
Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Portland Intl. Jetport Airport (PWM)
- Aer Lingus
Aer Lingus
- Lufthansa
Lufthansa
- British Airways
British Airways
- Turkish Airlines
Turkish Airlines
- American Airlines
American Airlines
- Air Serbia
Air Serbia
- Swiss International Air Lines
Swiss International Air Lines
- Plan, book, fly with confidence
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Cheap flights from Chicago to Portland (ORD-PWM)
Prices were available within the past 7 days and start at €86 for one-way flights and €172 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, 11 Sep - Mon, 15 Sep
ORD
Chicago
PWM
Portland
€172 Return, found 3 days ago
€172
Return
found 3 days ago

Sat, 30 Aug - Tue, 2 Sep
ORD
Chicago
PWM
Portland
€177 Return, found 2 days ago
€177
Return
found 2 days ago

Thu, 11 Sep - Mon, 15 Sep
ORD
Chicago
PWM
Portland
€180 Return, found 3 days ago
€180
Return
found 3 days ago

Thu, 11 Sep - Mon, 15 Sep
ORD
Chicago
PWM
Portland
€193 Return, found 3 days ago
€193
Return
found 3 days ago

Sat, 30 Aug - Tue, 2 Sep
ORD
Chicago
PWM
Portland
€199 Return, found 2 days ago
€199
Return
found 2 days ago

Sat, 30 Aug - Tue, 2 Sep
ORD
Chicago
PWM
Portland
€201 Return, found 2 days ago
€201
Return
found 2 days ago

Thu, 11 Sep - Mon, 15 Sep
ORD
Chicago
PWM
Portland
€206 Return, found 3 days ago
€206
Return
found 3 days ago

Sat, 30 Aug - Tue, 2 Sep
ORD
Chicago
PWM
Portland
€207 Return, found 2 days ago
€207
Return
found 2 days ago

Sat, 30 Aug - Tue, 2 Sep
ORD
Chicago
PWM
Portland
€214 Return, found 2 days ago
€214
Return
found 2 days ago

Sat, 30 Aug - Tue, 2 Sep
ORD
Chicago
PWM
Portland
€353 Return, found 2 days ago
€353
Return
found 2 days ago
Find the cheapest month to fly from Chicago (ORD) to Portland (PWM)
October is typically the cheapest month to fly
From €104 - €278 per traveller.
Graph displaying average flight prices per month
Origin airport | O'Hare Intl. |
Destination airport | Portland Intl. Jetport |
Return price | €171 |
Distance | 1435 km |
Average flight time | 3 hours 33 mins |
Perfect flights from Chicago to Portland
Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from Chicago to Portland. Whether you're aching for a romantic escape with your partner, craving an adventurous solo expedition, or yearning to immerse yourself in the local history and culture, we've got you covered.
Picture yourself strolling through the streets of , surrounded by breathtaking architecture and absorbing the vibrant atmosphere of this captivating city. Indulge in the mouth-watering local specialties, from tantalizing street food to exquisite fine dining. With Expedia, you can experience all of this and more, without sacrificing your budget.
Our flexible O'Hare Intl. to Portland Intl. Jetport ticket options cater to your travel preferences, with incredible one-way fares from €86 and roundtrip prices from €172. Whether you're planning a short city break or a longer adventure, our dynamic pricing ensures that you find the best deals for your journey.
But the magic doesn't stop there. Expedia offers a range of partner services to enhance your trip. Rent a car at Portland Intl. Jetport and explore and its surrounding areas at your own pace. Discover hidden gems off the beaten path, and create unforgettable memories. We also provide a handpicked selection of accommodations, from charming bed and breakfasts to luxury hotels, ensuring that you have a comfortable and memorable stay.
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support are designed to make your travel experience seamless and stress-free. So, why wait? Book your to travel arrangements today and embark on the journey of a lifetime in Portland.
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Top Routes from Chicago
- Chicago to Newark Liberty Intl. Airport (ORD - EWR)
- Chicago to Los Angeles (ORD - LAX)
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- Chicago to New York (ORD - JFK)
- Chicago to Dublin (ORD - DUB)
- Chicago to Shannon (ORD - SNN)
- Chicago to New Orleans (ORD - MSY)
- Chicago to Nashville (ORD - BNA)
Top Routes to Portland
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- Flights from New York (JFK) to Chicago (ORD)
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- Flights from Shannon (SNN) to Chicago (ORD)
- Flights from Chicago (ORD) to Los Angeles (LAX)
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