Cheap Flights from CHI to OAK
The Cheapest Round-trip Tickets from Chicago to Oakland
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 18 September 2026 | 21 September 2026 | Direct |  | RT from 275 |
The Cheapest Flights for this Month from Chicago to Oakland
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 5 September 2026 | 8 September 2026 | 1 Stop |  | RT from 414 |
| 10 September 2026 | 13 September 2026 | Direct | | RT from 500 |
| 11 September 2026 | 15 September 2026 | 1 Stop | | RT from 353 |
| 18 September 2026 | 21 September 2026 | Direct | | RT from 275 |
| 25 September 2026 | 29 September 2026 | Direct | | RT from 308 |
| 10 October 2026 | 12 October 2026 | Direct | | RT from 364 |
| 5 November 2026 | 8 November 2026 | Direct | | RT from 308 |
| 14 April 2027 | 16 April 2027 | 1 Stop | | RT from 345 |
| 15 April 2027 | 18 April 2027 | 1 Stop | | RT from 346 |
| 16 April 2027 | 19 April 2027 | 1 Stop | | RT from 354 |
| 17 April 2027 | 17 April 2027 | 1 Stop | | RT from 359 |
The Cheapest Flights from Chicago to Oakland for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 18 September 2026 | 21 September 2026 | Direct | | RT from 275 |
| 10 October 2026 | 12 October 2026 | Direct | | RT from 364 |
| 5 November 2026 | 8 November 2026 | Direct | | RT from 308 |
| 14 April 2027 | 16 April 2027 | 1 Stop | | RT from 345 |