Cheap Flights from SFO to MDW
The Cheapest Round-trip Tickets from San Francisco to
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 7 September 2026 | 14 September 2026 | Direct |  | RT from 145 |
The Cheapest Flights for this Month from San Francisco to
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 18 July 2026 | 21 July 2026 | Direct | | RT from 591 |
| 29 July 2026 | 12 August 2026 | 1 Stop |  | RT from 353 |
| 30 July 2026 | 12 August 2026 | 1 Stop | | RT from 411 |
| 31 July 2026 | 8 August 2026 | 1 Stop | | RT from 391 |
| 1 August 2026 | 9 August 2026 | 1 Stop | | RT from 445 |
| 2 August 2026 | 7 August 2026 | 1 Stop | | RT from 403 |
| 3 August 2026 | 7 August 2026 | 1 Stop | | RT from 403 |
| 6 August 2026 | 9 August 2026 | 1 Stop | | RT from 380 |
| 16 August 2026 | 19 August 2026 | 1 Stop | | RT from 261 |
| 7 September 2026 | 14 September 2026 | 1 Stop | | RT from 145 |
| 7 October 2026 | 12 October 2026 | 1 Stop | | RT from 247 |
| 5 February 2027 | 11 February 2027 | Direct | | RT from 397 |
The Cheapest Flights from San Francisco to for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 29 July 2026 | 12 August 2026 | 1 Stop | | RT from 353 |
| 16 August 2026 | 19 August 2026 | 1 Stop | | RT from 261 |
| 7 September 2026 | 14 September 2026 | 1 Stop | | RT from 145 |
| 7 October 2026 | 12 October 2026 | 1 Stop | | RT from 247 |
| 5 February 2027 | 11 February 2027 | Direct | | RT from 397 |