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.
Chicago to San Diego flight schedules
| Flight | Departure Date | Arrival Date | Price | Duration | Number of stops | Updated |
|---|---|---|---|---|---|---|
| Chicago (CHI) - San Diego (SAN) | 2026-10-01 | 2026-10-05 | 260 USD | 8 hours 15 minutes | Direct | 2026-08-11T21:13:24 |
| Chicago (CHI) - San Diego (SAN) | 2026-08-14 | 2026-08-17 | 267 USD | 10 hours 55 minutes | Connection | 2026-08-13T03:14:47 |
| Chicago (CHI) - San Diego (SAN) | 2026-09-08 | 2026-09-13 | 362 USD | 8 hours 5 minutes | Direct | 2026-08-09T16:38:19 |
Chicago to San Diego flight status
| Flight | Origin | Destination | Departure | Arrival | Equip |
|---|---|---|---|---|---|
| WN874 | Chicago (MDW) | San Diego (SAN) | 7:50 a.m. | 8:40 a.m. | B738 |
| WN4925 | Chicago (MDW) | San Diego (SAN) | 3:30 p.m. | 5:50 p.m. | B737 |
| WN3944 | Chicago (MDW) | San Diego (SAN) | 9:20 a.m. | noon | B737 |
| WN3345 | Chicago (MDW) | San Diego (SAN) | 2:20 p.m. | 3:35 p.m. | B737 |
| WN4317 | Chicago (MDW) | San Diego (SAN) | 8:25 p.m. | 8:40 p.m. | B738 |
| WN2146 | Chicago (MDW) | San Diego (SAN) | 11:30 a.m. | 1:20 p.m. | B38M |
| WN4749 | Chicago (MDW) | San Diego (SAN) | 5:20 p.m. | 7:15 p.m. | B737 |
| WN5023 | Chicago (MDW) | San Diego (SAN) | 11:05 a.m. | 12:45 p.m. | B737 |
| WN6107 | Chicago (MDW) | San Diego (SAN) | 2:40 p.m. | 2:45 p.m. | B737 |
| WN6388 | Chicago (MDW) | San Diego (SAN) | 1:30 p.m. | 3:25 p.m. | B738 |
| FL295 | Chicago (MDW) | San Diego (SAN) | 11:55 a.m. | 2:30 p.m. |
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