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Cheap flights from Portland to Chicago O'Hare Intl Airport from $62

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 1/29. 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.
7:35 am - 2:00 pmPDX-ORD
28h 25m1 stop
8:25 pm - 12:34 pmORD-PDX
18h 09m1 stop
$119Frontier
Find Deal
Wed, Dec 11 - Mon, Dec 16
7:35 am - 2:00 pmPDX-ORD
28h 25m1 stop
6:00 am - 3:44 pmORD-PDX
11h 44m1 stop
$133Frontier
Find Deal
Wed, Dec 11 - Wed, Dec 18
12:45 pm - 11:46 pmPDX-ORD
9h 01m1 stop
6:20 am - 5:24 pmORD-PDX
13h 04m1 stop
$134Frontier
Find Deal
Wed, Dec 25 - Sun, Jan 26
7:16 pm - 5:30 amPDX-ORD
8h 14m1 stop
7:33 am - 8:28 pmORD-PDX
14h 55m2 stops
$167Spirit Airlines
Find Deal
Tue, Dec 10 - Tue, Dec 17
2:52 pm - 5:30 amPDX-ORD
12h 38m1 stop
3:21 pm - 11:48 pmORD-PDX
10h 27m1 stop
$175Spirit Airlines
Find Deal
Thu, Dec 5 - Mon, Dec 9
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 - 4:58 pmPDX-ORD
7h 58m1 stop
4:05 pm - 6:44 pmORD-PDX
4h 39mnonstop
$206Alaska Airlines
Find Deal
Wed, Feb 19 - Sat, Feb 22
11:55 pm - 5:56 amPDX-ORD
4h 01mnonstop
2:35 pm - 8:23 pmORD-PDX
7h 48m1 stop
$207United Airlines
Find Deal
Wed, Dec 25 - Tue, Dec 31
11:59 pm - 5:48 amPDX-ORD
3h 49mnonstop
5:45 am - 12:18 pmORD-PDX
8h 33m1 stop
$297United Airlines
Find Deal
Wed, Dec 11 - Sat, Dec 14
12:59 am - 11:30 amPDX-ORD
8h 31m1 stop
3:40 pm - 10:44 pmORD-PDX
9h 04m1 stop
$301American Airlines
Find Deal
Mon, Dec 30 - Mon, Jan 6
7:35 am - 2:02 pmPDX-ORD
28h 27m1 stop
$62Frontier
Find Deal
Wed, Jan 29
11:39 am - 5:42 amPDX-ORD
16h 03m1 stop
$65Frontier
Find Deal
Tue, Dec 17
2:52 pm - 5:30 amPDX-ORD
12h 38m1 stop
$81Spirit Airlines
Find Deal
Thu, Dec 5
5:00 am - 2:26 pmPDX-ORD
7h 26m1 stop
$86Spirit Airlines
Find Deal
Thu, Dec 12
4:45 pm - 10:48 pmPDX-ORD
4h 03mnonstop
$99United Airlines
Find Deal
Tue, Dec 31
11:55 pm - 5:52 amPDX-ORD
3h 57mnonstop
$109United Airlines
Find Deal
Sat, Mar 8
7:00 am - 1:07 pmPDX-ORD
4h 07mnonstop
$119Alaska Airlines
Find Deal
Mon, Jan 20
6:44 pm - 5:22 amPDX-ORD
8h 38m1 stop
$123American Airlines
Find Deal
Sat, May 3
11:29 pm - 5:30 amPDX-ORD
4h 01mnonstop
$125Alaska Airlines
Find Deal
Sun, Jan 5
12:59 am - 10:35 amPDX-ORD
7h 36m1 stop
$128American Airlines
Find Deal
Sun, Jan 5
9:40 pm - 11:52 amPDX-ORD
12h 12m1 stop
6:00 am - 12:29 amORD-PDX
20h 29m1 stop
Mon, Nov 25 - Thu, Nov 28
9:40 pm - 11:52 amPDX-ORD
12h 12m1 stop
6:00 am - 12:29 amORD-PDX
20h 29m1 stop
Mon, Nov 25 - Fri, Nov 29
9:20 pm - 11:59 pmPDX-ORD
24h 39m1 stop
11:38 am - 6:01 pmORD-PDX
8h 23m1 stop
$307Frontier
Find Deal
Fri, Nov 22 - Tue, Nov 26
8:24 pm - 10:38 amPDX-ORD
12h 14m1 stop
6:00 am - 12:29 amORD-PDX
20h 29m1 stop
$312Frontier
Find Deal
Sun, Nov 24 - Fri, Nov 29
9:40 pm - 11:52 amPDX-ORD
12h 12m1 stop
12:57 pm - 8:27 pmORD-PDX
9h 30m1 stop
$337Spirit Airlines
Find Deal
Fri, Nov 22 - Mon, Nov 25
9:40 pm - 11:52 amPDX-ORD
12h 12m1 stop
12:57 pm - 12:51 amORD-PDX
13h 54m1 stop
$343Spirit Airlines
Find Deal
Mon, Nov 25 - Sat, Nov 30
6:00 am - 6:12 pmPDX-ORD
10h 12m1 stop
7:00 am - 9:34 amORD-PDX
4h 34mnonstop
$525Alaska Airlines
Find Deal
Mon, Nov 25 - Thu, Nov 28
7:25 am - 1:29 pmPDX-ORD
4h 04mnonstop
7:00 am - 9:34 amORD-PDX
4h 34mnonstop
$557Alaska Airlines
Find Deal
Mon, Nov 25 - Thu, Nov 28
7:50 pm - 5:00 amPDX-ORD
7h 10m1 stop
8:50 am - 9:14 pmORD-PDX
14h 24m2 stops
$583United Airlines
Find Deal
Sat, Nov 23 - Sun, Nov 24
11:59 pm - 5:48 amPDX-ORD
3h 49mnonstop
8:50 am - 11:00 pmORD-PDX
16h 10m1 stop
$649United Airlines
Find Deal
Sat, Nov 23 - Sun, Nov 24
7:00 am - 1:04 pmPDX-ORD
4h 04mnonstop
4:05 pm - 6:44 pmORD-PDX
4h 39mnonstop
$191Alaska Airlines
Find Deal
Tue, Feb 25 - Tue, Feb 25
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
4:05 pm - 6:44 pmORD-PDX
4h 39mnonstop
$217Alaska Airlines
Find Deal
Sun, Feb 9 - Tue, Mar 4
7:00 am - 1:04 pmPDX-ORD
4h 04mnonstop
4:05 pm - 6:44 pmORD-PDX
4h 39mnonstop
$223Alaska Airlines
Find Deal
Fri, Feb 14 - Tue, Feb 25
7:00 am - 1:03 pmPDX-ORD
4h 03mnonstop
3:21 pm - 5:55 pmORD-PDX
4h 34mnonstop
$227Alaska Airlines
Find Deal
Sat, Apr 5 - Sat, Apr 12
11:58 pm - 5:55 amPDX-ORD
3h 57mnonstop
7:59 pm - 10:39 pmORD-PDX
4h 40mnonstop
$257United Airlines
Find Deal
Fri, Mar 7 - Mon, Mar 10
11:59 pm - 5:48 amPDX-ORD
3h 49mnonstop
4:00 pm - 6:43 pmORD-PDX
4h 43mnonstop
$258United Airlines
Find Deal
Fri, Dec 13 - Sat, Jan 18
11:59 pm - 5:48 amPDX-ORD
3h 49mnonstop
8:11 pm - 10:53 pmORD-PDX
4h 42mnonstop
$262United Airlines
Find Deal
Thu, Dec 12 - Mon, Dec 16
7:00 am - 1:01 pmPDX-ORD
4h 01mnonstop
9:23 am - 12:06 pmORD-PDX
4h 43mnonstop
$287United Airlines
Find Deal
Sat, Jan 11 - Sat, Jan 18
1:42 pm - 7:40 pmPDX-ORD
3h 58mnonstop
9:55 am - 12:26 pmORD-PDX
4h 31mnonstop
$339American Airlines
Find Deal
Thu, Apr 17 - Wed, Apr 23

Frontier flights from Portland to Chicago O'Hare Intl Airport

Our best Frontier deals on Portland to Chicago O'Hare Intl Airport flight tickets
Frontier
Dec 11
PDX7:35 amPortland
28h 25m
1 stop
ORD2:00 pmChicago O'Hare Intl
Dec 16
ORD8:25 pmChicago O'Hare Intl
18h 09m
1 stop
PDX12:34 pmPortland
Frontier
Dec 11
PDX7:35 amPortland
28h 25m
1 stop
ORD2:00 pmChicago O'Hare Intl
Dec 18
ORD6:00 amChicago O'Hare Intl
11h 44m
1 stop
PDX3:44 pmPortland
Frontier
Dec 25
PDX12:45 pmPortland
9h 01m
1 stop
ORD11:46 pmChicago O'Hare Intl
Jan 26
ORD6:20 amChicago O'Hare Intl
13h 04m
1 stop
PDX5:24 pmPortland

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
Feb 19
PDX7:00 amPortland
7h 58m
1 stop
ORD4:58 pmChicago O'Hare Intl
Feb 22
ORD4:05 pmChicago O'Hare Intl
4h 39m
PDX6:44 pmPortland
Alaska Airlines
Feb 9
PDX7:00 amPortland
4h 07m
ORD1:07 pmChicago O'Hare Intl
Feb 25
ORD4:05 pmChicago O'Hare Intl
4h 39m
PDX6:44 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 from Portland to Chicago O'Hare Intl Airport?

August. The cheapest time of year to fly to Chicago O'Hare Intl Airport from Portland is August. Most expensive is March

What is the cheapest day to depart Portland for Chicago O'Hare Intl Airport?

Tuesday. The cheapest day of the week is typically Tuesday. The most expensive is typically Sunday

When is the cheapest time to fly from Portland to Chicago O'Hare Intl Airport?

In the evening. Portland to Chicago O'Hare Intl Airport flights are approximately 31% more expensive in the morning than in the evening

How far in advance should you book Portland to Chicago O'Hare Intl Airport flights?

40 days before. The cheapest time to buy a flight from Portland to Chicago O'Hare Intl Airport is approximately 40 days to departure

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

There are 4 cabin classes available to choose from on Portland to Chicago O'Hare Intl Airport 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 37% 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 November 2024, prices for Portland to Chicago O'Hare Intl Airport flights are approximately 8% 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

$62

Fastest flight time

3h 49m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Portland in the past 72 hours is $62. The best round-trip flight deal from Portland to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $119.
The fastest flight from Portland to Chicago O'Hare Intl Airport takes 3h 49m
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 49m, 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
8,174 reviews
Search Spirit Airlines flights
FrontierPriceFrom $114Free CancellationRating
6.1
3,539 reviews
Search Frontier flights
DeltaPriceFrom $158Free CancellationRating
8.0
8,756 reviews
Search Delta flights
Alaska AirlinesPriceFrom $178Free CancellationRating
8.0
9,461 reviews
Search Alaska Airlines flights
American AirlinesPriceFrom $188Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $219Free CancellationRating
7.4
9,171 reviews
Search United Airlines flights
  • Alaska Airlines Flights From Portland to Chicago O'Hare Intl Airport

    Across 8 Alaska Airlines flights from Portland to Chicago O'Hare Intl Airport this week, the average price was $342, with the best Alaska Airlines deals starting from $178 round-trip. 9,461 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 $417 round-trip. United Airlines operates 19 flights out of Portland into Chicago O'Hare Intl Airport in an average week, so prices vary by time and availability. 9,171 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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