Cheap Flights from SJC to ORD
The Cheapest Round-trip Tickets from San Jose to
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 2 June 2026 | 4 June 2026 | Direct |  | RT from 290 |
The Cheapest Flights for this Month from San Jose to
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 21 May 2026 | 28 May 2026 | 1 Stop | | RT from 511 |
| 22 May 2026 | 29 May 2026 | 1 Stop | | RT from 606 |
| 23 May 2026 | 28 May 2026 | 1 Stop | | RT from 462 |
| 24 May 2026 | 29 May 2026 | 1 Stop | | RT from 664 |
| 25 May 2026 | 31 May 2026 | 1 Stop | | RT from 484 |
| 26 May 2026 | 31 May 2026 | 1 Stop | | RT from 482 |
| 28 May 2026 | 29 May 2026 | 1 Stop | | RT from 422 |
| 29 May 2026 | 1 June 2026 | 1 Stop | | RT from 475 |
| 30 May 2026 | 1 June 2026 | 1 Stop | | RT from 466 |
| 2 June 2026 | 4 June 2026 | 1 Stop | | RT from 290 |
| 3 June 2026 | 5 June 2026 | Direct |  | RT from 570 |
| 5 June 2026 | 7 June 2026 | 1 Stop | | RT from 388 |
| 7 June 2026 | 7 June 2026 | 1 Stop | | RT from 755 |
| 15 June 2026 | 22 June 2026 | 1 Stop | | RT from 489 |
| 16 June 2026 | 23 June 2026 | 1 Stop | | RT from 333 |
| 17 June 2026 | 24 June 2026 | 1 Stop | | RT from 330 |
| 21 June 2026 | 24 June 2026 | 1 Stop |  | RT from 482 |
| 24 June 2026 | 30 June 2026 | 1 Stop | | RT from 341 |
| 25 June 2026 | 28 June 2026 | 1 Stop | | RT from 558 |
| 29 July 2026 | 3 August 2026 | 1 Stop | | RT from 378 |
| 31 July 2026 | 3 August 2026 | 1 Stop | | RT from 356 |
| 28 August 2026 | 3 September 2026 | 1 Stop | | RT from 322 |
The Cheapest Flights from San Jose to for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 28 May 2026 | 29 May 2026 | 1 Stop | | RT from 422 |
| 2 June 2026 | 4 June 2026 | 1 Stop | | RT from 290 |
| 31 July 2026 | 3 August 2026 | 1 Stop | | RT from 356 |
| 28 August 2026 | 3 September 2026 | 1 Stop | | RT from 322 |