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

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 40% 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?

140 flights are operational weekly from Chicago O'Hare Intl Airport to Portland as of May 2026. The most popular departure day for this route is Wed, with 16% 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 May 2026, there are 20 flights per day flying from Chicago O'Hare Intl Airport to Portland. The most common time of day flights depart is 8:00PM, with 56% 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 May 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.

$152 Cheap Flights from Chicago O'Hare Intl Airport to Portland in 2026

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 $382 to $268. The lowest price recently found on this route was $305.

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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.

2:18 pm - 4:50 pm

ORD

PDX

4h 32mnonstop

10:59 pm - 5:00 am

PDX

ORD

4h 01mnonstop

$305Alaska Airlines

Thu, May 28 - Wed, Jul 1

9:48 pm - 4:57 pm

ORD

PDX

21h 09m

1 stop

12:26 pm - 8:03 am

PDX

ORD

17h 37m

2 stops

$306Frontier

Thu, Aug 20 - Thu, Aug 27

7:20 am - 7:47 pm

ORD

PDX

14h 27m

1 stop

10:59 pm - 5:00 am

PDX

ORD

4h 01mnonstop

$308Multiple Airlines

Mon, Jun 22 - Wed, Jun 24

7:20 am - 9:45 am

ORD

PDX

4h 25mnonstop

10:59 pm - 5:00 am

PDX

ORD

4h 01mnonstop

$309Alaska Airlines

Sat, Jun 13 - Fri, Jul 3

7:20 am - 9:45 am

ORD

PDX

4h 25mnonstop

10:59 pm - 5:00 am

PDX

ORD

4h 01mnonstop

$310Alaska Airlines

Fri, Jul 3 - Tue, Jul 7

10:00 pm - 12:20 am

ORD

PDX

4h 20mnonstop

1:45 pm - 7:50 pm

PDX

ORD

4h 05mnonstop

$311American Airlines

Sat, Jun 27 - Fri, Jul 3

2:19 pm - 4:54 pm

ORD

PDX

4h 35mnonstop

10:59 pm - 5:00 am

PDX

ORD

4h 01mnonstop

$312Alaska Airlines

Sat, Jun 27 - Fri, Jul 3

7:20 am - 9:45 am

ORD

PDX

4h 25mnonstop

5:42 pm - 6:17 am

PDX

ORD

10h 35m

1 stop

$313Multiple Airlines

Sat, Jul 11 - Sat, Jul 18

7:20 am - 9:45 am

ORD

PDX

4h 25mnonstop

12:26 pm - 8:52 pm

PDX

ORD

6h 26m

1 stop

$314Multiple Airlines

Fri, Jul 17 - Sun, Jul 19

7:20 am - 9:45 am

ORD

PDX

4h 25mnonstop

10:59 pm - 5:00 am

PDX

ORD

4h 01mnonstop

$315Alaska Airlines

Sat, Aug 8 - Sat, Aug 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

May 29

ORD8:12 pmChicago O'Hare Intl

4h 35m

PDX10:47 pmPortland

Jun 2

PDX12:50 pmPortland

7h 04m

1 stop

ORD9:54 pmChicago O'Hare Intl

$327

United Airlines

Sep 18

ORD4:15 pmChicago O'Hare Intl

4h 32m

PDX6:47 pmPortland

Sep 26

PDX12:45 pmPortland

6h 28m

1 stop

ORD9:13 pmChicago O'Hare Intl

$332

United Airlines

May 24

ORD6:13 amChicago O'Hare Intl

8h 01m

1 stop

PDX12:14 pmPortland

May 29

PDX10:40 pmPortland

4h 05m

ORD4:45 amChicago O'Hare Intl

$335

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

May 28

ORD2:18 pmChicago O'Hare Intl

4h 32m

PDX4:50 pmPortland

Jul 1

PDX10:59 pmPortland

4h 01m

ORD5:00 amChicago O'Hare Intl

$305

Alaska Airlines

Jun 13

ORD7:20 amChicago O'Hare Intl

4h 25m

PDX9:45 amPortland

Jul 3

PDX10:59 pmPortland

4h 01m

ORD5:00 amChicago O'Hare Intl

$309

Alaska Airlines

Jul 3

ORD7:20 amChicago O'Hare Intl

4h 25m

PDX9:45 amPortland

Jul 7

PDX10:59 pmPortland

4h 01m

ORD5:00 amChicago O'Hare Intl

$310

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

Thu 5/28

2:18 pm-4:50 pm

Nonstop4h 32m

Portland

Wed 7/1

10:59 pm-5:00 am

Nonstop4h 01m

$305

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Thu 8/20

9:48 pm-4:57 pm

1 stop21h 09m

Portland

Thu 8/27

12:26 pm-8:03 am

2 stops17h 37m

$306

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Mon 6/22

7:20 am-7:47 pm

1 stop14h 27m

Portland

Wed 6/24

10:59 pm-5:00 am

Nonstop4h 01m

$308

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 6/13

7:20 am-9:45 am

Nonstop4h 25m

Portland

Fri 7/3

10:59 pm-5:00 am

Nonstop4h 01m

$309

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Fri 7/3

7:20 am-9:45 am

Nonstop4h 25m

Portland

Tue 7/7

10:59 pm-5:00 am

Nonstop4h 01m

$310

Quickest round-trip

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 6/27

10:00 pm-12:20 am

Nonstop4h 20m

Portland

Fri 7/3

1:45 pm-7:50 pm

Nonstop4h 05m

$311

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 6/27

2:19 pm-4:54 pm

Nonstop4h 35m

Portland

Fri 7/3

10:59 pm-5:00 am

Nonstop4h 01m

$312

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 7/11

7:20 am-9:45 am

Nonstop4h 25m

Portland

Sat 7/18

5:42 pm-6:17 am

1 stop10h 35m

$313

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Fri 7/17

7:20 am-9:45 am

Nonstop4h 25m

Portland

Sun 7/19

12:26 pm-8:52 pm

1 stop6h 26m

$314

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 8/8

7:20 am-9:45 am

Nonstop4h 25m

Portland

Sat 8/15

10:59 pm-5:00 am

Nonstop4h 01m

$315

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 February. Flight prices, which tend to average around $291, 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 $302.

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 $324. 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 $387.

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 $322. At noon is when there is more demand to fly to Portland, so prices are often more expensive at around $464 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 from Chicago O'Hare Intl Airport 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 $327 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 $256 on momondo.

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

No. A direct flight is the cheapest option for a flight between Chicago O'Hare Intl Airport to Portland.

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

As of May 2026, prices for Chicago O'Hare Intl Airport to Portland flights are approximately 104% 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	$163
Fastest flight time	4h 22m
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 $163. The best round-trip flight deal from Chicago O'Hare Intl Airport to Portland found on momondo in the last 72 hours is $327.

The fastest flight from Chicago O'Hare Intl Airport to Portland takes 4h 22m

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

Frequently asked questions about flying from Chicago O'Hare Intl Airport to Portland

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 22m.
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 May 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 34.79% of all bookings. The subsequent popular models are Airbus A321-100/200 at 13.51%, Boeing 737 MAX 8 at 12.21%, and Airbus A321neo at 10.23%.
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 (38% of total bookings). The next most popular airlines are American Airlines (37%), Alaska Airlines (17%), and Frontier (3%).

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 8,630 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 5.6 2,952 reviews	Search Frontier flights
Alaska Airlines	PriceFrom $189	Free Cancellation	Rating 7.9 12,361 reviews	Search Alaska Airlines flights
American Airlines	PriceFrom $198	Free Cancellation	Rating 7.1 11,663 reviews	Search American Airlines flights
United Airlines	PriceFrom $199	Free Cancellation	Rating 7.4 9,711 reviews	Search United 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 1 flight/week on average for this route. A good Alaska Airlines flight deal for Chicago O'Hare Intl Airport to Portland starts from $189 round-trip, up to an average price of $316. Our users have rated Alaska Airlines at 7.9/10.
United Airlines Flights From Chicago O'Hare Intl Airport to Portland
$199 is the best United Airlines flight deal from Chicago O'Hare Intl Airport to Portland found on momondo over the last 72 hours. The average United Airlines ticket price found was closer to $349, however, with flight time and availability significantly affecting the price. United Airlines (7.4/10 from 9,711 user reviews) flies into Portland from Chicago O'Hare Intl Airport 28 times in an average week so prices can vary.

Lincoln City

Seaside

Cannon Beach

Vancouver

Salem

Astoria

Long Beach

Rockaway Beach

Beaverton

Depoe Bay

Hillsboro

Tigard

Longview

Hood River

Troutdale

Newberg

The Dalles

Gresham

McMinnville

Manzanita

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 $152

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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 from Chicago O'Hare Intl Airport to Portland?

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

Frequently asked questions about flying 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

United 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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