Cheap Flights from SFO to CHI
The Cheapest Round-trip Tickets from San Francisco to Chicago
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 19 October 2026 | 21 October 2026 | Direct |  | RT from 244 USD |
The Cheapest Flights for this Month from San Francisco to Chicago
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 30 September 2026 | 23 October 2026 | 1 Stop | | RT from 321 USD |
| 1 October 2026 | 24 October 2026 | 1 Stop | | RT from 362 USD |
| 2 October 2026 | 24 October 2026 | 1 Stop | | RT from 362 USD |
| 8 October 2026 | 10 October 2026 | 1 Stop | | RT from 383 USD |
| 15 October 2026 | 18 October 2026 | 2 Stops | | RT from 260 USD |
| 17 October 2026 | 19 October 2026 | 1 Stop | | RT from 266 USD |
| 19 October 2026 | 21 October 2026 | 1 Stop | | RT from 244 USD |
| 23 October 2026 | 24 October 2026 | 1 Stop | | RT from 299 USD |
| 26 November 2026 | 30 November 2026 | 1 Stop | | RT from 392 USD |
The Cheapest Flights from San Francisco to Chicago for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 30 September 2026 | 23 October 2026 | 1 Stop | | RT from 321 USD |
| 19 October 2026 | 21 October 2026 | 1 Stop | | RT from 244 USD |
| 26 November 2026 | 30 November 2026 | 1 Stop | | RT from 392 USD |