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 June 2026 | 14 June 2026 | Direct |  | RT from 203 |
The Cheapest Flights for this Month from Chicago to San Jose
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 15 February 2026 | 18 February 2026 | 1 Stop |  | RT from 844 |
| 19 February 2026 | 22 February 2026 | Direct | | RT from 1 030 |
| 21 February 2026 | 24 February 2026 | Direct | | RT from 612 |
| 25 February 2026 | 26 February 2026 | 1 Stop | | RT from 305 |
| 26 February 2026 | 3 March 2026 | 1 Stop | | RT from 270 |
| 27 February 2026 | 2 March 2026 | 1 Stop | | RT from 306 |
| 10 March 2026 | 11 March 2026 | 1 Stop | | RT from 216 |
| 13 March 2026 | 21 March 2026 | Direct | | RT from 233 |
| 14 March 2026 | 23 March 2026 | Direct |  | RT from 382 |
| 15 March 2026 | 18 March 2026 | Direct | | RT from 469 |
| 16 March 2026 | 18 March 2026 | Direct | | RT from 323 |
| 19 March 2026 | 24 March 2026 | Direct | | RT from 316 |
| 20 March 2026 | 24 March 2026 | Direct | | RT from 336 |
| 21 March 2026 | 28 March 2026 | Direct | | RT from 483 |
| 28 March 2026 | 2 April 2026 | Direct | | RT from 240 |
| 10 April 2026 | 12 April 2026 | Direct | | RT from 315 |
| 12 April 2026 | 15 April 2026 | 1 Stop | | RT from 533 |
| 21 May 2026 | 24 May 2026 | 1 Stop | | RT from 314 |
| 30 May 2026 | 5 June 2026 | 1 Stop |  | RT from 380 |
| 31 May 2026 | 5 June 2026 | 1 Stop | | RT from 373 |
| 10 June 2026 | 14 June 2026 | Direct | | RT from 203 |
| 16 October 2026 | 23 October 2026 | 1 Stop | | RT from 370 |
The Cheapest Flights from Chicago to San Jose for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 26 February 2026 | 3 March 2026 | 1 Stop | | RT from 270 |
| 10 March 2026 | 11 March 2026 | 1 Stop | | RT from 216 |
| 10 April 2026 | 12 April 2026 | Direct | | RT from 315 |
| 21 May 2026 | 24 May 2026 | 1 Stop | | RT from 314 |
| 10 June 2026 | 14 June 2026 | Direct | | RT from 203 |
| 16 October 2026 | 23 October 2026 | 1 Stop | | RT from 370 |