Cheap Flights from CHI to SJC
The Cheapest Round-trip Tickets from Chicago to San Jose
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 7 May 2026 | 9 May 2026 | Direct |  | RT from 246 |
The Cheapest Flights for this Month from Chicago to San Jose
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 22 April 2026 | 26 April 2026 | 1 Stop |  | RT from 560 |
| 23 April 2026 | 26 April 2026 | 1 Stop | | RT from 430 |
| 24 April 2026 | 27 April 2026 | 1 Stop | | RT from 394 |
| 27 April 2026 | 30 April 2026 | Direct |  | RT from 606 |
| 2 May 2026 | 9 May 2026 | 1 Stop | | RT from 427 |
| 7 May 2026 | 9 May 2026 | 1 Stop | | RT from 246 |
| 29 May 2026 | 1 June 2026 | 1 Stop | | RT from 313 |
| 5 June 2026 | 7 June 2026 | Direct |  | RT from 424 |
| 19 June 2026 | 22 June 2026 | 2 Stops | | RT from 390 |
| 23 June 2026 | 27 June 2026 | 1 Stop | | RT from 345 |
| 24 June 2026 | 28 June 2026 | Direct | | RT from 489 |
| 30 June 2026 | 14 July 2026 | 1 Stop | | RT from 390 |
| 21 July 2026 | 4 August 2026 | 1 Stop | | RT from 339 |
| 12 September 2026 | 19 September 2026 | Direct | | RT from 414 |
The Cheapest Flights from Chicago to San Jose for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 24 April 2026 | 27 April 2026 | 1 Stop | | RT from 394 |
| 7 May 2026 | 9 May 2026 | 1 Stop | | RT from 246 |
| 23 June 2026 | 27 June 2026 | 1 Stop | | RT from 345 |
| 21 July 2026 | 4 August 2026 | 1 Stop | | RT from 339 |
| 12 September 2026 | 19 September 2026 | Direct | | RT from 414 |