Cheap Flights from CHI to SAN
The Cheapest Round-trip Tickets from Chicago to San Diego
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 11 September 2026 | 16 September 2026 | Direct |  | RT from 209 |
The Cheapest Flights for this Month from Chicago to San Diego
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 20 July 2026 | 22 July 2026 | 1 Stop | | RT from 287 |
| 21 July 2026 | 22 July 2026 | 1 Stop | | RT from 313 |
| 22 July 2026 | 25 July 2026 | Direct |  | RT from 296 |
| 5 August 2026 | 9 August 2026 | Direct | | RT from 296 |
| 11 August 2026 | 18 August 2026 | Direct | | RT from 224 |
| 12 August 2026 | 18 August 2026 | 1 Stop | | RT from 214 |
| 15 August 2026 | 18 August 2026 | 1 Stop | | RT from 214 |
| 16 August 2026 | 19 August 2026 | 1 Stop | | RT from 257 |
| 24 August 2026 | 28 August 2026 | Direct |  | RT from 272 |
| 11 September 2026 | 16 September 2026 | 1 Stop | | RT from 209 |
| 12 September 2026 | 26 September 2026 | Direct | | RT from 226 |
| 11 February 2027 | 15 February 2027 | Direct | | RT from 357 |
| 1 March 2027 | 4 March 2027 | Direct | | RT from 376 |
The Cheapest Flights from Chicago to San Diego for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 20 July 2026 | 22 July 2026 | 1 Stop | | RT from 287 |
| 15 August 2026 | 18 August 2026 | 1 Stop | | RT from 214 |
| 11 September 2026 | 16 September 2026 | 1 Stop | | RT from 209 |
| 11 February 2027 | 15 February 2027 | Direct | | RT from 357 |
| 1 March 2027 | 4 March 2027 | Direct | | RT from 376 |