Cheap Flights from MDW to PDX
The Cheapest Round-trip Tickets from to Portland
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 1 July 2026 | 5 July 2026 | Direct |  | RT from 360 |
The Cheapest Flights for this Month from to Portland
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 16 April 2026 | 11 May 2026 | 2 Stops |  | RT from 506 |
| 17 April 2026 | 27 April 2026 | Direct | | RT from 625 |
| 18 April 2026 | 11 May 2026 | 1 Stop | | RT from 511 |
| 23 April 2026 | 26 April 2026 | Direct | | RT from 589 |
| 24 April 2026 | 4 May 2026 | Direct | | RT from 467 |
| 30 April 2026 | 11 May 2026 | Direct | | RT from 436 |
| 1 May 2026 | 3 May 2026 | Direct | | RT from 436 |
| 8 May 2026 | 11 May 2026 | Direct | | RT from 392 |
| 1 July 2026 | 5 July 2026 | Direct | | RT from 360 |
The Cheapest Flights from to Portland for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 30 April 2026 | 11 May 2026 | Direct | | RT from 436 |
| 8 May 2026 | 11 May 2026 | Direct | | RT from 392 |
| 1 July 2026 | 5 July 2026 | Direct | | RT from 360 |