
Popular airlines from Chicago O'Hare International Airport (ORD) to Portland Intl. Jetport Airport (PWM)
- American Airlines
American Airlines
- Delta
Delta
- Plan, book, fly with confidence
trending down icon Be in the knowGet alerts if flight prices drop or rise*bex rewards loyalty icon Book smarterSave up to 35% on select hotels after you book a flight*payments icon
Cheap Flights from Chicago (ORD) to Portland (PWM)
Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu., 14 Aug. - Thu., 21 Aug.
ORD
Chicago
PWM
Portland
NZ$445 Return, found 22 hours ago
NZ$445
Return
found 22 hours ago

Thu., 14 Aug. - Thu., 21 Aug.
ORD
Chicago
PWM
Portland
NZ$461 Return, found 22 hours ago
NZ$461
Return
found 22 hours ago

Thu., 14 Aug. - Thu., 21 Aug.
ORD
Chicago
PWM
Portland
NZ$465 Return, found 22 hours ago
NZ$465
Return
found 22 hours ago

Thu., 14 Aug. - Thu., 21 Aug.
ORD
Chicago
PWM
Portland
NZ$481 Return, found 22 hours ago
NZ$481
Return
found 22 hours ago

Thu., 14 Aug. - Thu., 21 Aug.
ORD
Chicago
PWM
Portland
NZ$497 Return, found 22 hours ago
NZ$497
Return
found 22 hours ago

Thu., 14 Aug. - Thu., 21 Aug.
ORD
Chicago
PWM
Portland
NZ$509 Return, found 22 hours ago
NZ$509
Return
found 22 hours ago

Thu., 14 Aug. - Thu., 21 Aug.
ORD
Chicago
PWM
Portland
NZ$518 Return, found 22 hours ago
NZ$518
Return
found 22 hours ago

Thu., 14 Aug. - Thu., 21 Aug.
ORD
Chicago
PWM
Portland
NZ$525 Return, found 22 hours ago
NZ$525
Return
found 22 hours ago

Thu., 14 Aug. - Thu., 21 Aug.
ORD
Chicago
PWM
Portland
NZ$534 Return, found 22 hours ago
NZ$534
Return
found 22 hours ago

Thu., 14 Aug. - Thu., 21 Aug.
ORD
Chicago
PWM
Portland
NZ$541 Return, found 22 hours ago
NZ$541
Return
found 22 hours ago

Thu., 14 Aug. - Thu., 21 Aug.
ORD
Chicago
PWM
Portland
NZ$553 Return, found 22 hours ago
NZ$553
Return
found 22 hours ago

Thu., 14 Aug. - Thu., 21 Aug.
ORD
Chicago
PWM
Portland
NZ$562 Return, found 22 hours ago
NZ$562
Return
found 22 hours ago

Thu., 14 Aug. - Thu., 21 Aug.
ORD
Chicago
PWM
Portland
NZ$569 Return, found 22 hours ago
NZ$569
Return
found 22 hours ago

Thu., 14 Aug. - Thu., 21 Aug.
ORD
Chicago
PWM
Portland
NZ$578 Return, found 22 hours ago
NZ$578
Return
found 22 hours ago

Thu., 14 Aug. - Thu., 21 Aug.
ORD
Chicago
PWM
Portland
NZ$590 Return, found 22 hours ago
NZ$590
Return
found 22 hours ago

Thu., 14 Aug. - Thu., 21 Aug.
ORD
Chicago
PWM
Portland
NZ$591 Return, found 22 hours ago
NZ$591
Return
found 22 hours ago
Origin airport | O'Hare Intl. |
Destination airport | Portland Intl. Jetport |
Airlines serving | American Airlines, Delta |
Return price | NZ$444 |
Distance | 1435 km |
Average flight time | 3 hours 30 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 NZ$272 and roundtrip prices from NZ$445. 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.
Frequently asked questions
Explore a world of travel with Expedia
- Trending Routes
- Top Flights Destinations
- Related Carriers
- Alternative Routes
- Cheap Flights from Other Airports
- Expedia's Latest Trends
Top Flight Destinations
- Flights to Las Vegas
- Flights to New York
- Flights to Orlando
- Flights to Myrtle Beach
- Flights to Chicago
- Flights to San Diego
- Flights to Panama City Beach
- Flights to Destin
- Flights to Los Angeles
- Flights to Miami
- Flights to Boston
- Flights to Nashville
- Flights to San Francisco
- Flights to Atlanta
- Flights to Houston
- Flights to Honolulu
- Flights to Virginia Beach
- Flights to Orange Beach
- Flights to San Antonio
- Flights to Seattle
Chicago Airports
Chicago
Alternative Routes
- Chicago Executive Airport (PWK)
- Midway Intl. Airport (MDW)
- Dupage Airport (DPA)
- Kenosha Regional Airport (ENW)
- Greater Rockford Airport (RFD)
- Waukesha County Airport (UES)
- South Bend Intl. Airport (SBN)
- Dane County Regional Airport (MSN)
- Goshen Municipal Airport (GSH)
- Central Illinois Regional Airport (BMI)
Expedia's Latest Trends
Hotels
Flights
Holiday Rentals
*Available to Expedia members.