￥19,980 Cheap flights from Portland to Chicago (PDX to ORD)

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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 ￥19,980 for one-way flights and ￥39,840 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

All deals

One way

Roundtrip

Sat, May 2 - Sat, May 9

PDX

Portland

ORD

Chicago

￥39,840

Roundtrip

found 6 days ago

Sat, May 2 - Sat, May 9

PDX

Portland

ORD

Chicago

￥41,350

Roundtrip

found 6 days ago

Sat, May 2 - Sat, May 9

PDX

Portland

ORD

Chicago

￥41,520

Roundtrip

found 6 days ago

Sat, May 9 - Sat, May 16

PDX

Portland

ORD

Chicago

￥41,580

Roundtrip

found 3 days ago

Sat, May 9 - Sat, May 16

PDX

Portland

ORD

Chicago

￥41,660

Roundtrip

found 3 days ago

Sat, May 2 - Sat, May 9

PDX

Portland

ORD

Chicago

￥42,960

Roundtrip

found 6 days ago

Sat, May 2 - Sat, May 9

PDX

Portland

ORD

Chicago

￥43,020

Roundtrip

found 6 days ago

Tue, May 5 - Sat, May 16

PDX

Portland

ORD

Chicago

￥43,110

Roundtrip

found 6 days ago

Sat, May 9 - Sat, May 16

PDX

Portland

ORD

Chicago

￥43,340

Roundtrip

found 3 days ago

Sat, May 2 - Sat, May 9

PDX

Portland

ORD

Chicago

￥47,800

Roundtrip

found 6 days ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

ORD

O'Hare Intl.

Cheapest

23 min

Flights from ￥58,480

Find the cheapest month to fly from Portland (PDX) to Chicago (ORD)

May is typically the cheapest month to fly

From ￥32,090 - ￥45,834 per traveler.

Frequently asked questions

How much is a flight from PDX to O'Hare Airport?

Round-trip journeys between PDX Airport and O'Hare Intl. Airport (ORD) start from ￥39,840. This is based on fares quoted within the last 7 days on Expedia for flights departing within the next year — book now so you don't miss out. Prices and availability are subject to change. Additional terms apply.

Do I need to pay a cancellation fee if I cancel my flight from PDX to O'Hare Airport?

This varies between air carriers, as each one has its own set of terms and conditions. Head to the Customer Service Portal, where there are easy-to-follow instructions on how to cancel online.

How do I find cheap flights from Portland Intl. Airport (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 many hours is the flight from PDX to O'Hare Intl. Airport (ORD)?

The average flight time between Portland Intl. Airport (PDX) and O'Hare Intl. Airport (ORD) is 4 hours and 3 minutes. If you get peckish on longer flights, pack a few healthy snacks in your carry-on baggage.

How far is the flight from Portland Intl. Airport (PDX) to O'Hare Airport?

Expect to be up above the clouds for a while, as the flight distance from Portland Airport to ORD is 2,800 kilometers. Put together a playlist of your favorite songs before you leave home to keep yourself entertained during your trip.

Which airlines fly direct from Portland Airport to O'Hare Airport?

A popular airline that operates on the route from Portland Intl. Airport (PDX) to ORD is United Airlines (UA). It offers 126 flights a month. Alaska Airlines (AS) is also worth checking out. It operates 60 flights each month. Between these two airlines, you'll be able to find a great deal from Portland to Chicago.

Are Portland Intl. Airport (PDX) to O'Hare Airport flight tickets cheaper when they're purchased at the last minute?

Flight prices change all the time, so not always. While last-minute deals between PDX Airport and O'Hare Airport are possible, it's also a good idea to keep track of prices well before you fly. In fact, some airlines announce their prices up to 12 months prior to the departure date. Expedia is constantly updating the biggest bargains around, so check back often and be ready to lock in your seat when fare prices drop.