Cheap Flights from CHI to SJC
The Cheapest Round-trip Tickets from Chicago to San Jose
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 10 October 2026 | 12 October 2026 | Direct |  | RT from 259 |
The Cheapest Flights for this Month from Chicago to San Jose
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 5 September 2026 | 8 September 2026 | Direct |  | RT from 630 |
| 10 September 2026 | 13 September 2026 | 1 Stop | | RT from 638 |
| 11 September 2026 | 15 September 2026 | 1 Stop |  | RT from 417 |
| 18 September 2026 | 21 September 2026 | Direct | | RT from 331 |
| 25 September 2026 | 29 September 2026 | Direct | | RT from 318 |
| 10 October 2026 | 12 October 2026 | Direct | | RT from 259 |
| 5 November 2026 | 8 November 2026 | Direct | | RT from 360 |
| 14 April 2027 | 16 April 2027 | 1 Stop | | RT from 329 |
| 15 April 2027 | 17 April 2027 | 1 Stop | | RT from 329 |
| 16 April 2027 | 19 April 2027 | 1 Stop | | RT from 329 |
| 17 April 2027 | 17 April 2027 | 1 Stop | | RT from 405 |
The Cheapest Flights from Chicago to San Jose for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 25 September 2026 | 29 September 2026 | Direct | | RT from 318 |
| 10 October 2026 | 12 October 2026 | Direct | | RT from 259 |
| 5 November 2026 | 8 November 2026 | Direct | | RT from 360 |
| 14 April 2027 | 16 April 2027 | 1 Stop | | RT from 329 |