Cheap Flights from SFO to CHI
The Cheapest Round-trip Tickets from San Francisco to Chicago
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 24 June 2026 | 30 June 2026 | Direct |  | RT from 252 |
The Cheapest Flights for this Month from San Francisco to Chicago
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 21 May 2026 | 28 May 2026 | 1 Stop | | RT from 451 |
| 22 May 2026 | 29 May 2026 | 1 Stop |  | RT from 322 |
| 23 May 2026 | 28 May 2026 | 1 Stop | | RT from 311 |
| 24 May 2026 | 29 May 2026 | 1 Stop | | RT from 302 |
| 25 May 2026 | 31 May 2026 | 1 Stop | | RT from 298 |
| 26 May 2026 | 31 May 2026 | 1 Stop | | RT from 258 |
| 28 May 2026 | 4 June 2026 | 1 Stop | | RT from 283 |
| 29 May 2026 | 1 June 2026 | 1 Stop | | RT from 261 |
| 30 May 2026 | 1 June 2026 | 1 Stop | | RT from 351 |
| 2 June 2026 | 4 June 2026 | 1 Stop | | RT from 265 |
| 3 June 2026 | 5 June 2026 | 1 Stop | | RT from 267 |
| 5 June 2026 | 7 June 2026 | Direct |  | RT from 324 |
| 7 June 2026 | 7 June 2026 | 1 Stop |  | RT from 456 |
| 18 June 2026 | 22 June 2026 | 1 Stop | | RT from 356 |
| 21 June 2026 | 24 June 2026 | 1 Stop | | RT from 312 |
| 24 June 2026 | 30 June 2026 | 1 Stop | | RT from 252 |
| 25 June 2026 | 28 June 2026 | 1 Stop | | RT from 345 |
| 29 July 2026 | 3 August 2026 | 1 Stop | | RT from 311 |
| 31 July 2026 | 3 August 2026 | 1 Stop | | RT from 288 |
| 28 August 2026 | 3 September 2026 | 1 Stop | | RT from 258 |
The Cheapest Flights from San Francisco to Chicago for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 26 May 2026 | 31 May 2026 | 1 Stop | | RT from 258 |
| 24 June 2026 | 30 June 2026 | 1 Stop | | RT from 252 |
| 31 July 2026 | 3 August 2026 | 1 Stop | | RT from 288 |
| 28 August 2026 | 3 September 2026 | 1 Stop | | RT from 258 |