What airlines fly to Portland?

American Airlines, United Airlines and Alaska Airlines are the top three most popular airlines that fly to Portland from Chicago O'Hare Intl Airport according to our data. American Airlines is the first choice among our users, with 38% of people opting to fly with this airline when traveling to Portland. Keep in mind that there are 6 different airlines that fly to Portland on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Chicago O'Hare Intl to Portland?

United Airlines and Delta are the most popular carriers operating from Chicago O'Hare Intl to Portland

How many flights depart from Chicago O'Hare Intl Airport to Portland on average per week?

63 flights are operational weekly from Chicago O'Hare Intl Airport to Portland as of March 2026. The most popular departure day for this route is Sun, with 29% of flights per week taking off on this day.

How many flights depart from Chicago O'Hare Intl Airport to Portland on average per day?

As of March 2026, there are 9 flights per day flying from Chicago O'Hare Intl Airport to Portland. The most common time of day flights depart is 9:00PM, with 43% of flights taking off in the evening.

When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Portland Airport?

Prices for flights from Chicago O'Hare Intl Airport to Portland Airport are updated daily.

How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Portland Airport?

As of March 2026, there are 6 operators available to choose from for flights from Chicago O'Hare Intl Airport to Portland Airport.

How old do you have to be to fly from Chicago O'Hare Intl Airport to Portland Airport?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Portland Airport.

What documentation or ID do you need to fly to Portland Airport?

The travel and health documents you'll need for your trip to Portland Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Portland Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$135 Cheap Flights from Chicago O'Hare Intl Airport to Portland in 2026

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Find the cheapest flights from Chicago O'Hare Intl Airport to Portland

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:58 pm - 8:59 am

ORD

PDX

14h 01m

1 stop

1:52 pm - 11:59 pm

PDX

ORD

8h 07m

1 stop

$213Multiple Airlines

Sat, Apr 18 - Sat, Apr 25

3:21 pm - 1:02 pm

ORD

PDX

23h 41m

2 stops

11:15 am - 9:50 am

PDX

ORD

20h 35m

1 stop

$214Multiple Airlines

Mon, Apr 13 - Sun, Apr 19

12:46 pm - 5:10 pm

ORD

PDX

6h 24m

1 stop

5:30 am - 4:39 pm

PDX

ORD

9h 09m

1 stop

$215Delta

Wed, Apr 22 - Tue, Apr 28

9:26 pm - 11:57 pm

ORD

PDX

4h 31mnonstop

1:23 pm - 7:32 pm

PDX

ORD

4h 09mnonstop

$216American Airlines

Thu, Apr 16 - Wed, Apr 22

7:40 am - 2:30 pm

ORD

PDX

8h 50m

1 stop

2:30 pm - 8:34 pm

PDX

ORD

4h 04mnonstop

$217United Airlines

Wed, Apr 22 - Wed, Apr 29

8:58 pm - 8:59 am

ORD

PDX

14h 01m

1 stop

9:54 am - 6:20 am

PDX

ORD

18h 26m

1 stop

$218Frontier

Thu, Apr 30 - Sun, May 3

9:42 pm - 4:46 pm

ORD

PDX

21h 04m

1 stop

5:42 pm - 8:53 pm

PDX

ORD

25h 11m

1 stop

$219Frontier

Fri, Jun 5 - Tue, Jun 9

4:50 pm - 11:10 pm

ORD

PDX

8h 20m

1 stop

5:30 am - 6:50 pm

PDX

ORD

11h 20m

2 stops

$220Southwest

Tue, Apr 21 - Tue, Apr 28

4:50 pm - 11:10 pm

ORD

PDX

8h 20m

1 stop

6:00 am - 6:50 pm

PDX

ORD

10h 50m

2 stops

$221Southwest

Wed, Apr 22 - Wed, Apr 29

9:42 pm - 4:46 pm

ORD

PDX

21h 04m

1 stop

5:31 pm - 6:39 am

PDX

ORD

11h 08m

1 stop

$223Frontier

Sat, May 9 - Fri, May 15

United Airlines flights from Chicago O'Hare Intl Airport to Portland

Our best United Airlines deals on Chicago O'Hare Intl Airport to Portland flight tickets

United Airlines

Apr 22

ORD7:40 amChicago O'Hare Intl

8h 50m

1 stop

PDX2:30 pmPortland

Apr 29

PDX2:30 pmPortland

4h 04m

ORD8:34 pmChicago O'Hare Intl

$217

United Airlines

Apr 16

ORD8:00 pmChicago O'Hare Intl

4h 34m

PDX10:34 pmPortland

Apr 22

PDX4:15 pmPortland

6h 15m

1 stop

ORD12:30 amChicago O'Hare Intl

$231

United Airlines

Apr 23

ORD9:30 pmChicago O'Hare Intl

4h 29m

PDX11:59 pmPortland

Apr 25

PDX11:59 pmPortland

4h 04m

ORD6:03 amChicago O'Hare Intl

$235

Southwest flights from Chicago O'Hare Intl Airport to Portland

Our best Southwest deals on Chicago O'Hare Intl Airport to Portland flight tickets

Southwest

Apr 21

ORD4:50 pmChicago O'Hare Intl

8h 20m

1 stop

PDX11:10 pmPortland

Apr 28

PDX5:30 amPortland

11h 20m

2 stops

ORD6:50 pmChicago O'Hare Intl

$220

Southwest

Apr 22

ORD4:50 pmChicago O'Hare Intl

8h 20m

1 stop

PDX11:10 pmPortland

Apr 29

PDX6:00 amPortland

10h 50m

2 stops

ORD6:50 pmChicago O'Hare Intl

$221

Southwest

May 27

ORD4:50 pmChicago O'Hare Intl

8h 20m

1 stop

PDX11:10 pmPortland

Jun 2

PDX5:30 amPortland

11h 20m

2 stops

ORD6:50 pmChicago O'Hare Intl

$226

momondo Fare Finder

Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Portland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 4/18

8:58 pm-8:59 am

1 stop14h 01m

Portland

Sat 4/25

1:52 pm-11:59 pm

1 stop8h 07m

$213

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Mon 4/13

3:21 pm-1:02 pm

2 stops23h 41m

Portland

Sun 4/19

11:15 am-9:50 am

1 stop20h 35m

$214

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 4/22

12:46 pm-5:10 pm

1 stop6h 24m

Portland

Tue 4/28

5:30 am-4:39 pm

1 stop9h 09m

$215

Quickest round-trip

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Thu 4/16

9:26 pm-11:57 pm

Nonstop4h 31m

Portland

Wed 4/22

1:23 pm-7:32 pm

Nonstop4h 09m

$216

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 4/22

7:40 am-2:30 pm

1 stop8h 50m

Portland

Wed 4/29

2:30 pm-8:34 pm

Nonstop4h 04m

$217

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Thu 4/30

8:58 pm-8:59 am

1 stop14h 01m

Portland

Sun 5/3

9:54 am-6:20 am

1 stop18h 26m

$218

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Fri 6/5

9:42 pm-4:46 pm

1 stop21h 04m

Portland

Tue 6/9

5:42 pm-8:53 pm

1 stop25h 11m

$219

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Tue 4/21

4:50 pm-11:10 pm

1 stop8h 20m

Portland

Tue 4/28

5:30 am-6:50 pm

2 stops11h 20m

$220

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 4/22

4:50 pm-11:10 pm

1 stop8h 20m

Portland

Wed 4/29

6:00 am-6:50 pm

2 stops10h 50m

$221

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 5/9

9:42 pm-4:46 pm

1 stop21h 04m

Portland

Fri 5/15

5:31 pm-6:39 am

1 stop11h 08m

$223

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Portland

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the typical price of a round-trip flight between Chicago O'Hare Intl Airport and Portland?

What is the cheapest month to fly to Portland?

The cheapest month to fly to Portland from Chicago O'Hare Intl Airport is in August. Flight prices, which tend to average around $289, are often lower during this time because this is during the off-season. If you don’t want to visit Portland in August, then you should wait until February to fly from Chicago O'Hare Intl Airport, when ticket prices are also cheap, with an average price of $291.

What is the cheapest day to depart on your flight to Portland?

The cheapest day to depart on your flight to Portland is on a Tuesday when prices can be found for as low as $323. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Portland is Sunday, with ticket prices averaging around $376.

What is the cheapest time of day to depart on your flight to Portland?

The cheapest time of day to fly to Portland is in the evening when flights can be purchased for as low as $314. At noon is when there is more demand to fly to Portland, so prices are often more expensive at around $461 per ticket.

What is the cheapest Chicago O'Hare Intl to Portland flight route?

Fly from Chicago O'Hare Intl to Portland for the best Chicago O'Hare Intl - Portland flight prices

How far in advance should I book a flight to Portland?

You are more likely to see cheaper flights to Portland from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Portland for around $321 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Portland from Chicago O'Hare Intl Airport for as low as $260 on momondo.

What cabin class options are available on Chicago O'Hare Intl to Portland flights?

There are 4 cabin classes available to choose from on Chicago O'Hare Intl to Portland flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago O'Hare Intl Airport to Portland flights?

You could potentially save up to 24% on your flight if you consider stops on a Chicago O'Hare Intl Airport to Portland flight.

How have Chicago O'Hare Intl Airport to Portland flight prices changed over time?

As of March 2026, prices for Chicago O'Hare Intl Airport to Portland flights are approximately 9% more expensive when compared to flights at the same time last year.

When to book flights from Chicago O'Hare Intl Airport to Portland

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl Airport to Portland according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Chicago O'Hare Intl Airport to Portland (ORD to PDX) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Portland

Best Price Found	$180
Fastest flight time	4h 27m
Direct flights	Every day
Airports in Portland	1 airport

The best one-way flight to Portland from Chicago O'Hare Intl Airport in the past 72 hours is $180. The best round-trip flight deal from Chicago O'Hare Intl Airport to Portland found on momondo in the last 72 hours is $309.

The fastest flight from Chicago O'Hare Intl Airport to Portland takes 4h 27m

Direct flights go from Chicago O'Hare Intl Airport to Portland every day.

There is 1 airport in Portland. From Chicago O'Hare Intl Airport there are direct flights to Portland (PDX).

Search flight deals

How far is Chicago O'Hare Intl to Portland by plane?
There are 1737.6 mi between Chicago O'Hare Intl and Portland. In terms of flight time, this usually takes a little over 4h 27m.
When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Portland Airport?
Prices for flights from Chicago O'Hare Intl Airport to Portland Airport are updated daily.
How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Portland Airport?
As of March 2026, there are 6 operators available to choose from for flights from Chicago O'Hare Intl Airport to Portland Airport.
How old do you have to be to fly from Chicago O'Hare Intl Airport to Portland Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Portland Airport.
What documentation or ID do you need to fly to Portland Airport?
The travel and health documents you'll need for your trip to Portland Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Portland Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Chicago O'Hare Intl Airport to Portland?
momondo data reveals that the most frequently booked plane model on the route from Chicago O'Hare Intl Airport to Portland is Boeing 737-800, representing 36.77% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 15.64%, Boeing 737-900 at 11.47%, and Boeing 737 MAX 9 at 11.30%.
What is the most popular airline from Chicago O'Hare Intl Airport to Portland?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago O'Hare Intl Airport to Portland is United Airlines (36% of total bookings). The next most popular airlines are American Airlines (36%), Alaska Airlines (18%), and Hawaiian Airlines (4%).

Best airlines flying from Chicago O'Hare Intl Airport to Portland

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Portland with momondo

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $86	Free Cancellation	Rating 6.3 8,551 reviews	Search Spirit Airlines flights
Hawaiian Airlines	PriceFrom $124	Free Cancellation	Rating 7.8 2,837 reviews	Search Hawaiian Airlines flights
Frontier	PriceFrom $150	Free Cancellation	Rating 5.7 3,010 reviews	Search Frontier flights
Alaska Airlines	PriceFrom $191	Free Cancellation	Rating 7.9 12,134 reviews	Search Alaska Airlines flights
United Airlines	PriceFrom $194	Free Cancellation	Rating 7.4 9,508 reviews	Search United Airlines flights
American Airlines	PriceFrom $200	Free Cancellation	Rating 7.1 11,521 reviews	Search American Airlines flights

Alaska Airlines Flights From Chicago O'Hare Intl Airport to Portland
Alaska Airlines is one of the most popular airlines flying from Chicago O'Hare Intl Airport to Portland, operating 5 flights/week on average for this route. A good Alaska Airlines flight deal for Chicago O'Hare Intl Airport to Portland starts from $191 round-trip, up to an average price of $310. Our users have rated Alaska Airlines at 7.9/10.
Hawaiian Airlines Flights From Chicago O'Hare Intl Airport to Portland
$124 is the best Hawaiian Airlines flight deal from Chicago O'Hare Intl Airport to Portland found on momondo over the last 72 hours. The average Hawaiian Airlines ticket price found was closer to $259, however, with flight time and availability significantly affecting the price. Hawaiian Airlines (7.8/10 from 2,837 user reviews) flies into Portland from Chicago O'Hare Intl Airport 5 times in an average week so prices can vary.

Lincoln City

Seaside

Cannon Beach

Vancouver

Salem

Astoria

Long Beach

Rockaway Beach

Depoe Bay

Beaverton

Hillsboro

Tigard

Hood River

Longview

Troutdale

Newberg

McMinnville

The Dalles

Manzanita

Pacific City

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Portland?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Portland for you.

Can I find flights from Chicago to Portland with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Portland from Chicago with this policy.

How can momondo help me find flights from Chicago to Portland?

Once all potential Chicago to Portland flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Chicago to Portland right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Portland now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Portland and let you know when they change.

An easier way to manage your Portland trip

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Cheap flights from Chicago O'Hare Intl Airport to Portland from $135

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United Airlines flights from Chicago O'Hare Intl Airport to Portland

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Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Portland that are best for you.

See travel insights to Portland from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Portland

What is the typical price of a round-trip flight between Chicago O'Hare Intl Airport and Portland?

What is the cheapest month to fly to Portland?

What is the cheapest day to depart on your flight to Portland?

What is the cheapest time of day to depart on your flight to Portland?

What is the cheapest Chicago O'Hare Intl to Portland flight route?

How far in advance should I book a flight to Portland?

What cabin class options are available on Chicago O'Hare Intl to Portland flights?

Can stopping save me money on Chicago O'Hare Intl Airport to Portland flights?

How have Chicago O'Hare Intl Airport to Portland flight prices changed over time?

What is the cheapest airline that flies from Chicago O'Hare Intl to Portland?

What airlines fly to Portland?

How many flights depart from Chicago O'Hare Intl Airport to Portland on average per day?

How many flights depart from Chicago O'Hare Intl Airport to Portland on average per week?

When to book flights from Chicago O'Hare Intl Airport to Portland

Cheap Chicago O'Hare Intl Airport to Portland (ORD to PDX) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Portland

Best Price Found

Fastest flight time

Direct flights

Airports in Portland

Best airlines flying from Chicago O'Hare Intl Airport to Portland

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Portland with momondo

Alaska Airlines Flights From Chicago O'Hare Intl Airport to Portland

Hawaiian Airlines Flights From Chicago O'Hare Intl Airport to Portland

Traveling to a place near Portland?

Why use momondo?

An easier way to manage your Portland trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

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List of cabin classes available on flights landing in Portland. Availability may vary depending on flight origin and airline.

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