Cheap Flights from SJC to MDW
The Cheapest Round-trip Tickets from San Jose to
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 13 October 2026 | 17 October 2026 | Direct |  | RT from 352 |
The Cheapest Flights for this Month from San Jose to
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 8 July 2026 | 11 July 2026 | Direct | | RT from 677 |
| 13 October 2026 | 17 October 2026 | Direct | | RT from 352 |
| 11 November 2026 | 14 November 2026 | Direct | | RT from 358 |
The Cheapest Flights from San Jose to for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 8 July 2026 | 11 July 2026 | Direct | | RT from 677 |
| 13 October 2026 | 17 October 2026 | Direct | | RT from 352 |
| 11 November 2026 | 14 November 2026 | Direct | | RT from 358 |