Cheap Flights from SJC to MDW
The Cheapest Round-trip Tickets from San Jose to
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 24 March 2026 | 26 March 2026 | Direct |  | RT from 319 |
The Cheapest Flights for this Month from San Jose to
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 6 March 2026 | 8 March 2026 | Direct | | RT from 656 |
| 18 March 2026 | 20 March 2026 | 1 Stop | | RT from 440 |
| 23 March 2026 | 26 March 2026 | Direct | | RT from 450 |
| 24 March 2026 | 26 March 2026 | Direct | | RT from 319 |
| 8 April 2026 | 12 April 2026 | 1 Stop | | RT from 372 |
| 16 April 2026 | 23 April 2026 | Direct | | RT from 372 |
| 19 June 2026 | 22 June 2026 | Direct | | RT from 427 |
The Cheapest Flights from San Jose to for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 24 March 2026 | 26 March 2026 | Direct | | RT from 319 |
| 16 April 2026 | 23 April 2026 | Direct | | RT from 372 |
| 19 June 2026 | 22 June 2026 | Direct | | RT from 427 |