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Cheap flights from Portland to Chicago O'Hare Intl Airport from $60

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 2/11. 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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Find the cheapest flights from Portland to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Portland to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Portland to Chicago.

Cheap last minute flights

Planning a quick getaway from Portland to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Portland to Chicago

Find recent round-trip train or bus tickets from Portland to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
6:32 am - 1:25 pmPDX-ORD
28h 53m1 stop
6:45 am - 12:37 amORD-PDX
19h 52m1 stop
$115Frontier
Find Deal
Tue, Mar 4 - Thu, Mar 6
7:35 am - 10:37 pmPDX-ORD
13h 02m1 stop
7:55 pm - 8:40 amORD-PDX
14h 45m1 stop
$128Frontier
Find Deal
Tue, Feb 11 - Thu, Feb 13
5:30 pm - 5:31 amPDX-ORD
10h 01m1 stop
1:39 pm - 7:13 pmORD-PDX
7h 34m1 stop
$149Spirit Airlines
Find Deal
Mon, Feb 10 - Sat, Feb 22
5:30 pm - 5:31 amPDX-ORD
10h 01m1 stop
10:47 pm - 9:21 amORD-PDX
12h 34m1 stop
$164Spirit Airlines
Find Deal
Sat, Feb 1 - Sat, Feb 8
7:00 am - 1:07 pmPDX-ORD
4h 07mnonstop
6:55 pm - 9:41 pmORD-PDX
4h 46mnonstop
$197Alaska Airlines
Find Deal
Wed, Jan 15 - Wed, Jan 22
7:00 am - 1:07 pmPDX-ORD
4h 07mnonstop
6:55 pm - 9:41 pmORD-PDX
4h 46mnonstop
$198Alaska Airlines
Find Deal
Thu, Jan 9 - Wed, Jan 15
3:25 pm - 11:59 pmPDX-ORD
6h 34m1 stop
4:00 pm - 6:43 pmORD-PDX
4h 43mnonstop
$248United Airlines
Find Deal
Fri, Jan 17 - Sun, Jan 19
3:21 pm - 11:58 pmPDX-ORD
6h 37m1 stop
7:55 pm - 10:35 pmORD-PDX
4h 40mnonstop
$259United Airlines
Find Deal
Fri, Feb 28 - Mon, Mar 3
2:31 pm - 11:59 pmPDX-ORD
7h 28m1 stop
7:00 am - 9:23 amORD-PDX
4h 23mnonstop
$277American Airlines
Find Deal
Sat, Jan 11 - Sat, May 10
1:42 pm - 7:40 pmPDX-ORD
3h 58mnonstop
9:55 am - 12:26 pmORD-PDX
4h 31mnonstop
$343American Airlines
Find Deal
Wed, Apr 23 - Sun, Apr 27
7:35 am - 10:37 pmPDX-ORD
13h 02m1 stop
$60Frontier
Find Deal
Tue, Feb 11
9:18 pm - 5:00 amPDX-ORD
29h 42m1 stop
$61Frontier
Find Deal
Thu, Feb 27
7:35 am - 2:02 pmPDX-ORD
28h 27m1 stop
$62Frontier
Find Deal
Wed, Jan 29
5:30 pm - 5:31 amPDX-ORD
10h 01m1 stop
$73Spirit Airlines
Find Deal
Sat, Feb 8
5:30 pm - 5:31 amPDX-ORD
10h 01m1 stop
$77Spirit Airlines
Find Deal
Wed, Jan 15
7:00 am - 1:01 pmPDX-ORD
4h 01mnonstop
$87United Airlines
Find Deal
Sun, Jan 26
7:00 am - 1:07 pmPDX-ORD
4h 07mnonstop
$95Alaska Airlines
Find Deal
Sun, Jan 12
7:00 am - 1:07 pmPDX-ORD
4h 07mnonstop
$96Alaska Airlines
Find Deal
Wed, Jan 8
7:05 am - 1:05 pmPDX-ORD
4h 00mnonstop
$114United Airlines
Find Deal
Sat, Feb 22
12:59 am - 11:30 amPDX-ORD
8h 31m1 stop
$189American Airlines
Find Deal
Sun, Jan 5
7:19 pm - 5:30 amPDX-ORD
8h 11m1 stop
1:39 pm - 4:35 pmORD-PDX
28h 56m1 stop
$348Spirit Airlines
Find Deal
Sat, Dec 21 - Wed, Jan 29
7:19 pm - 5:30 amPDX-ORD
8h 11m1 stop
1:39 pm - 9:21 amORD-PDX
21h 42m1 stop
$379Spirit Airlines
Find Deal
Sat, Dec 21 - Wed, Jan 29
1:05 pm - 11:46 pmPDX-ORD
8h 41m1 stop
6:00 am - 3:44 pmORD-PDX
11h 44m1 stop
$434Frontier
Find Deal
Mon, Dec 23 - Wed, Dec 25
10:46 am - 5:40 amPDX-ORD
16h 54m1 stop
6:00 am - 3:44 pmORD-PDX
11h 44m1 stop
$440Frontier
Find Deal
Sun, Dec 22 - Wed, Jan 1
7:45 pm - 7:26 amPDX-ORD
9h 41m1 stop
9:10 am - 11:53 amORD-PDX
4h 43mnonstop
$562United Airlines
Find Deal
Sat, Dec 21 - Wed, Jan 29
7:00 am - 1:05 pmPDX-ORD
4h 05mnonstop
7:00 am - 9:38 amORD-PDX
4h 38mnonstop
$578Alaska Airlines
Find Deal
Fri, Dec 20 - Sun, Jan 5
2:48 pm - 11:59 pmPDX-ORD
7h 11m1 stop
9:10 am - 11:53 amORD-PDX
4h 43mnonstop
$592United Airlines
Find Deal
Sat, Dec 21 - Wed, Jan 29
11:29 pm - 5:30 amPDX-ORD
4h 01mnonstop
7:00 am - 9:38 amORD-PDX
4h 38mnonstop
$618Alaska Airlines
Find Deal
Sun, Dec 22 - Thu, Jan 2
12:59 am - 10:35 amPDX-ORD
7h 36m1 stop
5:00 am - 11:10 amORD-PDX
8h 10m1 stop
$646American Airlines
Find Deal
Sat, Dec 21 - Wed, Jan 1
12:59 am - 11:30 amPDX-ORD
8h 31m1 stop
5:00 am - 1:09 pmORD-PDX
10h 09m1 stop
$716American Airlines
Find Deal
Sat, Dec 21 - Thu, Dec 26
11:59 pm - 6:00 amPDX-ORD
4h 01mnonstop
9:10 am - 11:53 amORD-PDX
4h 43mnonstop
$173United Airlines
Find Deal
Thu, Jan 16 - Sun, Jan 19
7:00 am - 1:07 pmPDX-ORD
4h 07mnonstop
6:55 pm - 9:41 pmORD-PDX
4h 46mnonstop
$197Alaska Airlines
Find Deal
Wed, Jan 15 - Wed, Jan 22
7:00 am - 1:07 pmPDX-ORD
4h 07mnonstop
6:55 pm - 9:41 pmORD-PDX
4h 46mnonstop
$198Alaska Airlines
Find Deal
Thu, Jan 9 - Wed, Jan 15
11:59 pm - 6:00 amPDX-ORD
4h 01mnonstop
9:10 am - 11:53 amORD-PDX
4h 43mnonstop
$200United Airlines
Find Deal
Thu, Jan 16 - Tue, Jan 21
7:00 am - 1:07 pmPDX-ORD
4h 07mnonstop
3:35 pm - 6:18 pmORD-PDX
4h 43mnonstop
$207Alaska Airlines
Find Deal
Wed, Jan 15 - Fri, Jan 24
11:59 pm - 6:00 amPDX-ORD
4h 01mnonstop
8:15 pm - 10:57 pmORD-PDX
4h 42mnonstop
$211United Airlines
Find Deal
Thu, Jan 16 - Mon, Jan 20
7:00 am - 1:07 pmPDX-ORD
4h 07mnonstop
3:35 pm - 6:18 pmORD-PDX
4h 43mnonstop
$217Alaska Airlines
Find Deal
Thu, Jan 16 - Fri, Jan 24
1:42 pm - 7:40 pmPDX-ORD
3h 58mnonstop
9:55 am - 12:26 pmORD-PDX
4h 31mnonstop
$343American Airlines
Find Deal
Wed, Apr 23 - Sun, Apr 27
1:42 pm - 7:40 pmPDX-ORD
3h 58mnonstop
9:55 am - 12:26 pmORD-PDX
4h 31mnonstop
$372American Airlines
Find Deal
Sun, Apr 27 - Fri, May 2
1:42 pm - 7:40 pmPDX-ORD
3h 58mnonstop
9:55 am - 12:26 pmORD-PDX
4h 31mnonstop
$398American Airlines
Find Deal
Fri, Apr 25 - Sun, Apr 27

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

Our best Spirit Airlines deals on Portland to Chicago O'Hare Intl Airport flight tickets
Spirit Airlines
Feb 10
PDX5:30 pmPortland
10h 01m
1 stop
ORD5:31 amChicago O'Hare Intl
Feb 22
ORD1:39 pmChicago O'Hare Intl
7h 34m
1 stop
PDX7:13 pmPortland
Spirit Airlines
Feb 1
PDX5:30 pmPortland
10h 01m
1 stop
ORD5:31 amChicago O'Hare Intl
Feb 8
ORD10:47 pmChicago O'Hare Intl
12h 34m
1 stop
PDX9:21 amPortland
Spirit Airlines
Feb 5
PDX5:30 pmPortland
10h 01m
1 stop
ORD5:31 amChicago O'Hare Intl
Feb 9
ORD10:47 pmChicago O'Hare Intl
12h 34m
1 stop
PDX9:21 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
Jan 15
PDX7:00 amPortland
4h 07m
ORD1:07 pmChicago O'Hare Intl
Jan 22
ORD6:55 pmChicago O'Hare Intl
4h 46m
PDX9:41 pmPortland
Alaska Airlines
Jan 9
PDX7:00 amPortland
4h 07m
ORD1:07 pmChicago O'Hare Intl
Jan 15
ORD6:55 pmChicago O'Hare Intl
4h 46m
PDX9:41 pmPortland
Alaska Airlines
Jan 15
PDX7:00 amPortland
4h 07m
ORD1:07 pmChicago O'Hare Intl
Jan 27
ORD3:35 pmChicago O'Hare Intl
4h 43m
PDX6:18 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 January is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Portland averaging around $307.

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 Tuesday when prices can be found for as low as $319. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday 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 $429.

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 evening is the least expensive time of day to depart. momondo users have found prices as low as $277 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $406. 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?

In general, most travelers find the cheapest time to book a flight to Chicago O'Hare Intl Airport is about 40 days prior to their departure date when tickets on average are $362. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $255.

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.

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

You could potentially save up to 31% on your flight if you consider stops on a Portland to Chicago O'Hare Intl Airport flight.

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

As of December 2024, prices for Portland to Chicago O'Hare Intl Airport flights are approximately 12% 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

$60

Fastest flight time

3h 53m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Portland in the past 72 hours is $60. The best round-trip flight deal from Portland to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $115.
The fastest flight from Portland to Chicago O'Hare Intl Airport takes 3h 53m
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 53m, 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
8,119 reviews
Search Spirit Airlines flights
FrontierPriceFrom $108Free CancellationRating
6.1
3,479 reviews
Search Frontier flights
Alaska AirlinesPriceFrom $179Free CancellationRating
8.0
9,552 reviews
Search Alaska Airlines flights
American AirlinesPriceFrom $188Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $217Free CancellationRating
8.0
8,604 reviews
Search Delta flights
United AirlinesPriceFrom $219Free CancellationRating
7.4
9,059 reviews
Search United Airlines flights
  • Alaska Airlines Flights From Portland to Chicago O'Hare Intl Airport

    Across 2 Alaska Airlines flights from Portland to Chicago O'Hare Intl Airport this week, the average price was $345, with the best Alaska Airlines deals starting from $179 round-trip. 9,554 users have rated Alaska Airlines on momondo, with an average score of 8.0/10.

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

    The best United Airlines deal for Portland to Chicago O'Hare Intl Airport flight tickets found on momondo in the last 72 hours was $219, round-trip. It should be noted that an average United Airlines flight deal for this route in this time was higher, at $416 round-trip. United Airlines operates 7 flights out of Portland into Chicago O'Hare Intl Airport in an average week, so prices vary by time and availability. 9,055 United Airlines reviews by users on momondo have scored the airline at 7.4/10.


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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