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) | 2026-12-22 | 2027-01-03 | 261 USD | 12 hours 40 minutes | Connection | 2026-11-08T22:47:36 |
| Chicago (CHI) - San Diego (SAN) | 2026-12-30 | 2027-01-03 | 269 USD | 8 hours 15 minutes | Direct | 2026-11-08T22:52:13 |
| Chicago (CHI) - San Diego (SAN) | 2026-12-31 | 2027-01-02 | 299 USD | 8 hours 15 minutes | Direct | 2026-11-08T22:46:53 |
| Chicago (CHI) - San Diego (SAN) | 2026-12-30 | 2027-01-02 | 317 USD | 8 hours 15 minutes | Direct | 2026-11-08T22:45:37 |
| Chicago (CHI) - San Diego (SAN) | 2026-12-03 | 2026-12-11 | 372 USD | 8 hours 15 minutes | Direct | 2026-11-11T05:13:13 |
| Chicago (CHI) - San Diego (SAN) | 2027-01-03 | 2027-01-16 | 402 USD | 8 hours 30 minutes | Direct | 2026-11-09T22:43:29 |
| Chicago (CHI) - San Diego (SAN) | 2026-12-01 | 2026-12-04 | 406 USD | 8 hours 20 minutes | Direct | 2026-11-09T16:59:13 |
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. |
Popular Flights Searchs
- Domestic Destinations
- International Destinations