Cheap Flights from MDW to SJC
The Cheapest Round-trip Tickets from to San Jose
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 25 November 2026 | 8 December 2026 | Direct |  | RT from 329 USD |
The Cheapest Flights for this Month from to San Jose
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 21 October 2026 | 25 October 2026 | Direct | | RT from 676 USD |
| 23 October 2026 | 25 October 2026 | Direct | | RT from 742 USD |
| 30 October 2026 | 2 November 2026 | Direct | | RT from 679 USD |
| 7 November 2026 | 9 November 2026 | Direct | | RT from 368 USD |
| 8 November 2026 | 20 November 2026 | 1 Stop | | RT from 509 USD |
| 18 November 2026 | 21 November 2026 | 1 Stop | | RT from 380 USD |
| 25 November 2026 | 8 December 2026 | 1 Stop | | RT from 329 USD |
| 18 December 2026 | 5 January 2027 | Direct | | RT from 443 USD |
| 14 April 2027 | 18 April 2027 | Direct | | RT from 498 USD |
| 15 April 2027 | 18 April 2027 | Direct | | RT from 498 USD |
| 18 April 2027 | 25 April 2027 | Direct | | RT from 498 USD |
The Cheapest Flights from to San Jose for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 21 October 2026 | 25 October 2026 | Direct | | RT from 676 USD |
| 25 November 2026 | 8 December 2026 | 1 Stop | | RT from 329 USD |
| 18 December 2026 | 5 January 2027 | Direct | | RT from 443 USD |
| 14 April 2027 | 18 April 2027 | Direct | | RT from 498 USD |