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Cheap flights from Chicago to Oregon from $53

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 to Oregon departing on 2/26. 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 Chicago to Oregon

Cheap round-trip flights

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

Cheap last minute flights

Planning a quick getaway from Chicago to Oregon? 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 Oregon, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Oregon

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

All round-trip flight deals to Oregon

The cheapest plane tickets to Oregon found on KAYAK recently.
8:15 am - 12:07 amMDW-PDX
17h 52m1 stop
12:03 pm - 12:17 amPDX-MDW
10h 14m1 stop
$118Frontier
Find Deal
Wed, Jan 29 - Mon, Feb 3
6:36 pm - 9:45 amORD-PDX
17h 09m1 stop
7:35 am - 2:02 pmPDX-ORD
28h 27m1 stop
$118Frontier
Find Deal
Thu, Jan 30 - Wed, Feb 5
9:53 pm - 6:21 pmORD-PDX
22h 28m1 stop
7:16 pm - 5:30 amPDX-ORD
8h 14m1 stop
$163Spirit Airlines
Find Deal
Fri, Dec 13 - Mon, Dec 16
9:53 pm - 2:50 pmORD-BOI
17h 57m1 stop
3:45 pm - 5:30 amBOI-ORD
12h 45m1 stop
$164Spirit Airlines
Find Deal
Fri, Dec 6 - Wed, Dec 11
7:00 am - 1:31 pmORD-BOI
7h 31m1 stop
2:16 pm - 12:40 amBOI-ORD
9h 24m1 stop
$168American Airlines
Find Deal
Tue, Dec 10 - Tue, Dec 17
1:26 pm - 5:35 pmMDW-PDX
6h 09m1 stop
12:40 am - 10:36 amPDX-MDW
7h 56m1 stop
$216Delta
Find Deal
Tue, Feb 11 - Fri, Feb 21
7:20 am - 12:23 pmORD-BOI
6h 03m1 stop
5:30 am - 2:55 pmBOI-ORD
8h 25m1 stop
$228Delta
Find Deal
Tue, Feb 11 - Sat, Feb 15
7:39 pm - 10:44 pmORD-BOI
4h 05mnonstop
5:26 pm - 12:22 amBOI-ORD
5h 56m1 stop
$279United Airlines
Find Deal
Wed, Dec 4 - Sat, Dec 7
6:15 am - 12:32 pmORD-PDX
8h 17m1 stop
11:55 pm - 5:56 amPDX-ORD
4h 01mnonstop
$282United Airlines
Find Deal
Thu, Dec 19 - Sun, Dec 29
6:00 am - 1:11 pmORD-RDM
9h 11m1 stop
2:28 pm - 12:40 amRDM-ORD
8h 12m1 stop
$286American Airlines
Find Deal
Wed, Dec 11 - Tue, Dec 17
6:48 pm - 11:40 pmORD-PDX
6h 52m1 stop
$53Frontier
Find Deal
Wed, Feb 26
5:56 pm - 11:40 pmORD-PDX
7h 44m1 stop
$56Frontier
Find Deal
Sat, Feb 22
9:54 pm - 9:21 amORD-PDX
13h 27m1 stop
$81Spirit Airlines
Find Deal
Wed, Jan 8
1:14 pm - 1:17 amORD-PDX
14h 03m1 stop
$82Spirit Airlines
Find Deal
Wed, Feb 12
5:00 am - 12:37 pmORD-BOI
8h 37m1 stop
$89American Airlines
Find Deal
Fri, Dec 6
4:00 pm - 6:41 pmORD-PDX
4h 41mnonstop
$99United Airlines
Find Deal
Tue, Dec 10
2:15 pm - 8:53 pmORD-PDX
8h 38m1 stop
$104Delta
Find Deal
Tue, Nov 26
1:26 pm - 6:21 pmMDW-PDX
6h 55m1 stop
$108Delta
Find Deal
Tue, Jan 14
9:10 am - 11:53 amORD-PDX
4h 43mnonstop
$119United Airlines
Find Deal
Mon, Jan 13
1:54 pm - 8:58 pmORD-PDX
9h 04m1 stop
$128American Airlines
Find Deal
Thu, Feb 27
1:09 pm - 11:55 pmORD-PDX
12h 46m1 stop
8:24 pm - 10:38 amPDX-ORD
12h 14m1 stop
Tue, Nov 19 - Sun, Nov 24
4:44 pm - 12:14 amORD-PDX
9h 30m1 stop
10:11 am - 11:44 pmPDX-ORD
11h 33m1 stop
$236Frontier
Find Deal
Tue, Nov 19 - Sun, Nov 24
4:40 pm - 9:35 amORD-PDX
18h 55m1 stop
6:05 am - 11:33 amPDX-ORD
27h 28m1 stop
$245Frontier
Find Deal
Sat, Nov 16 - Sat, Nov 23
1:09 pm - 11:55 pmORD-PDX
12h 46m1 stop
5:15 am - 4:45 amPDX-ORD
21h 30m1 stop
$271Spirit Airlines
Find Deal
Tue, Nov 19 - Wed, Nov 20
1:09 pm - 11:55 pmORD-PDX
12h 46m1 stop
9:19 pm - 5:40 pmPDX-ORD
18h 21m2 stops
$286Spirit Airlines
Find Deal
Tue, Nov 19 - Tue, Dec 3
7:35 pm - 10:40 pmORD-BOI
4h 05mnonstop
5:00 am - 1:14 pmBOI-ORD
7h 14m1 stop
$454United Airlines
Find Deal
Tue, Nov 19 - Tue, Nov 26
7:45 am - 12:24 pmORD-PDX
6h 39m1 stop
2:05 pm - 11:58 pmPDX-ORD
7h 53m1 stop
$562Delta
Find Deal
Fri, Nov 15 - Sun, Nov 24
2:17 pm - 8:32 pmMDW-PDX
8h 15m1 stop
12:59 am - 8:51 amPDX-MDW
5h 52m1 stop
$602Delta
Find Deal
Tue, Nov 19 - Mon, Dec 2
4:00 pm - 6:41 pmORD-PDX
4h 41mnonstop
5:00 am - 8:00 pmPDX-ORD
13h 00m1 stop
$671United Airlines
Find Deal
Sat, Nov 16 - Sat, Nov 23
5:02 pm - 11:11 pmORD-RDM
8h 09m1 stop
2:00 pm - 12:20 amRDM-ORD
8h 20m1 stop
$958American Airlines
Find Deal
Fri, Nov 15 - Sun, Nov 17
1:58 pm - 4:29 pmORD-PDX
4h 31mnonstop
7:00 am - 1:02 pmPDX-ORD
4h 02mnonstop
$197Alaska Airlines
Find Deal
Sat, Dec 7 - Sat, Dec 14
1:58 pm - 4:29 pmORD-PDX
4h 31mnonstop
7:00 am - 1:02 pmPDX-ORD
4h 02mnonstop
$217Alaska Airlines
Find Deal
Sat, Dec 7 - Sun, Dec 15
8:30 am - 10:55 amMDW-PDX
4h 25mnonstop
9:00 am - 2:55 pmPDX-MDW
3h 55mnonstop
$228Southwest
Find Deal
Wed, Jan 22 - Wed, Jan 29
1:58 pm - 4:29 pmORD-PDX
4h 31mnonstop
7:00 am - 1:02 pmPDX-ORD
4h 02mnonstop
$232Alaska Airlines
Find Deal
Sat, Dec 7 - Sat, Dec 14
8:30 am - 10:55 amMDW-PDX
4h 25mnonstop
8:00 am - 1:55 pmPDX-MDW
3h 55mnonstop
$238Southwest
Find Deal
Thu, Jan 9 - Sun, Jan 12
8:10 pm - 10:40 pmMDW-PDX
4h 30mnonstop
9:00 am - 2:55 pmPDX-MDW
3h 55mnonstop
$248Southwest
Find Deal
Fri, Jan 17 - Sun, Jan 19
8:11 pm - 10:53 pmORD-PDX
4h 42mnonstop
11:59 pm - 5:48 amPDX-ORD
3h 49mnonstop
$260United Airlines
Find Deal
Mon, Dec 9 - Mon, Dec 16
4:05 pm - 6:49 pmORD-PDX
4h 44mnonstop
11:55 pm - 5:56 amPDX-ORD
4h 01mnonstop
$286United Airlines
Find Deal
Tue, Dec 24 - Sat, Dec 28
4:00 pm - 6:43 pmORD-PDX
4h 43mnonstop
10:56 am - 4:57 pmPDX-ORD
4h 01mnonstop
$287United Airlines
Find Deal
Tue, Jan 21 - Tue, Jan 28
9:10 am - 11:52 amORD-PDX
4h 42mnonstop
11:59 pm - 5:48 amPDX-ORD
3h 49mnonstop
$306United Airlines
Find Deal
Sat, Dec 7 - Sun, Dec 15

Spirit Airlines flights from Chicago to Oregon

Our best Spirit Airlines deals on Chicago to Oregon flight tickets
Spirit Airlines
Dec 13
ORD9:53 pmChicago O'Hare Intl
22h 28m
1 stop
PDX6:21 pmPortland
Dec 16
PDX7:16 pmPortland
8h 14m
1 stop
ORD5:30 amChicago O'Hare Intl
Spirit Airlines
Dec 6
ORD9:53 pmChicago O'Hare Intl
17h 57m
1 stop
BOI2:50 pmBoise Air Term. Gowen Fld
Dec 11
BOI3:45 pmBoise Air Term. Gowen Fld
12h 45m
1 stop
ORD5:30 amChicago O'Hare Intl
Spirit Airlines
Jan 29
ORD1:39 pmChicago O'Hare Intl
9h 07m
1 stop
PDX8:46 pmPortland
Feb 4
PDX9:41 pmPortland
29h 49m
1 stop
ORD5:30 amChicago O'Hare Intl

Frontier flights from Chicago to Oregon

Our best Frontier deals on Chicago to Oregon flight tickets
Frontier
Jan 29
MDW8:15 amChicago Midway
17h 52m
1 stop
PDX12:07 amPortland
Feb 3
PDX12:03 pmPortland
10h 14m
1 stop
MDW12:17 amChicago Midway
Frontier
Jan 23
ORD6:36 pmChicago O'Hare Intl
17h 09m
1 stop
PDX9:45 amPortland
Jan 29
PDX7:35 amPortland
28h 27m
1 stop
ORD2:02 pmChicago O'Hare Intl
Frontier
Feb 6
ORD7:25 amChicago O'Hare Intl
29h 36m
1 stop
PDX11:01 amPortland
Feb 9
PDX12:03 pmPortland
10h 29m
1 stop
ORD12:32 amChicago O'Hare Intl

How to get the cheapest flight ticket from Chicago to Oregon

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 airline that flies to Oregon from Chicago?

Spirit Airlines. Spirit Airlines, Frontier, and American Airlines are the most popular carriers operating from Chicago to Oregon

What is the cheapest Chicago to Oregon flight route?

Chicago Midway - Portland. Fly from Chicago Midway to Portland for the best Chicago - Oregon flight prices

Can stopping save me money on Chicago to Oregon flights?

You could potentially save up to 46% on your flight if you consider stops on a Chicago to Oregon flight.

Cheap Chicago to Oregon flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Oregon

Best Price Found

$53

Fastest flight time

4h 05m

Direct flights

Every day

Airports in Oregon

2 airports
The best one-way flight to Oregon from Chicago in the past 72 hours is $53. The best round-trip flight deal from Chicago to Oregon found on momondo in the last 72 hours is $118.
The fastest flight from Chicago to Oregon takes 4h 05m
Direct flights go from Chicago to Oregon every day.
There are 2 airports near Oregon: Portland (PDX), Boise Air Term. Gowen Fld (BOI)

  • When did momondo last update prices for flights from Chicago to Oregon?

    Prices for flights from Chicago to Oregon were last updated today.

  • How many operators does momondo search for flights from Chicago to Oregon?

  • How old do you have to be to fly from Chicago to Oregon?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Oregon.

  • What documentation or ID do you need to fly to Oregon?

    The travel and health documents required for your trip to Oregon 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 Oregon. 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 Chicago to Oregon?


Best airlines flying from Chicago to Oregon

Compare and see reviews for airlines that fly from Chicago to Oregon with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $83Free CancellationRating
6.3
8,167 reviews
Search Spirit Airlines flights
FrontierPriceFrom $118Free CancellationRating
6.1
3,551 reviews
Search Frontier flights
Alaska AirlinesPriceFrom $165Free CancellationRating
8.0
9,439 reviews
Search Alaska Airlines flights
DeltaPriceFrom $176Free CancellationRating
8.0
8,788 reviews
Search Delta flights
American AirlinesPriceFrom $194Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $217Free CancellationRating
7.4
9,194 reviews
Search United Airlines flights
SouthwestPriceFrom $237Free CancellationRating
8.1
5,045 reviews
Search Southwest flights

Why use momondo?

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

It is quick and easy to find Chicago to Oregon flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Oregon that suits you.

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

Flights from Chicago to Oregon with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Oregon.

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

Yes momondo offers price alerts on flights to Oregon from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.


An easier way to manage your Oregon trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Popular cities in Oregon

Popular flights according to clicks in the last 7 days on momondo