Cheap Flights from CHI to SJC
The Cheapest Round-trip Tickets from Chicago to San Jose
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 30 December 2025 | 3 January 2026 | Direct |  | RT from 459 |
The Cheapest Flights for this Month from Chicago to San Jose
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 24 November 2025 | 30 November 2025 | 1 Stop | | RT from 520 |
| 30 December 2025 | 3 January 2026 | 1 Stop | | RT from 459 |
| 15 May 2026 | 22 May 2026 | Direct |  | RT from 460 |
| 17 May 2026 | 22 May 2026 | 1 Stop |  | RT from 582 |
| 19 May 2026 | 22 May 2026 | Direct | | RT from 460 |
The Cheapest Flights from Chicago to San Jose for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 24 November 2025 | 30 November 2025 | 1 Stop | | RT from 520 |
| 30 December 2025 | 3 January 2026 | 1 Stop | | RT from 459 |
| 15 May 2026 | 22 May 2026 | Direct | | RT from 460 |