Cheap Flights from MDW to PDX
The Cheapest Round-trip Tickets from to Portland
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 19 September 2026 | 21 September 2026 | Direct |  | RT from 345 |
The Cheapest Flights for this Month from to Portland
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 9 September 2026 | 14 September 2026 | Direct | | RT from 417 |
| 19 September 2026 | 21 September 2026 | Direct | | RT from 345 |
| 2 October 2026 | 6 October 2026 | Direct | | RT from 351 |
| 15 October 2026 | 22 October 2026 | Direct | | RT from 379 |
| 15 December 2026 | 20 December 2026 | Direct | | RT from 480 |
The Cheapest Flights from to Portland for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 19 September 2026 | 21 September 2026 | Direct | | RT from 345 |
| 2 October 2026 | 6 October 2026 | Direct | | RT from 351 |
| 15 December 2026 | 20 December 2026 | Direct | | RT from 480 |