Cheap Flights from SFO to CHI
The Cheapest Round-trip Tickets from San Francisco to Chicago
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 5 May 2026 | 5 May 2026 | Direct |  | RT from 213 |
The Cheapest Flights for this Month from San Francisco to Chicago
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 18 April 2026 | 26 April 2026 | 1 Stop |  | RT from 327 |
| 24 April 2026 | 26 April 2026 | 1 Stop | | RT from 306 |
| 25 April 2026 | 25 April 2026 | 1 Stop |  | RT from 405 |
| 26 April 2026 | 5 May 2026 | 1 Stop | | RT from 231 |
| 5 May 2026 | 5 May 2026 | 1 Stop | | RT from 213 |
| 7 May 2026 | 9 May 2026 | 1 Stop | | RT from 228 |
| 13 May 2026 | 17 May 2026 | Direct |  | RT from 343 |
| 5 June 2026 | 7 June 2026 | 1 Stop | | RT from 245 |
| 29 July 2026 | 3 August 2026 | 1 Stop | | RT from 364 |
| 31 July 2026 | 3 August 2026 | 1 Stop | | RT from 356 |
The Cheapest Flights from San Francisco to Chicago for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 26 April 2026 | 5 May 2026 | 1 Stop | | RT from 231 |
| 5 May 2026 | 5 May 2026 | 1 Stop | | RT from 213 |
| 5 June 2026 | 7 June 2026 | 1 Stop | | RT from 245 |
| 31 July 2026 | 3 August 2026 | 1 Stop | | RT from 356 |