Cheap flights from Chicago to Portland
The lowest fare found is €153. The cheapest month to fly is October.
Search live pricesSearch round-trip pricesLowest price by month
| October | €153 |
When is the cheapest time to fly from Chicago to Portland?
Fares are typically lowest in October, starting from €153.
Popular routes
- Chicago → St Louis
- Chicago → Raleigh
- Chicago → Sacramento
- Chicago → New Orleans
- Chicago → San Jose
- Chicago → Santa Ana
- Chicago → Oakland
- Chicago → Kansas City
- Chicago → San Antonio
- Chicago → Fort Myers
- Chicago → Pittsburgh
- Chicago → Toronto
Prices updated 2026-09-08