
Popular airlines from Portland International Airport (PDX) to Chicago O'Hare Intl. Airport (ORD)
- Alaska Airlines
Alaska Airlines
- American Airlines
American Airlines
- United
United
- Delta
Delta
- Southwest Airlines
Southwest Airlines
- Frontier Airlines
Frontier Airlines
- Hawaiian Airlines
Hawaiian Airlines
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Cheap flights from Portland to Chicago (PDX-ORD)
Prices were available within the past 7 days and start at €93 for one-way flights and €186 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, 17 Jan - Sat, 24 Jan
PDX
Portland
ORD
Chicago
€186 Return, found 3 days ago
€186
Return
found 3 days ago

Sat, 17 Jan - Sat, 24 Jan
PDX
Portland
ORD
Chicago
€194 Return, found 3 days ago
€194
Return
found 3 days ago

Sat, 17 Jan - Sat, 24 Jan
PDX
Portland
ORD
Chicago
€212 Return, found 3 days ago
€212
Return
found 3 days ago

Sat, 17 Jan - Sat, 24 Jan
PDX
Portland
ORD
Chicago
€214 Return, found 3 days ago
€214
Return
found 3 days ago

Sat, 17 Jan - Sat, 24 Jan
PDX
Portland
ORD
Chicago
€217 Return, found 3 days ago
€217
Return
found 3 days ago

Sat, 17 Jan - Sat, 24 Jan
PDX
Portland
ORD
Chicago
€221 Return, found 3 days ago
€221
Return
found 3 days ago

Sat, 17 Jan - Sat, 24 Jan
PDX
Portland
ORD
Chicago
€225 Return, found 3 days ago
€225
Return
found 3 days ago

Sat, 17 Jan - Sat, 24 Jan
PDX
Portland
ORD
Chicago
€225 Return, found 3 days ago
€225
Return
found 3 days ago

Sat, 17 Jan - Sat, 24 Jan
PDX
Portland
ORD
Chicago
€228 Return, found 3 days ago
€228
Return
found 3 days ago

Sat, 17 Jan - Sat, 24 Jan
PDX
Portland
ORD
Chicago
€229 Return, found 3 days ago
€229
Return
found 3 days ago
Find the cheapest month to fly from Portland (PDX) to Chicago (ORD)
August is typically the cheapest month to fly
From €90 - €231 per traveller.
Origin airport | Portland Intl. |
|---|---|
Destination airport | O'Hare Intl. |
Return price | €185 |
Distance | 2774 km |
Average flight time | 6 hours 23 mins |
Perfect flights from Portland to Chicago
Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from Portland to Chicago. 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 Portland Intl. to O'Hare Intl. ticket options cater to your travel preferences, with incredible one-way fares from €93 and roundtrip prices from €186. 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 O'Hare Intl. 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 Chicago.
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- Alamo Rent A Car Rental Cars in O'Hare Intl.
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- Hertz Rental Cars in O'Hare Intl.
- Luxury Car Hire near O'Hare Intl.
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- National Car Rental Rental Cars in O'Hare Intl.
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- Pickup Car Hire near O'Hare Intl.
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