Cheap Flights from CHI to SAN
The Cheapest Round-trip Tickets from Chicago to San Diego
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 17 October 2025 | 21 October 2025 | Direct |  | RT from 163 |
The Cheapest Flights for this Month from Chicago to San Diego
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 12 September 2025 | 14 September 2025 | 1 Stop | | RT from 172 |
| 10 October 2025 | 12 October 2025 | 1 Stop |  | RT from 198 |
| 17 October 2025 | 21 October 2025 | 1 Stop | | RT from 163 |
| 13 February 2026 | 15 February 2026 | Direct | | RT from 410 |
The Cheapest Flights from Chicago to San Diego for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 12 September 2025 | 14 September 2025 | 1 Stop | | RT from 172 |
| 17 October 2025 | 21 October 2025 | 1 Stop | | RT from 163 |
| 13 February 2026 | 15 February 2026 | Direct | | RT from 410 |