Cheap Flights from CHI to OAK
The Cheapest Round-trip Tickets from Chicago to Oakland
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 7 May 2026 | 9 May 2026 | Direct |  | RT from 285 |
The Cheapest Flights for this Month from Chicago to Oakland
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 23 April 2026 | 30 April 2026 | 1 Stop |  | RT from 500 |
| 24 April 2026 | 27 April 2026 | 1 Stop | | RT from 361 |
| 27 April 2026 | 30 April 2026 | 1 Stop | | RT from 482 |
| 2 May 2026 | 9 May 2026 | Direct | | RT from 378 |
| 7 May 2026 | 9 May 2026 | Direct | | RT from 285 |
| 29 May 2026 | 1 June 2026 | Direct | | RT from 340 |
| 5 June 2026 | 7 June 2026 | Direct | | RT from 396 |
| 19 June 2026 | 22 June 2026 | Direct | | RT from 406 |
| 23 June 2026 | 27 June 2026 | Direct | | RT from 432 |
| 24 June 2026 | 28 June 2026 | 1 Stop | | RT from 322 |
| 30 June 2026 | 14 July 2026 | Direct | | RT from 475 |
| 21 July 2026 | 4 August 2026 | Direct | | RT from 356 |
| 12 September 2026 | 19 September 2026 | 1 Stop | | RT from 299 |
The Cheapest Flights from Chicago to Oakland for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 24 April 2026 | 27 April 2026 | 1 Stop | | RT from 361 |
| 7 May 2026 | 9 May 2026 | Direct | | RT from 285 |
| 24 June 2026 | 28 June 2026 | 1 Stop | | RT from 322 |
| 21 July 2026 | 4 August 2026 | Direct | | RT from 356 |
| 12 September 2026 | 19 September 2026 | 1 Stop | | RT from 299 |