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) 2024-09-04 2024-09-06 149 USD 24 hours 7 minutes Connection 2024-05-30T22:17:23
Chicago (CHI) - San Diego (SAN) 2024-06-08 2024-06-15 149 USD 21 hours 25 minutes Connection 2024-05-31T22:14:25
Chicago (CHI) - San Diego (SAN) 2024-08-29 2024-09-03 149 USD 22 hours 6 minutes Connection 2024-05-30T03:58:29
Chicago (CHI) - San Diego (SAN) 2024-06-08 2024-06-09 169 USD 15 hours 34 minutes Connection 2024-06-01T07:54:00
Chicago (CHI) - San Diego (SAN) 2024-06-08 2024-06-11 169 USD 15 hours 41 minutes Connection 2024-05-31T18:08:22
Chicago (CHI) - San Diego (SAN) 2024-06-07 2024-06-11 178 USD 16 hours 2 minutes Connection 2024-05-30T18:06:08
Chicago (CHI) - San Diego (SAN) 2024-08-10 2024-08-20 179 USD 15 hours 7 minutes Connection 2024-05-30T19:04:21
Chicago (CHI) - San Diego (SAN) 2024-08-10 2024-08-24 179 USD 14 hours 32 minutes Connection 2024-05-30T19:32:06
Chicago (CHI) - San Diego (SAN) 2024-08-10 2024-08-25 179 USD 13 hours 21 minutes Connection 2024-05-30T19:32:06
Chicago (CHI) - San Diego (SAN) 2024-06-15 2024-06-18 179 USD 15 hours 42 minutes Connection 2024-06-02T08:04:12
Chicago (CHI) - San Diego (SAN) 2024-06-15 2024-06-22 179 USD 15 hours 45 minutes Connection 2024-06-02T03:19:35
Chicago (CHI) - San Diego (SAN) 2024-07-20 2024-08-20 179 USD 15 hours 7 minutes Connection 2024-05-30T01:57:59
Chicago (CHI) - San Diego (SAN) 2024-06-07 2024-06-12 184 USD 15 hours 11 minutes Connection 2024-05-30T15:43:44
Chicago (CHI) - San Diego (SAN) 2024-08-14 2024-08-22 185 USD 17 hours 13 minutes Connection 2024-06-02T06:04:21
Chicago (CHI) - San Diego (SAN) 2024-08-07 2024-08-14 187 USD 13 hours 0 minutes Connection 2024-06-01T21:19:49
Chicago (CHI) - San Diego (SAN) 2024-08-10 2024-08-15 187 USD 15 hours 41 minutes Connection 2024-06-01T02:13:48
Chicago (CHI) - San Diego (SAN) 2024-08-12 2024-08-20 187 USD 16 hours 24 minutes Connection 2024-05-30T14:38:23
Chicago (CHI) - San Diego (SAN) 2024-08-26 2024-09-03 187 USD 17 hours 54 minutes Connection 2024-05-30T05:12:46
Chicago (CHI) - San Diego (SAN) 2024-06-15 2024-06-17 189 USD 15 hours 49 minutes Connection 2024-06-01T20:00:10
Chicago (CHI) - San Diego (SAN) 2024-06-11 2024-06-12 203 USD 12 hours 46 minutes Connection 2024-05-30T14:12:40
Chicago (CHI) - San Diego (SAN) 2024-07-02 2024-07-03 204 USD 12 hours 57 minutes Connection 2024-06-01T14:11:51
Chicago (CHI) - San Diego (SAN) 2024-08-12 2024-08-18 205 USD 14 hours 38 minutes Connection 2024-05-31T02:11:13
Chicago (CHI) - San Diego (SAN) 2024-08-19 2024-08-27 205 USD 17 hours 54 minutes Connection 2024-06-01T05:08:04
Chicago (CHI) - San Diego (SAN) 2024-06-04 2024-06-07 207 USD 32 hours 46 minutes Connection 2024-05-30T19:40:14
Chicago (CHI) - San Diego (SAN) 2024-06-04 2024-06-10 207 USD 16 hours 38 minutes Connection 2024-05-31T10:31:29
Chicago (CHI) - San Diego (SAN) 2024-06-07 2024-06-10 207 USD 15 hours 29 minutes Connection 2024-05-30T18:24:33
Chicago (CHI) - San Diego (SAN) 2024-06-07 2024-06-09 208 USD 15 hours 59 minutes Connection 2024-05-31T11:59:48
Chicago (CHI) - San Diego (SAN) 2024-06-07 2024-06-13 208 USD 16 hours 7 minutes Connection 2024-05-31T17:29:23
Chicago (CHI) - San Diego (SAN) 2024-06-08 2024-06-13 208 USD 15 hours 42 minutes Connection 2024-05-31T17:06:27
Chicago (CHI) - San Diego (SAN) 2024-06-10 2024-06-11 208 USD 16 hours 7 minutes Connection 2024-05-30T14:12:35

Chicago to San Diego flight status

Flight Origin Destination Departure Arrival Equip
WN3944 Chicago (MDW) San Diego (SAN) 10:05 a.m. 11:55 a.m. B737
WN3345 Chicago (MDW) San Diego (SAN) 1:15 p.m. 2:35 p.m. B737
WN874 Chicago (MDW) San Diego (SAN) 3:10 p.m. 7:25 p.m. B738
WN4925 Chicago (MDW) San Diego (SAN) 12:55 p.m. 2:10 p.m. B737
WN4317 Chicago (MDW) San Diego (SAN) 1:25 p.m. 2 p.m. B738
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.