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Cheap flights from Chicago O'Hare Intl Airport to Portland from $158

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago O'Hare Intl Airport to Portland departing on 7/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

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

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
9:57 pm - 4:51 pm
ORD
-
PDX
20h 54m
1 stop
Multiple Airlines Logo
10:59 pm - 5:00 am
PDX
-
ORD
4h 01mnonstop
$311Multiple Airlines
Sun, Aug 9 - Sat, Aug 15
Multiple Airlines Logo
9:57 pm - 4:51 pm
ORD
-
PDX
20h 54m
1 stop
Multiple Airlines Logo
10:59 pm - 5:00 am
PDX
-
ORD
4h 01mnonstop
$312Multiple Airlines
Fri, Jul 17 - Tue, Jul 21
Multiple Airlines Logo
2:12 pm - 4:47 pm
ORD
-
PDX
4h 35mnonstop
Multiple Airlines Logo
5:56 pm - 1:36 pm
PDX
-
ORD
17h 40m
1 stop
$313Multiple Airlines
Wed, Aug 12 - Wed, Aug 19
Frontier Logo
11:06 am - 4:35 pm
ORD
-
PDX
7h 29m
1 stop
Frontier Logo
9:34 pm - 11:57 am
PDX
-
ORD
12h 23m
1 stop
$314Frontier
Thu, Sep 17 - Sun, Sep 20
Multiple Airlines Logo
9:13 pm - 11:35 am
ORD
-
PDX
16h 22m
1 stop
Multiple Airlines Logo
10:59 pm - 5:00 am
PDX
-
ORD
4h 01mnonstop
$315Multiple Airlines
Fri, Aug 7 - Mon, Aug 10
Multiple Airlines Logo
7:29 am - 4:54 pm
ORD
-
PDX
11h 25m
1 stop
Multiple Airlines Logo
10:59 pm - 5:00 am
PDX
-
ORD
4h 01mnonstop
$316Multiple Airlines
Fri, Aug 7 - Mon, Aug 10
Multiple Airlines Logo
7:20 am - 9:45 am
ORD
-
PDX
4h 25mnonstop
Multiple Airlines Logo
5:56 pm - 1:36 pm
PDX
-
ORD
17h 40m
1 stop
$317Multiple Airlines
Mon, Aug 17 - Tue, Aug 25
Frontier Logo
9:57 pm - 4:36 pm
ORD
-
PDX
20h 39m
1 stop
Frontier Logo
5:16 pm - 8:52 pm
PDX
-
ORD
25h 36m
1 stop
$318Frontier
Tue, Aug 4 - Tue, Aug 11
Frontier Logo
7:15 am - 4:54 pm
ORD
-
PDX
11h 39m
1 stop
Frontier Logo
6:49 pm - 5:37 am
PDX
-
ORD
8h 48m
1 stop
$319Frontier
Fri, Jul 24 - Sun, Aug 2
Multiple Airlines Logo
7:20 am - 9:45 am
ORD
-
PDX
4h 25mnonstop
Multiple Airlines Logo
6:49 pm - 5:37 am
PDX
-
ORD
8h 48m
1 stop
$320Multiple Airlines
Sat, Jul 18 - Thu, Jul 23

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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
Aug 8
ORD7:20 amChicago O'Hare Intl
4h 25m
PDX9:45 amPortland
Aug 18
PDX7:00 amPortland
4h 13m
ORD1:13 pmChicago O'Hare Intl
$325
Alaska Airlines
Aug 8
ORD7:20 amChicago O'Hare Intl
4h 25m
PDX9:45 amPortland
Aug 18
PDX7:32 amPortland
9h 25m
1 stop
ORD6:57 pmChicago O'Hare Intl
$335
Alaska Airlines
Aug 11
ORD7:20 amChicago O'Hare Intl
4h 25m
PDX9:45 amPortland
Aug 19
PDX7:55 amPortland
9h 26m
1 stop
ORD7:21 pmChicago O'Hare Intl
$348

Delta flights from Chicago O'Hare Intl Airport to Portland

Our best Delta deals on Chicago O'Hare Intl Airport to Portland flight tickets
Delta
Jul 22
ORD6:55 amChicago O'Hare Intl
6h 46m
1 stop
PDX11:41 amPortland
Jul 28
PDX9:45 amPortland
7h 12m
1 stop
ORD6:57 pmChicago O'Hare Intl
$345
Delta
Aug 8
ORD7:00 amChicago O'Hare Intl
9h 45m
1 stop
PDX2:45 pmPortland
Aug 17
PDX9:45 amPortland
6h 34m
1 stop
ORD6:19 pmChicago O'Hare Intl
$358
Delta
Jul 3
ORD5:57 pmChicago O'Hare Intl
7h 21m
1 stop
PDX11:18 pmPortland
Jul 15
PDX10:53 amPortland
10h 25m
1 stop
ORD11:18 pmChicago O'Hare Intl
$362

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport to Portland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated June 28, 2026.
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

Sun 8/9

9:57 pm-4:51 pm

1 stop20h 54m

Portland

Sat 8/15

10:59 pm-5:00 am

Nonstop4h 01m

$311

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Fri 7/17

9:57 pm-4:51 pm

1 stop20h 54m

Portland

Tue 7/21

10:59 pm-5:00 am

Nonstop4h 01m

$312

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 8/12

2:12 pm-4:47 pm

Nonstop4h 35m

Portland

Wed 8/19

5:56 pm-1:36 pm

1 stop17h 40m

$313

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Thu 9/17

11:06 am-4:35 pm

1 stop7h 29m

Portland

Sun 9/20

9:34 pm-11:57 am

1 stop12h 23m

$314

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Fri 8/7

9:13 pm-11:35 am

1 stop16h 22m

Portland

Mon 8/10

10:59 pm-5:00 am

Nonstop4h 01m

$315

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Fri 8/7

7:29 am-4:54 pm

1 stop11h 25m

Portland

Mon 8/10

10:59 pm-5:00 am

Nonstop4h 01m

$316

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Mon 8/17

7:20 am-9:45 am

Nonstop4h 25m

Portland

Tue 8/25

5:56 pm-1:36 pm

1 stop17h 40m

$317

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Tue 8/4

9:57 pm-4:36 pm

1 stop20h 39m

Portland

Tue 8/11

5:16 pm-8:52 pm

1 stop25h 36m

$318

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Fri 7/24

7:15 am-4:54 pm

1 stop11h 39m

Portland

Sun 8/2

6:49 pm-5:37 am

1 stop8h 48m

$319
Quickest round-trip

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 7/18

7:20 am-9:45 am

Nonstop4h 25m

Portland

Thu 7/23

6:49 pm-5:37 am

1 stop8h 48m

$320

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Portland from

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

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 $292, 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 September to fly from Chicago O'Hare Intl Airport, when ticket prices are also cheap, with an average price of $307.

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 $335. 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 $400.

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 $333. At noon is when there is more demand to fly to Portland, so prices are often more expensive at around $455 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 $332 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 $268 on momondo.

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

There are 4 cabin classes available to choose from on Chicago O'Hare Intl Airport 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 5% 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 June 2026, prices for Chicago O'Hare Intl Airport to Portland flights are approximately 112% 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

$169

Fastest flight time

4h 20m

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 $169. The best round-trip flight deal from Chicago O'Hare Intl Airport to Portland found on momondo in the last 72 hours is $338.
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 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 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?

  • 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?

  • 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
Airline
Rating
Free Cancellation
Price
Hawaiian AirlinesPriceFrom $124Free CancellationRating
7.8
2,826 reviews
Search Hawaiian Airlines flights
FrontierPriceFrom $150Free CancellationRating
5.6
2,856 reviews
Search Frontier flights
JetBluePriceFrom $191Free CancellationRating
7.1
3,013 reviews
Search JetBlue flights
Alaska AirlinesPriceFrom $196Free CancellationRating
7.9
12,592 reviews
Search Alaska Airlines flights
American AirlinesPriceFrom $203Free CancellationRating
7.1
11,773 reviews
Search American Airlines flights
United AirlinesPriceFrom $205Free CancellationRating
7.4
9,897 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 5 flights/week on average for this route. A good Alaska Airlines flight deal for Chicago O'Hare Intl Airport to Portland starts from $196 round-trip, up to an average price of $322. Our users have rated Alaska Airlines at 7.9/10.

  • United Airlines Flights From Chicago O'Hare Intl Airport to Portland

    $205 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 $356, however, with flight time and availability significantly affecting the price. United Airlines (7.4/10 from 9,900 user reviews) flies into Portland from Chicago O'Hare Intl Airport 29 times in an average week so prices can vary.

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Lincoln City
Seaside
Cannon Beach
Vancouver
Salem
Astoria
Long Beach
Rockaway Beach
Beaverton
Hillsboro
Depoe Bay
Tigard
Longview
Hood River
Newberg
Clackamas
Troutdale
Gresham
The Dalles
Kelso

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.

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