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Cheap flights from Portland to Chicago O'Hare Intl Airport from $80

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland to Chicago O'Hare Intl Airport departing on 5/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Portland to Chicago

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Portland to Chicago.
Spirit Airlines Logo
7:01 pm - 6:33 amPDX-ORD
9h 32m1 stop
Spirit Airlines Logo
5:36 am - 1:37 pmORD-PDX
34h 01m2 stops
$167Spirit Airlines
Find Deal
Wed, Apr 23 - Tue, Apr 29
Spirit Airlines Logo
7:01 pm - 5:45 amPDX-ORD
32h 44m2 stops
Spirit Airlines Logo
7:12 pm - 9:20 amORD-PDX
16h 08m1 stop
$169Spirit Airlines
Find Deal
Tue, Apr 22 - Sun, Apr 27
United Airlines Logo
8:30 am - 2:35 pmPDX-ORD
4h 05mnonstop
United Airlines Logo
7:10 am - 9:42 amORD-PDX
4h 32mnonstop
$179United Airlines
Find Deal
Sat, May 24 - Fri, May 30
Alaska Airlines Logo
5:51 pm - 11:56 pmPDX-ORD
4h 05mnonstop
Alaska Airlines Logo
7:00 am - 9:23 amORD-PDX
4h 23mnonstop
$203Alaska Airlines
Find Deal
Thu, May 29 - Tue, Jun 3
United Airlines Logo
11:59 pm - 5:56 amPDX-ORD
3h 57mnonstop
United Airlines Logo
12:45 pm - 3:15 pmORD-PDX
4h 30mnonstop
$208United Airlines
Find Deal
Sat, Apr 19 - Wed, Apr 23
Alaska Airlines Logo
5:51 pm - 11:56 pmPDX-ORD
4h 05mnonstop
Alaska Airlines Logo
7:00 am - 9:25 amORD-PDX
4h 25mnonstop
$227Alaska Airlines
Find Deal
Tue, Jun 10 - Tue, Jun 17
American Airlines Logo
11:52 pm - 5:57 amPDX-ORD
4h 05mnonstop
American Airlines Logo
8:20 pm - 11:02 pmORD-PDX
4h 42mnonstop
$237American Airlines
Find Deal
Wed, Apr 23 - Tue, Apr 29
Frontier Logo
9:38 pm - 12:29 pmPDX-ORD
12h 51m1 stop
Frontier Logo
5:24 pm - 12:42 amORD-PDX
9h 18m1 stop
$238Frontier
Find Deal
Fri, Apr 25 - Sun, Apr 27
American Airlines Logo
11:52 pm - 5:57 amPDX-ORD
4h 05mnonstop
American Airlines Logo
8:00 am - 10:24 amORD-PDX
4h 24mnonstop
$240American Airlines
Find Deal
Fri, May 2 - Wed, May 7
Frontier Logo
6:20 am - 11:38 pmPDX-ORD
15h 18m1 stop
Frontier Logo
5:21 pm - 12:38 amORD-PDX
9h 17m1 stop
$241Frontier
Find Deal
Sun, Apr 27 - Fri, May 2

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

Our best United Airlines deals on Portland to Chicago O'Hare Intl Airport flight tickets
United Airlines
May 24
PDX8:30 amPortland
4h 05m
ORD2:35 pmChicago O'Hare Intl
May 30
ORD7:10 amChicago O'Hare Intl
4h 32m
PDX9:42 amPortland
United Airlines
Apr 19
PDX11:59 pmPortland
3h 57m
ORD5:56 amChicago O'Hare Intl
Apr 23
ORD12:45 pmChicago O'Hare Intl
4h 30m
PDX3:15 pmPortland
United Airlines
May 22
PDX2:12 pmPortland
4h 13m
ORD8:25 pmChicago O'Hare Intl
May 25
ORD7:10 amChicago O'Hare Intl
4h 32m
PDX9:42 amPortland

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

Our best Alaska Airlines deals on Portland to Chicago O'Hare Intl Airport flight tickets
Alaska Airlines
May 29
PDX5:51 pmPortland
4h 05m
ORD11:56 pmChicago O'Hare Intl
Jun 3
ORD7:00 amChicago O'Hare Intl
4h 23m
PDX9:23 amPortland
Alaska Airlines
Jun 10
PDX5:51 pmPortland
4h 05m
ORD11:56 pmChicago O'Hare Intl
Jun 17
ORD7:00 amChicago O'Hare Intl
4h 25m
PDX9:25 amPortland
Alaska Airlines
Apr 19
PDX7:00 amPortland
4h 05m
ORD1:05 pmChicago O'Hare Intl
Apr 21
ORD7:00 amChicago O'Hare Intl
9h 23m
1 stop
PDX2:23 pmPortland

See travel insights to Chicago from

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

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 cheapest month to fly to Chicago O'Hare Intl Airport?

The month of August is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Portland averaging around $293.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Wednesday when prices can be found for as low as $471. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Portland because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $624.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Portland in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $361 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $578. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

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

How far in advance should I book a flight to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Portland when booking 11 weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $358 when searching 11 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Portland for as low as $292 on momondo.

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

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

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

As of April 2025, prices for Portland to Chicago O'Hare Intl Airport flights are approximately 45% more expensive when compared to flights at the same time last year.

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

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

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

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

Best Price Found

$80

Fastest flight time

3h 56m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Portland in the past 72 hours is $80. The best round-trip flight deal from Portland to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $167.
The fastest flight from Portland to Chicago O'Hare Intl Airport takes 3h 56m
Direct flights go from Portland to Chicago O'Hare Intl Airport every day.

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

    Portland and Chicago O'Hare Intl are 1737.6 mi apart from one another. Flights usually cover this in 3h 56m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from Portland Airport to Chicago O'Hare Intl Airport are refreshed on a daily basis.

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents required for your trip to Chicago O'Hare Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago O'Hare Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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

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


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

Compare and see reviews for airlines that fly from Portland to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $82Free CancellationRating
6.3
7,886 reviews
Search Spirit Airlines flights
FrontierPriceFrom $108Free CancellationRating
6.0
3,276 reviews
Search Frontier flights
DeltaPriceFrom $123Free CancellationRating
8.0
7,898 reviews
Search Delta flights
Alaska AirlinesPriceFrom $183Free CancellationRating
8.0
9,820 reviews
Search Alaska Airlines flights
American AirlinesPriceFrom $190Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Hawaiian AirlinesPriceFrom $202Free CancellationRating
7.9
2,345 reviews
Search Hawaiian Airlines flights
United AirlinesPriceFrom $214Free CancellationRating
7.4
8,615 reviews
Search United Airlines flights
  • Alaska Airlines Flights From Portland to Chicago O'Hare Intl Airport

    Across 3 Alaska Airlines flights from Portland to Chicago O'Hare Intl Airport this week, the average price was $338, with the best Alaska Airlines deals starting from $183 round-trip. 9,820 users have rated Alaska Airlines on momondo, with an average score of 8.0/10.

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

    The best Hawaiian Airlines deal for Portland to Chicago O'Hare Intl Airport flight tickets found on momondo in the last 72 hours was $202, round-trip. It should be noted that an average Hawaiian Airlines flight deal for this route in this time was higher, at $379 round-trip. Hawaiian Airlines operates 6 flights out of Portland into Chicago O'Hare Intl Airport in an average week, so prices vary by time and availability. 2,345 Hawaiian Airlines reviews by users on momondo have scored the airline at 7.9/10.


Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Rockford
Schaumburg
Merrillville
Rosemont
Gurnee
Naperville
Kenosha
Joliet
South Haven
Oak Brook
Racine
Tinley Park
New Buffalo
South Holland
Hammond
Elgin
Aurora
Elk Grove Village
Orland Park

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Portland.

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

Yes. momondo allows you to filter the results for Portland to Chicago flights to just show those with flexible booking policies.

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

momondo provides multiple filters to help you find the best flight to Chicago from Portland. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Portland and alert you when they change.


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