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Cheap flights from Oregon to Chicago O'Hare Intl Airport from $55

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Oregon to Chicago O'Hare Intl Airport departing on 4/2. 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 Oregon to Chicago

Cheap round-trip flights

These are some of the best round-trip flight deals from Oregon 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 Oregon to Chicago.

Cheap last minute flights

Planning a quick getaway from Oregon 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 Oregon to Chicago

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

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
9:18 pm - 5:00 amPDX-ORD
29h 42m1 stop
6:50 am - 12:37 amORD-PDX
19h 47m1 stop
$112Frontier
Find Deal
Thu, Feb 27 - Wed, Mar 5
7:35 am - 2:02 pmPDX-ORD
28h 27m1 stop
6:50 am - 12:37 amORD-PDX
19h 47m1 stop
$120Frontier
Find Deal
Wed, Feb 5 - Wed, Feb 12
6:32 am - 1:25 pmPDX-ORD
28h 53m1 stop
7:41 am - 1:38 pmORD-PDX
7h 57m1 stop
Tue, Mar 4 - Wed, Mar 12
8:28 pm - 6:07 amPDX-ORD
7h 39m1 stop
7:59 pm - 8:40 amORD-PDX
14h 41m1 stop
Tue, Feb 18 - Sat, Feb 22
8:28 pm - 6:07 amPDX-ORD
7h 39m1 stop
7:51 pm - 9:21 amORD-PDX
15h 30m1 stop
$152Spirit Airlines
Find Deal
Wed, Feb 12 - Tue, Feb 18
5:30 pm - 5:31 amPDX-ORD
10h 01m1 stop
10:47 pm - 9:21 amORD-PDX
12h 34m1 stop
$166Spirit Airlines
Find Deal
Sat, Jan 25 - Sun, Feb 2
7:00 am - 1:07 pmPDX-ORD
4h 07mnonstop
6:55 pm - 9:41 pmORD-PDX
4h 46mnonstop
$197Alaska Airlines
Find Deal
Wed, Feb 5 - Wed, Feb 12
10:56 am - 4:57 pmPDX-ORD
4h 01mnonstop
9:11 am - 11:54 amORD-PDX
4h 43mnonstop
$207United Airlines
Find Deal
Tue, Feb 11 - Tue, Feb 18
7:00 am - 1:01 pmPDX-ORD
4h 01mnonstop
8:15 pm - 10:57 pmORD-PDX
4h 42mnonstop
$217United Airlines
Find Deal
Fri, Feb 7 - Mon, Feb 10
3:00 pm - 11:59 pmPDX-ORD
6h 59m1 stop
7:45 am - 9:39 pmORD-PDX
15h 54m2 stops
$235Alaska Airlines
Find Deal
Wed, Feb 5 - Wed, Feb 12
3:13 pm - 1:03 amPDX-ORD
7h 50m1 stop
$55Frontier
Find Deal
Wed, Apr 2
6:32 am - 5:25 pmPDX-ORD
8h 53m1 stop
$57Frontier
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Sat, Feb 15
8:28 pm - 6:07 amPDX-ORD
7h 39m1 stop
$69Spirit Airlines
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Wed, Feb 12
8:28 pm - 6:07 amPDX-ORD
7h 39m1 stop
$73Spirit Airlines
Find Deal
Tue, Feb 25
10:56 am - 4:57 pmPDX-ORD
4h 01mnonstop
$99United Airlines
Find Deal
Tue, Feb 11
5:58 pm - 6:07 amRDM-ORD
10h 09m1 stop
Sun, Mar 2
7:00 am - 1:07 pmPDX-ORD
4h 07mnonstop
$109Alaska Airlines
Find Deal
Sun, Feb 9
2:02 pm - 8:08 pmPDX-ORD
4h 06mnonstop
$114United Airlines
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Tue, Apr 8
2:40 pm - 11:59 pmBOI-ORD
8h 19m1 stop
$114Alaska Airlines
Find Deal
Tue, Feb 11
5:58 pm - 11:42 amRDM-ORD
15h 44m2 stops
Sun, Mar 2
5:30 pm - 5:31 amPDX-ORD
10h 01m1 stop
7:25 am - 11:01 amORD-PDX
29h 36m1 stop
Sat, Jan 11 - Thu, Jan 16
10:16 am - 9:52 pmPDX-ORD
9h 36m1 stop
5:50 am - 4:35 pmORD-PDX
36h 45m3 stops
$368Spirit Airlines
Find Deal
Fri, Jan 10 - Mon, Jan 13
6:50 pm - 4:27 pmBOI-ORD
20h 37m1 stop
7:45 am - 4:19 pmORD-BOI
9h 34m1 stop
$439Alaska Airlines
Find Deal
Sun, Jan 12 - Tue, Jan 14
6:20 am - 6:10 pmBOI-ORD
10h 50m2 stops
5:45 am - 12:45 pmORD-BOI
8h 00m1 stop
$524Southwest
Find Deal
Sun, Jan 12 - Tue, Jan 14
5:10 am - 3:00 pmBOI-ORD
8h 50m2 stops
7:30 am - 3:25 pmORD-BOI
8h 55m2 stops
$529Southwest
Find Deal
Sun, Jan 12 - Tue, Jan 14
12:55 pm - 9:41 amPDX-ORD
18h 46m2 stops
12:45 pm - 7:02 pmORD-PDX
8h 17m1 stop
$584United Airlines
Find Deal
Fri, Jan 10 - Sat, Jan 11
7:00 am - 1:07 pmPDX-ORD
4h 07mnonstop
3:35 pm - 6:18 pmORD-PDX
4h 43mnonstop
$627Alaska Airlines
Find Deal
Mon, Jan 13 - Mon, Jan 20
10:56 am - 4:57 pmPDX-ORD
4h 01mnonstop
8:15 pm - 10:57 pmORD-PDX
4h 42mnonstop
$636United Airlines
Find Deal
Sat, Jan 11 - Thu, Jan 16
6:45 am - 6:49 pmPDX-ORD
10h 04m1 stop
2:25 pm - 6:54 pmORD-PDX
6h 29m1 stop
$717Delta
Find Deal
Sat, Jan 11 - Mon, Jan 13
5:15 am - 8:48 pmRDM-ORD
13h 33m2 stops
7:05 am - 4:46 pmORD-RDM
11h 41m2 stops
$921Delta
Find Deal
Mon, Jan 13 - Thu, Jan 16
7:00 am - 1:07 pmPDX-ORD
4h 07mnonstop
6:55 pm - 9:41 pmORD-PDX
4h 46mnonstop
$197Alaska Airlines
Find Deal
Wed, Feb 5 - Wed, Feb 12
10:56 am - 4:57 pmPDX-ORD
4h 01mnonstop
9:11 am - 11:54 amORD-PDX
4h 43mnonstop
$207United Airlines
Find Deal
Tue, Feb 11 - Tue, Feb 18
7:00 am - 1:01 pmPDX-ORD
4h 01mnonstop
4:00 pm - 6:43 pmORD-PDX
4h 43mnonstop
$217United Airlines
Find Deal
Fri, Feb 7 - Sun, Feb 9
7:05 am - 1:05 pmPDX-ORD
4h 00mnonstop
4:15 pm - 6:48 pmORD-PDX
4h 33mnonstop
$227United Airlines
Find Deal
Thu, Feb 27 - Wed, Mar 5
11:58 pm - 5:55 amPDX-ORD
3h 57mnonstop
7:55 pm - 10:35 pmORD-PDX
4h 40mnonstop
$237United Airlines
Find Deal
Thu, Feb 13 - Sun, Feb 16
11:59 pm - 5:56 amPDX-ORD
3h 57mnonstop
4:12 pm - 6:45 pmORD-PDX
4h 33mnonstop
$238United Airlines
Find Deal
Mon, Mar 31 - Sat, Apr 5
7:00 am - 1:04 pmPDX-ORD
4h 04mnonstop
4:05 pm - 6:44 pmORD-PDX
4h 39mnonstop
$242Alaska Airlines
Find Deal
Sat, Mar 15 - Tue, Mar 18
3:00 pm - 9:07 pmPDX-ORD
4h 07mnonstop
8:25 pm - 11:01 pmORD-PDX
4h 36mnonstop
$249American Airlines
Find Deal
Fri, Apr 4 - Mon, Apr 7
11:55 pm - 6:00 amPDX-ORD
4h 05mnonstop
10:05 am - 12:32 pmORD-PDX
4h 27mnonstop
$293American Airlines
Find Deal
Fri, Apr 4 - Thu, Apr 10
11:55 pm - 6:00 amPDX-ORD
4h 05mnonstop
8:25 pm - 11:01 pmORD-PDX
4h 36mnonstop
$313American Airlines
Find Deal
Thu, May 1 - Sun, May 4

Frontier flights from Oregon to Chicago O'Hare Intl Airport

Our best Frontier deals on Oregon to Chicago O'Hare Intl Airport flight tickets
Frontier
Feb 27
PDX9:18 pmPortland
29h 42m
1 stop
ORD5:00 amChicago O'Hare Intl
Mar 5
ORD6:50 amChicago O'Hare Intl
19h 47m
1 stop
PDX12:37 amPortland
Frontier
Feb 5
PDX7:35 amPortland
28h 27m
1 stop
ORD2:02 pmChicago O'Hare Intl
Feb 12
ORD6:50 amChicago O'Hare Intl
19h 47m
1 stop
PDX12:37 amPortland
Frontier
Feb 19
PDX9:00 amPortland
12h 39m
1 stop
ORD11:39 pmChicago O'Hare Intl
Feb 22
ORD7:59 pmChicago O'Hare Intl
14h 41m
1 stop
PDX8:40 amPortland

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

Our best Alaska Airlines deals on Oregon to Chicago O'Hare Intl Airport flight tickets
Alaska Airlines
Feb 5
PDX7:00 amPortland
4h 07m
ORD1:07 pmChicago O'Hare Intl
Feb 12
ORD6:55 pmChicago O'Hare Intl
4h 46m
PDX9:41 pmPortland
Alaska Airlines
Feb 5
PDX3:00 pmPortland
6h 59m
1 stop
ORD11:59 pmChicago O'Hare Intl
Feb 12
ORD7:45 amChicago O'Hare Intl
15h 54m
2 stops
PDX9:39 pmPortland
Alaska Airlines
Feb 3
PDX8:05 amPortland
7h 54m
1 stop
ORD5:59 pmChicago O'Hare Intl
Feb 7
ORD6:55 pmChicago O'Hare Intl
17h 16m
1 stop
PDX10:11 amPortland

See travel insights to Chicago from

How to get the cheapest flight ticket from Oregon 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 Oregon averaging around $300.

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 Oregon 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 Oregon 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 $400. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

Fly from Portland to Chicago O'Hare Intl for the best Oregon - 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 $361. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $196.

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

There are 4 cabin classes available to choose from on Oregon 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.

Cheap Oregon to Chicago O'Hare Intl Airport flight deals and tips

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

Best Price Found

$55

Fastest flight time

3h 28m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Oregon in the past 72 hours is $55. The best round-trip flight deal from Oregon to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $112.
The fastest flight from Oregon to Chicago O'Hare Intl Airport takes 3h 28m
Direct flights go from Oregon to Chicago O'Hare Intl Airport every day.

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

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

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

  • How old do you have to be to fly from Oregon to Chicago O'Hare Intl 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 Oregon 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 you'll need for your trip to Chicago O'Hare Intl 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 Chicago O'Hare Intl 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 Oregon to Chicago O'Hare Intl Airport?


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

Compare and see reviews for airlines that fly from Oregon to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $82Free CancellationRating
6.3
8,075 reviews
Search Spirit Airlines flights
FrontierPriceFrom $108Free CancellationRating
6.0
3,428 reviews
Search Frontier flights
Alaska AirlinesPriceFrom $178Free CancellationRating
8.0
9,643 reviews
Search Alaska Airlines flights
American AirlinesPriceFrom $188Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $207Free CancellationRating
8.0
8,501 reviews
Search Delta flights
United AirlinesPriceFrom $220Free CancellationRating
7.4
8,942 reviews
Search United Airlines flights

Why use momondo?

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

Finding the right flight to Chicago from Oregon is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

Yes. momondo enables you to select and highlight flights to Chicago from Oregon with this policy.

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

Once all potential Oregon to Chicago 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 Oregon to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Oregon to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.


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