Cheap Flights from MDW to PDX
The Cheapest Round-trip Tickets from to Portland
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 5 May 2026 | 11 May 2026 | Direct |  | RT from 305 |
The Cheapest Flights for this Month from to Portland
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 26 March 2026 | 7 April 2026 | Direct | | RT from 611 |
| 27 March 2026 | 29 March 2026 | Direct | | RT from 748 |
| 24 April 2026 | 27 April 2026 | Direct | | RT from 353 |
| 5 May 2026 | 11 May 2026 | 1 Stop | | RT from 305 |
| 8 May 2026 | 11 May 2026 | Direct | | RT from 353 |
| 15 May 2026 | 18 May 2026 | Direct | | RT from 353 |
| 22 May 2026 | 25 May 2026 | Direct | | RT from 353 |
| 29 May 2026 | 1 June 2026 | Direct | | RT from 371 |
| 26 July 2026 | 1 August 2026 | Direct | | RT from 440 |
| 1 August 2026 | 8 August 2026 | Direct | | RT from 584 |
The Cheapest Flights from to Portland for the Year Ahead
| Departure at | Return at | Stops | Airline | Find tickets |
|---|---|---|---|---|
| 26 March 2026 | 7 April 2026 | Direct | | RT from 611 |
| 24 April 2026 | 27 April 2026 | Direct | | RT from 353 |
| 5 May 2026 | 11 May 2026 | 1 Stop | | RT from 305 |
| 26 July 2026 | 1 August 2026 | Direct | | RT from 440 |
| 1 August 2026 | 8 August 2026 | Direct | | RT from 584 |