Cheap Flights from CHI to SAN
The Cheapest Round-trip Tickets from Chicago to San Diego
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 1 May 2026 | 4 May 2026 | Direct |  | RT from 185 |
The Cheapest Flights for this Month from Chicago to San Diego
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 2 April 2026 | 6 April 2026 | 1 Stop |  | RT from 545 |
| 3 April 2026 | 5 April 2026 | 1 Stop | | RT from 362 |
| 16 April 2026 | 19 April 2026 | 1 Stop | | RT from 220 |
| 18 April 2026 | 27 April 2026 | 1 Stop | | RT from 240 |
| 19 April 2026 | 27 April 2026 | 2 Stops | | RT from 249 |
| 20 April 2026 | 28 April 2026 | 1 Stop | | RT from 207 |
| 26 April 2026 | 30 April 2026 | 1 Stop | | RT from 241 |
| 1 May 2026 | 4 May 2026 | 1 Stop | | RT from 185 |
| 10 June 2026 | 17 June 2026 | 2 Stops | | RT from 306 |
| 26 June 2026 | 28 June 2026 | Direct |  | RT from 359 |
The Cheapest Flights from Chicago to San Diego for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 20 April 2026 | 28 April 2026 | 1 Stop | | RT from 207 |
| 1 May 2026 | 4 May 2026 | 1 Stop | | RT from 185 |
| 10 June 2026 | 17 June 2026 | 2 Stops | | RT from 306 |