99 USD 34 hours 17 minutes Connection 2024-04-23T19:40:05
San Diego (SAN) - Chicago (CHI) 2024-05-14 2024-05-18 109 USD 27 hours 3 minutes Connection 2024-04-23T21:11:37
San Diego (SAN) - Chicago (CHI) 2024-05-17 2024-05-21 109 USD 24 hours 54 minutes Connection 2024-04-25T14:57:44
San Diego (SAN) - Chicago (CHI) 2024-05-17 2024-05-22 109 USD 35 hours 32 minutes Connection 2024-04-25T18:14:41
San Diego (SAN) - Chicago (CHI) 2024-05-08 2024-05-15 113 USD 28 hours 49 minutes Connection 2024-04-24T11:08:57
San Diego (SAN) - Chicago (CHI) 2024-05-09 2024-05-14 113 USD 28 hours 43 minutes Connection 2024-04-23T01:42:40
San Diego (SAN) - Chicago (CHI) 2024-05-15 2024-05-19 113 USD 18 hours 43 minutes Connection 2024-04-25T20:26:47
San Diego (SAN) - Chicago (CHI) 2024-05-10 2024-05-21 123 USD 19 hours 43 minutes Connection 2024-04-25T18:18:44
San Diego (SAN) - Chicago (CHI) 2024-05-14 2024-05-17 125 USD 22 hours 53 minutes Connection 2024-04-23T05:46:44
San Diego (SAN) - Chicago (CHI) 2024-05-15 2024-05-17 125 USD 17 hours 6 minutes Connection 2024-04-23T04:19:19
San Diego (SAN) - Chicago (CHI) 2024-05-16 2024-05-21 125 USD 24 hours 34 minutes Connection 2024-04-23T18:49:05
San Diego (SAN) - Chicago (CHI) 2024-05-21 2024-05-24 125 USD 22 hours 27 minutes Connection 2024-04-23T21:06:28
San Diego (SAN) - Chicago (CHI) 2024-05-08 2024-05-14 127 USD 28 hours 4 minutes Connection 2024-04-23T19:07:46
San Diego (SAN) - Chicago (CHI) 2024-05-09 2024-05-12 127 USD 24 hours 2 minutes Connection 2024-04-23T04:47:06
San Diego (SAN) - Chicago (CHI) 2024-05-11 2024-05-14 127 USD 29 hours 47 minutes Connection 2024-04-23T21:26:15
San Diego (SAN) - Chicago (CHI) 2024-05-15 2024-05-16 128 USD 16 hours 8 minutes Connection 2024-04-23T22:59:14
San Diego (SAN) - Chicago (CHI) 2024-05-01 2024-05-12 131 USD 27 hours 56 minutes Connection 2024-04-24T03:56:31
San Diego (SAN) - Chicago (CHI) 2024-05-04 2024-05-08 131 USD 34 hours 36 minutes Connection 2024-04-23T18:01:30
San Diego (SAN) - Chicago (CHI) 2024-05-10 2024-05-14 133 USD 25 hours 39 minutes Connection 2024-04-23T02:18:25
San Diego (SAN) - Chicago (CHI) 2024-05-10 2024-05-18 133 USD 27 hours 2 minutes Connection 2024-04-23T04:16:10
San Diego (SAN) - Chicago (CHI) 2024-05-21 2024-05-23 133 USD 16 hours 58 minutes Connection 2024-04-23T21:06:28
San Diego (SAN) - Chicago (CHI) 2024-05-21 2024-06-08 134 USD 15 hours 47 minutes Connection 2024-04-24T01:51:24
San Diego (SAN) - Chicago (CHI) 2024-05-16 2024-05-18 135 USD 23 hours 17 minutes Connection 2024-04-25T18:43:52
San Diego (SAN) - Chicago (CHI) 2024-05-07 2024-05-11 137 USD 30 hours 11 minutes Connection 2024-04-23T21:42:22
San Diego (SAN) - Chicago (CHI) 2024-05-09 2024-05-13 137 USD 22 hours 53 minutes Connection 2024-04-23T02:51:39
San Diego (SAN) - Chicago (CHI) 2024-05-11 2024-05-13 137 USD 21 hours 2 minutes Connection 2024-04-24T04:17:08
San Diego (SAN) - Chicago (CHI) 2024-05-21 2024-05-30 137 USD 16 hours 58 minutes Connection 2024-04-23T00:20:15
San Diego (SAN) - Chicago (CHI) 2024-05-08 2024-05-09 143 USD 30 hours 10 minutes Connection 2024-04-23T13:16:54

San Diego to Chicago flight status

Flight Origin Destination Departure Arrival Equip
WN2885 San Diego (SAN) Chicago (MDW) 7 p.m. 9:10 p.m. B738
WN159 San Diego (SAN) Chicago (MDW) 10:20 a.m. 12:45 p.m. B38M
WN2010 San Diego (SAN) Chicago (MDW) 11:05 a.m. 12:55 p.m. B737
WN928 San Diego (SAN) Chicago (MDW) 10:40 a.m. 11:55 a.m. B737
WN1035 San Diego (SAN) Chicago (MDW) 6 a.m. 7:25 a.m. B737
WN1827 San Diego (SAN) Chicago (MDW) 3:25 p.m. 6:10 p.m. B737
WN2272 San Diego (SAN) Chicago (MDW) 5:35 p.m. 7:20 p.m. B737
WN4476 San Diego (SAN) Chicago (MDW) 1:10 p.m. 2:50 p.m. B737
WN297 San Diego (SAN) Chicago (MDW) 12:30 p.m. 2:55 p.m. B737
WN3759 San Diego (SAN) Chicago (MDW) 8:30 p.m. 10:15 p.m. B737
WN4973 San Diego (SAN) Chicago (MDW) 6:55 p.m. 9:15 p.m. B737
WN6482 San Diego (SAN) Chicago (MDW) 10:50 a.m. 1:05 p.m. B738
2K57 San Diego (SAN) Chicago (MDW) 10:50 a.m. 6:50 p.m. 319

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