₩181,200 Cheap Flights from Portland (PDX) to Chicago (ORD)

View ₩181,200 flight on Tue, May 13, 2025Opens in a new window

Popular airlines from Portland International Airport (PDX) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from Portland to Chicago (PDX-ORD)

Prices were available within the past 7 days and start at ₩181,200 for one-way flights and ₩376,500 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, Apr 23 - Sat, Apr 26
PDX
Portland
ORD
Chicago
₩376,500 Roundtrip, found 2 days ago
₩376,500
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Apr 23 from Portland to Chicago, returning Sat, Apr 26, priced at ₩376,500 found 2 days ago
Delta
Thu, Apr 24 - Mon, Apr 28
PDX
Portland
ORD
Chicago
₩405,800 Roundtrip, found 2 days ago
₩405,800
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Apr 24 from Portland to Chicago, returning Mon, Apr 28, priced at ₩405,800 found 2 days ago
Delta
Wed, Apr 23 - Sat, Apr 26
PDX
Portland
ORD
Chicago
₩414,500 Roundtrip, found 2 days ago
₩414,500
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Apr 23 from Portland to Chicago, returning Sat, Apr 26, priced at ₩414,500 found 2 days ago
Delta
Wed, Apr 23 - Sat, Apr 26
PDX
Portland
ORD
Chicago
₩428,200 Roundtrip, found 2 days ago
₩428,200
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Apr 23 from Portland to Chicago, returning Sat, Apr 26, priced at ₩428,200 found 2 days ago
Delta
Thu, Apr 24 - Mon, Apr 28
PDX
Portland
ORD
Chicago
₩429,200 Roundtrip, found 2 days ago
₩429,200
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Apr 24 from Portland to Chicago, returning Mon, Apr 28, priced at ₩429,200 found 2 days ago
United
Wed, Apr 23 - Sat, Apr 26
PDX
Portland
ORD
Chicago
₩435,900 Roundtrip, found 2 days ago
₩435,900
Roundtrip
found 2 days ago
Select United flight, departing Wed, Apr 23 from Portland to Chicago, returning Sat, Apr 26, priced at ₩435,900 found 2 days ago
Delta
Mon, Sep 15 - Tue, Sep 16
PDX
Portland
ORD
Chicago
₩436,600 Roundtrip, found 1 day ago
₩436,600
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Sep 15 from Portland to Chicago, returning Tue, Sep 16, priced at ₩436,600 found 1 day ago
United
Wed, Apr 23 - Sat, Apr 26
PDX
Portland
ORD
Chicago
₩442,500 Roundtrip, found 2 days ago
₩442,500
Roundtrip
found 2 days ago
Select United flight, departing Wed, Apr 23 from Portland to Chicago, returning Sat, Apr 26, priced at ₩442,500 found 2 days ago
Delta
Wed, Sep 17 - Thu, Sep 18
PDX
Portland
ORD
Chicago
₩444,300 Roundtrip, found 1 day ago
₩444,300
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Sep 17 from Portland to Chicago, returning Thu, Sep 18, priced at ₩444,300 found 1 day ago
American Airlines
Wed, Apr 23 - Sat, Apr 26
PDX
Portland
ORD
Chicago
₩466,300 Roundtrip, found 2 days ago
₩466,300
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Apr 23 from Portland to Chicago, returning Sat, Apr 26, priced at ₩466,300 found 2 days ago
Flights from Portland (PDX) to Chicago (ORD)
Origin airport
Portland Intl.
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, United
Roundtrip price
₩376,500
Distance
2774 km

Portland to Chicago Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Portland to Chicago will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Chicago.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with PDX to ORD flights that won’t make your bank account wince. Ready to temporarily leave behind Portland for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to ORD with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

Frequently asked questions

How much is a flight from PDX Airport to ORD?
Within the past 7 days on Expedia, for flights departing within the next year, the lowest price listed for a round-trip journey between PDX Airport and ORD was ₩376,500. Fares this cheap don’t wait forever, so book yours today. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Portland Airport to ORD?
Every air carrier has its own set of terms and conditions. If you do decide to cancel, follow the easy instructions on our Customer Service Portal.
How do I find cheap flights from PDX to O'Hare Intl. Airport (ORD) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for Portland Airport to ORD flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from PDX to O'Hare Intl. Airport (ORD)?
The flying distance from Portland Intl. Airport (PDX) to ORD is 2,800 kilometers. Sneak in a nap or make a start on the latest bestseller and the trip will whiz by.
Which airlines fly direct from Portland Airport to O'Hare Airport?
A popular airline that flies from Portland Airport to O’Hare Intl. Airport (ORD) is United Airlines (UA). It offers 86 flights a month. Another airline servicing this route is Alaska Airlines (AS). You’ll have 30 flights every month to take your pick of.
Are Portland Airport to O'Hare Intl. Airport (ORD) flight tickets cheaper when they're purchased at the last minute?
It is possible to pick up a great last-minute deal from PDX Airport to O’Hare Intl. Airport (ORD), but it’s also possible to miss out entirely! As many airlines publish prices up to 12 months in advance, it’s worthwhile keeping an eye on fares early and being ready to pounce when you spot a bargain. Expedia compares air carrier prices and updates flight deals all the time, so you can rest easy knowing you’re always getting the latest offers.

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