Cheap Flights from CHI to PDX
The Cheapest Round-trip Tickets from Chicago to Portland
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 6 November 2025 | 17 November 2025 | Direct |  | RT from 214 |
The Cheapest Flights for this Month from Chicago to Portland
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 4 November 2025 | 11 November 2025 | 2 Stops | | RT from 290 |
| 6 November 2025 | 17 November 2025 | 1 Stop | | RT from 214 |
The Cheapest Flights from Chicago to Portland for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 6 November 2025 | 17 November 2025 | 1 Stop | | RT from 214 |