Cheap Flights from CHI to SJC
The Cheapest Round-trip Tickets from Chicago to San Jose
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 3 October 2026 | 6 October 2026 | Direct |  | RT from 258 |
The Cheapest Flights for this Month from Chicago to San Jose
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 17 July 2026 | 19 July 2026 | 1 Stop |  | RT from 490 |
| 21 July 2026 | 23 July 2026 | 1 Stop | | RT from 560 |
| 24 July 2026 | 27 July 2026 | 1 Stop | | RT from 507 |
| 3 October 2026 | 6 October 2026 | Direct | | RT from 258 |
| 5 November 2026 | 5 November 2026 | Direct | | RT from 271 |
The Cheapest Flights from Chicago to San Jose for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 17 July 2026 | 19 July 2026 | 1 Stop | | RT from 490 |
| 3 October 2026 | 6 October 2026 | Direct | | RT from 258 |
| 5 November 2026 | 5 November 2026 | Direct | | RT from 271 |