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 39% 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 day?

As of December 2025, there are 13 flights per day flying from Chicago O'Hare Intl Airport to Portland. The most common time of day flights depart is 4:00PM, with 37% of flights taking off at noon.

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

United Airlines, Delta, and Alaska Airlines 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?

94 flights are operational weekly from Chicago O'Hare Intl Airport to Portland as of December 2025. The most popular departure day for this route is Fri, with 18% of flights per week taking off on this day.

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 December 2025, 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.

$119 Cheap Flights from Chicago O'Hare Intl Airport to Portland in 2025/26

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

Prices are currently low for flights on this route. Typical prices usually range from $227 to $370. The lowest price recently found on this route was $225.

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

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One-way

Last minute

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Cheap round-trip flights

Enter your travel dates to find the best prices.

8:49 pm - 9:34 am

ORD

PDX

14h 45m1 stop

11:59 am - 9:24 pm

PDX

ORD

7h 25m1 stop

$225Frontier

Sun, Jan 11 - Thu, Jan 15

2:07 pm - 4:50 pm

ORD

PDX

4h 43mnonstop

7:00 am - 1:11 pm

PDX

ORD

4h 11mnonstop

$226Alaska Airlines

Fri, Feb 13 - Wed, Feb 18

2:06 pm - 4:48 pm

ORD

PDX

4h 42mnonstop

2:38 pm - 11:50 pm

PDX

ORD

7h 12m1 stop

$227Alaska Airlines

Tue, Jan 27 - Wed, Feb 4

4:16 pm - 11:09 am

ORD

PDX

20h 53m1 stop

9:53 am - 6:08 am

PDX

ORD

18h 15m2 stops

$228Frontier

Thu, Mar 5 - Wed, Mar 11

2:06 pm - 4:48 pm

ORD

PDX

4h 42mnonstop

11:59 am - 9:24 pm

PDX

ORD

7h 25m1 stop

$229Multiple Airlines

Thu, Jan 15 - Fri, Jan 16

7:00 am - 11:55 am

ORD

PDX

30h 55m1 stop

12:55 pm - 12:12 am

PDX

ORD

9h 17m1 stop

$231Frontier

Thu, Apr 2 - Mon, Apr 13

4:16 pm - 11:06 pm

ORD

PDX

8h 50m1 stop

1:24 pm - 9:16 pm

PDX

ORD

5h 52m1 stop

$232United Airlines

Sat, Jan 31 - Tue, Feb 3

4:15 pm - 6:56 pm

ORD

PDX

4h 41mnonstop

1:24 pm - 9:15 pm

PDX

ORD

5h 51m1 stop

$233United Airlines

Sun, Jan 25 - Wed, Jan 28

2:07 pm - 4:50 pm

ORD

PDX

4h 43mnonstop

12:52 pm - 6:08 am

PDX

ORD

15h 16m1 stop

$234Multiple Airlines

Thu, Mar 5 - Mon, Mar 9

5:29 pm - 10:41 pm

ORD

PDX

7h 12m1 stop

2:31 pm - 11:59 pm

PDX

ORD

7h 28m1 stop

$236Alaska Airlines

Wed, Feb 18 - Tue, Feb 24

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

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

American Airlines

Mar 18

ORD8:12 amChicago O'Hare Intl

4h 37m

PDX10:49 amPortland

Mar 25

PDX6:25 amPortland

9h 20m

1 stop

ORD5:45 pmChicago O'Hare Intl

$287

Find similar

American Airlines

Jan 1

ORD11:44 amChicago O'Hare Intl

4h 28m

PDX2:12 pmPortland

Jan 8

PDX6:00 amPortland

4h 15m

ORD12:15 pmChicago O'Hare Intl

$413

Find similar

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

Feb 13

ORD2:07 pmChicago O'Hare Intl

4h 43m

PDX4:50 pmPortland

Feb 18

PDX7:00 amPortland

4h 11m

ORD1:11 pmChicago O'Hare Intl

$226

Find similar

Alaska Airlines

Jan 27

ORD2:06 pmChicago O'Hare Intl

4h 42m

PDX4:48 pmPortland

Feb 3

PDX9:10 amPortland

6h 00m

1 stop

ORD5:10 pmChicago O'Hare Intl

$227

Find similar

Alaska Airlines

Feb 18

ORD5:29 pmChicago O'Hare Intl

7h 12m

1 stop

PDX10:41 pmPortland

Feb 24

PDX2:31 pmPortland

7h 28m

1 stop

ORD11:59 pmChicago O'Hare Intl

$236

Find similar

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

Sun 1/11

8:49 pm-9:34 am

1 stop14h 45m

Portland

Thu 1/15

11:59 am-9:24 pm

1 stop7h 25m

$225

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Fri 2/13

2:07 pm-4:50 pm

Nonstop4h 43m

Portland

Wed 2/18

7:00 am-1:11 pm

Nonstop4h 11m

$226

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Tue 1/27

2:06 pm-4:48 pm

Nonstop4h 42m

Portland

Wed 2/4

2:38 pm-11:50 pm

1 stop7h 12m

$227

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Thu 3/5

4:16 pm-11:09 am

1 stop20h 53m

Portland

Wed 3/11

9:53 am-6:08 am

2 stops18h 15m

$228

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Thu 1/15

2:06 pm-4:48 pm

Nonstop4h 42m

Portland

Fri 1/16

11:59 am-9:24 pm

1 stop7h 25m

$229

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Thu 4/2

7:00 am-11:55 am

1 stop30h 55m

Portland

Mon 4/13

12:55 pm-12:12 am

1 stop9h 17m

$231

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 1/31

4:16 pm-11:06 pm

1 stop8h 50m

Portland

Tue 2/3

1:24 pm-9:16 pm

1 stop5h 52m

$232

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sun 1/25

4:15 pm-6:56 pm

Nonstop4h 41m

Portland

Wed 1/28

1:24 pm-9:15 pm

1 stop5h 51m

$233

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Thu 3/5

2:07 pm-4:50 pm

Nonstop4h 43m

Portland

Mon 3/9

12:52 pm-6:08 am

1 stop15h 16m

$234

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 2/18

5:29 pm-10:41 pm

1 stop7h 12m

Portland

Tue 2/24

2:31 pm-11:59 pm

1 stop7h 28m

$236

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 $293, 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 January to fly from Chicago O'Hare Intl Airport, when ticket prices are also cheap, with an average price of $294.

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 $406.

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 $319. At noon is when there is more demand to fly to Portland, so prices are often more expensive at around $474 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 $335 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 $267 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 8% 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 December 2025, prices for Chicago O'Hare Intl Airport to Portland flights are approximately 19% 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	$215
Fastest flight time	4h 20m
Direct flights	Mon, Tue, Thu, Fri, Sat and Sun
Airports in Portland	1 airport

The best one-way flight to Portland from Chicago O'Hare Intl Airport in the past 72 hours is $215. The best round-trip flight deal from Chicago O'Hare Intl Airport to Portland found on momondo in the last 72 hours is $261.

The fastest flight from Chicago O'Hare Intl Airport to Portland takes 4h 20m

Direct flights go from Chicago O'Hare Intl Airport to Portland on Monday, Tuesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.

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 20m.
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 December 2025, 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 25.28% of all bookings. The subsequent popular models are Boeing 737 MAX 8 at 16.64%, Boeing 737 MAX 9 at 15.57%, and Boeing 737-900 at 13.56%.
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 (37% of total bookings). The next most popular airlines are American Airlines (33%), Alaska Airlines (19%), and Hawaiian Airlines (5%).

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 $93	Free Cancellation	Rating 6.3 8,211 reviews	Search Spirit Airlines flights
Hawaiian Airlines	PriceFrom $134	Free Cancellation	Rating 7.8 2,819 reviews	Search Hawaiian Airlines flights
Frontier	PriceFrom $138	Free Cancellation	Rating 5.8 3,070 reviews	Search Frontier flights
Alaska Airlines	PriceFrom $199	Free Cancellation	Rating 8.0 11,547 reviews	Search Alaska Airlines flights
United Airlines	PriceFrom $211	Free Cancellation	Rating 7.4 9,116 reviews	Search United Airlines flights
American Airlines	PriceFrom $213	Free Cancellation	Rating 7.2 11,069 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 $199 round-trip, up to an average price of $309. Our users have rated Alaska Airlines at 8.0/10.
Hawaiian Airlines Flights From Chicago O'Hare Intl Airport to Portland
$134 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 $284, however, with flight time and availability significantly affecting the price. Hawaiian Airlines (7.8/10 from 2,820 user reviews) flies into Portland from Chicago O'Hare Intl Airport 10 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

McMinnville

Gresham

Tigard

Longview

Pacific City

The Dalles

Manzanita

Clackamas

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

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.

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Cheap flights from Chicago O'Hare Intl Airport to Portland from $119

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

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

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

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

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.

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?

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 $406.

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 $319. At noon is when there is more demand to fly to Portland, so prices are often more expensive at around $474 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?

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 8% 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 December 2025, prices for Chicago O'Hare Intl Airport to Portland flights are approximately 19% more expensive when compared to flights at the same time last year.

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

United Airlines, Delta, and Alaska Airlines are the most popular carriers operating 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?

As of December 2025, there are 13 flights per day flying from Chicago O'Hare Intl Airport to Portland. The most common time of day flights depart is 4:00PM, with 37% of flights taking off at noon.

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

94 flights are operational weekly from Chicago O'Hare Intl Airport to Portland as of December 2025. The most popular departure day for this route is Fri, with 18% of flights per week taking off on this day.

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

How far is Chicago O'Hare Intl to Portland by plane?

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

How many operators does momondo search 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?

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

What is the most popular plane model from Chicago O'Hare Intl Airport to Portland?

What is the most popular airline from Chicago O'Hare Intl Airport to 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