Cheap Flights from CHI to SAN
The Cheapest Round-trip Tickets from Chicago to San Diego
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 13 August 2026 | 16 August 2026 | Direct |  | RT from 277 |
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 |
| 22 July 2026 | 25 July 2026 | Direct | | RT from 296 |
| 5 August 2026 | 9 August 2026 | Direct | | RT from 296 |
| 9 August 2026 | 12 August 2026 | Direct | | RT from 295 |
| 13 August 2026 | 16 August 2026 | 1 Stop | | RT from 277 |
| 11 February 2027 | 15 February 2027 | Direct | | RT from 357 |
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 |
| 13 August 2026 | 16 August 2026 | 1 Stop | | RT from 277 |
| 11 February 2027 | 15 February 2027 | Direct | | RT from 357 |