What airlines fly to Portland?

United Airlines, American 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. United 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.

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

104 flights are operational weekly from Chicago O'Hare Intl Airport to Portland as of February 2026. The most popular departure day for this route is Thu, with 17% 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 February 2026, there are 14 flights per day flying from Chicago O'Hare Intl Airport to Portland. The most common time of day flights depart is 4:00PM, with 72% of flights taking off in the afternoon.

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

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

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 February 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.

$109 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

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Cheap round-trip flights

Enter your travel dates to find the best prices.

2:07 pm - 4:50 pm

ORD

PDX

4h 43mnonstop

3:52 pm - 11:56 pm

PDX

ORD

6h 04m

1 stop

$205Hawaiian Airlines

Sat, Mar 7 - Sat, Mar 14

12:45 pm - 3:27 pm

ORD

PDX

4h 42mnonstop

11:59 pm - 5:53 am

PDX

ORD

3h 54mnonstop

$207United Airlines

Wed, Mar 4 - Sun, Mar 8

7:21 pm - 11:57 am

ORD

PDX

18h 36m

1 stop

12:27 pm - 12:17 pm

PDX

ORD

21h 50m

2 stops

$209Frontier

Sat, May 2 - Sat, May 9

9:18 pm - 8:59 am

ORD

PDX

13h 41m

1 stop

12:52 pm - 6:47 am

PDX

ORD

15h 55m

1 stop

$210Frontier

Wed, Apr 22 - Mon, Apr 27

9:18 pm - 8:59 am

ORD

PDX

13h 41m

1 stop

12:27 pm - 5:31 am

PDX

ORD

15h 04m

2 stops

$212Multiple Airlines

Sat, May 9 - Sat, May 16

2:29 pm - 1:02 pm

ORD

PDX

24h 33m

1 stop

11:48 am - 9:50 am

PDX

ORD

20h 02m

1 stop

$213Frontier

Mon, Apr 13 - Sun, Apr 19

7:39 pm - 11:52 am

ORD

PDX

18h 13m

1 stop

9:53 am - 4:49 am

PDX

ORD

16h 56m

1 stop

$214Frontier

Wed, Mar 11 - Mon, Mar 16

9:20 pm - 11:57 am

ORD

PDX

16h 37m

1 stop

1:48 pm - 3:11 pm

PDX

ORD

23h 23m

2 stops

$216Multiple Airlines

Thu, Apr 23 - Tue, Apr 28

9:46 pm - 12:17 am

ORD

PDX

4h 31mnonstop

11:59 pm - 5:56 am

PDX

ORD

3h 57mnonstop

$217American Airlines

Mon, Mar 2 - Mon, Mar 9

9:18 pm - 8:59 am

ORD

PDX

13h 41m

1 stop

11:48 am - 6:47 am

PDX

ORD

16h 59m

2 stops

$218Frontier

Sat, May 9 - Fri, May 15

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

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

Alaska Airlines

Mar 2

ORD5:29 pmChicago O'Hare Intl

7h 12m

1 stop

PDX10:41 pmPortland

Mar 5

PDX9:19 pmPortland

12h 42m

1 stop

ORD12:01 pmChicago O'Hare Intl

$237

Alaska Airlines

Apr 4

ORD7:55 pmChicago O'Hare Intl

4h 34m

PDX10:29 pmPortland

Apr 11

PDX7:03 amPortland

4h 10m

ORD1:13 pmChicago O'Hare Intl

$239

Alaska Airlines

Apr 21

ORD2:09 pmChicago O'Hare Intl

4h 41m

PDX4:50 pmPortland

Apr 25

PDX1:52 pmPortland

8h 07m

1 stop

ORD11:59 pmChicago O'Hare Intl

$241

Frontier flights from Chicago O'Hare Intl Airport to Portland

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

Frontier

May 2

ORD7:21 pmChicago O'Hare Intl

18h 36m

1 stop

PDX11:57 amPortland

May 9

PDX12:27 pmPortland

21h 50m

2 stops

ORD12:17 pmChicago O'Hare Intl

$209

Frontier

Apr 22

ORD9:18 pmChicago O'Hare Intl

13h 41m

1 stop

PDX8:59 amPortland

Apr 27

PDX12:52 pmPortland

15h 55m

1 stop

ORD6:47 amChicago O'Hare Intl

$210

Frontier

Apr 13

ORD2:29 pmChicago O'Hare Intl

24h 33m

1 stop

PDX1:02 pmPortland

Apr 19

PDX11:48 amPortland

20h 02m

1 stop

ORD9:50 amChicago O'Hare Intl

$213

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

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 3/7

2:07 pm-4:50 pm

Nonstop4h 43m

Portland

Sat 3/14

3:52 pm-11:56 pm

1 stop6h 04m

$205

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 3/4

12:45 pm-3:27 pm

Nonstop4h 42m

Portland

Sun 3/8

11:59 pm-5:53 am

Nonstop3h 54m

$207

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 5/2

7:21 pm-11:57 am

1 stop18h 36m

Portland

Sat 5/9

12:27 pm-12:17 pm

2 stops21h 50m

$209

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 4/22

9:18 pm-8:59 am

1 stop13h 41m

Portland

Mon 4/27

12:52 pm-6:47 am

1 stop15h 55m

$210

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 5/9

9:18 pm-8:59 am

1 stop13h 41m

Portland

Sat 5/16

12:27 pm-5:31 am

2 stops15h 04m

$212

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Mon 4/13

2:29 pm-1:02 pm

1 stop24h 33m

Portland

Sun 4/19

11:48 am-9:50 am

1 stop20h 02m

$213

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 3/11

7:39 pm-11:52 am

1 stop18h 13m

Portland

Mon 3/16

9:53 am-4:49 am

1 stop16h 56m

$214

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Thu 4/23

9:20 pm-11:57 am

1 stop16h 37m

Portland

Tue 4/28

1:48 pm-3:11 pm

2 stops23h 23m

$216

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Mon 3/2

9:46 pm-12:17 am

Nonstop4h 31m

Portland

Mon 3/9

11:59 pm-5:56 am

Nonstop3h 57m

$217

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 5/9

9:18 pm-8:59 am

1 stop13h 41m

Portland

Fri 5/15

11:48 am-6:47 am

2 stops16h 59m

$218

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 cheapest month to fly to Portland?

The cheapest month to fly to Portland from Chicago O'Hare Intl Airport is in February. Flight prices, which tend to average around $282, are often lower during this time because this is during the off-season. If you don’t want to visit Portland in February, then you should wait until August to fly from Chicago O'Hare Intl Airport, when ticket prices are also cheap, with an average price of $293.

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 Wednesday when prices can be found for as low as $330. 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 Monday, with ticket prices averaging around $380.

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 $312. At noon is when there is more demand to fly to Portland, so prices are often more expensive at around $447 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 $325 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 $277 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.

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

As of February 2026, prices for Chicago O'Hare Intl Airport to Portland flights are approximately 31% cheaper 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	$144
Fastest flight time	4h 29m
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 $144. The best round-trip flight deal from Chicago O'Hare Intl Airport to Portland found on momondo in the last 72 hours is $248.

The fastest flight from Chicago O'Hare Intl Airport to Portland takes 4h 29m

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 29m.
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 February 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 30.55% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 18.13%, Boeing 737 MAX 9 at 16.04%, and Boeing 737-900 at 10.84%.
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 (34%), Alaska Airlines (19%), and Hawaiian Airlines (6%).

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 8,445 reviews	Search Spirit Airlines flights
Hawaiian Airlines	PriceFrom $128	Free Cancellation	Rating 7.8 2,833 reviews	Search Hawaiian Airlines flights
Frontier	PriceFrom $150	Free Cancellation	Rating 5.7 3,052 reviews	Search Frontier flights
Alaska Airlines	PriceFrom $194	Free Cancellation	Rating 8.0 11,878 reviews	Search Alaska Airlines flights
United Airlines	PriceFrom $198	Free Cancellation	Rating 7.4 9,279 reviews	Search United Airlines flights
American Airlines	PriceFrom $205	Free Cancellation	Rating 7.2 11,271 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 3 flights/week on average for this route. A good Alaska Airlines flight deal for Chicago O'Hare Intl Airport to Portland starts from $194 round-trip, up to an average price of $306. Our users have rated Alaska Airlines at 8.0/10.
Hawaiian Airlines Flights From Chicago O'Hare Intl Airport to Portland
$128 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 $272, however, with flight time and availability significantly affecting the price. Hawaiian Airlines (7.8/10 from 2,833 user reviews) flies into Portland from Chicago O'Hare Intl Airport 7 times in an average week so prices can vary.

Lincoln City

Seaside

Cannon Beach

Vancouver

Salem

Astoria

Long Beach

Depoe Bay

Rockaway Beach

Beaverton

Hillsboro

Hood River

Tigard

Longview

McMinnville

Gresham

Pacific City

The Dalles

Manzanita

Newberg

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 $109

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Alaska 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 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?

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?

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

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

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

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

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.

Find better results for your trip to the United States

Airports servicing Oregon

Fly your favorite airline to Portland

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

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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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