Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Oregon to Chicago 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 Oregon to Chicago departing on 12/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Deals available from 900+ travel sites.

"This year, momondo is the #1 place for airfares on the internet."
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.
Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.
Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.
Price Alerts
Price Alerts
Not ready to book? to track prices.

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.
7:35 am - 2:00 pmPDX-ORD
28h 25m1 stop
6:00 am - 3:44 pmORD-PDX
11h 44m1 stop
$110Frontier
Find Deal
Wed, Dec 11 - Wed, Dec 18
7:35 am - 2:00 pmPDX-ORD
28h 25m1 stop
6:36 pm - 9:47 amORD-PDX
17h 11m1 stop
$112Frontier
Find Deal
Wed, Dec 4 - Thu, Dec 12
9:40 pm - 11:52 amPDX-ORD
12h 12m1 stop
6:00 am - 3:44 pmORD-PDX
11h 44m1 stop
Mon, Nov 25 - Wed, Dec 18
9:40 pm - 11:52 amPDX-ORD
12h 12m1 stop
6:36 pm - 9:47 amORD-PDX
17h 11m1 stop
Mon, Dec 2 - Thu, Dec 12
5:00 am - 5:30 amPDX-ORD
22h 30m1 stop
9:53 pm - 6:21 pmORD-PDX
22h 28m1 stop
$159Spirit Airlines
Find Deal
Thu, Dec 12 - Mon, Dec 16
7:16 pm - 5:30 amPDX-ORD
8h 14m1 stop
9:10 pm - 6:21 pmORD-PDX
23h 11m1 stop
$160Spirit Airlines
Find Deal
Sat, Dec 7 - Tue, Dec 10
1:23 pm - 9:14 pmBOI-ORD
6h 51m1 stop
7:00 am - 1:16 pmORD-BOI
7h 16m1 stop
$178American Airlines
Find Deal
Tue, Feb 18 - 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 - 4:58 pmPDX-ORD
7h 58m1 stop
4:05 pm - 6:44 pmORD-PDX
4h 39mnonstop
$206Alaska Airlines
Find Deal
Tue, Feb 18 - Wed, Mar 5
2:16 pm - 12:45 amBOI-ORD
9h 29m1 stop
5:00 am - 12:37 pmORD-BOI
8h 37m1 stop
$292American Airlines
Find Deal
Thu, Dec 5 - Sun, Dec 8
7:35 am - 2:00 pmPDX-ORD
28h 25m1 stop
$60Frontier
Find Deal
Wed, Dec 11
7:35 am - 2:02 pmPDX-ORD
28h 27m1 stop
$62Frontier
Find Deal
Wed, Jan 29
9:40 pm - 11:52 amPDX-ORD
12h 12m1 stop
$69Spirit Airlines
Find Deal
Fri, Nov 22
9:40 pm - 11:52 amPDX-ORD
12h 12m1 stop
$70Spirit Airlines
Find Deal
Mon, Dec 2
2:16 pm - 12:45 amBOI-ORD
9h 29m1 stop
$99American Airlines
Find Deal
Sun, Dec 15
11:55 pm - 5:56 amPDX-ORD
4h 01mnonstop
$99United Airlines
Find Deal
Wed, Dec 25
9:00 am - 2:55 pmPDX-MDW
3h 55mnonstop
$99Southwest
Find Deal
Wed, Jan 8
6:15 pm - 5:15 amPDX-ORD
9h 00m1 stop
$104American Airlines
Find Deal
Mon, Nov 25
1:08 pm - 9:25 pmPDX-ORD
6h 17m1 stop
$108United Airlines
Find Deal
Sat, Jan 11
9:00 am - 2:55 pmPDX-MDW
3h 55mnonstop
$119Southwest
Find Deal
Thu, Jan 9
6:05 am - 11:16 pmPDX-ORD
15h 11m1 stop
5:01 am - 12:29 amORD-PDX
21h 28m1 stop
$248Frontier
Find Deal
Tue, Nov 19 - Sun, Nov 24
6:05 am - 8:32 amPDX-ORD
24h 27m1 stop
1:09 pm - 6:24 pmORD-PDX
7h 15m1 stop
Sat, Nov 16 - Mon, Nov 18
5:15 am - 12:04 pmPDX-ORD
28h 49m1 stop
11:51 am - 7:13 pmORD-PDX
33h 22m2 stops
$285Spirit Airlines
Find Deal
Tue, Nov 19 - Mon, Nov 25
7:33 pm - 12:04 pmPDX-ORD
14h 31m1 stop
12:57 pm - 8:27 pmORD-PDX
9h 30m1 stop
$325Spirit Airlines
Find Deal
Sun, Nov 17 - Fri, Nov 22
9:00 am - 5:47 pmBOI-ORD
7h 47m1 stop
6:05 am - 1:25 pmORD-BOI
8h 20m1 stop
$378Delta
Find Deal
Tue, Nov 19 - Sun, Nov 24
12:20 pm - 4:58 pmBOI-ORD
3h 38mnonstop
7:35 pm - 10:40 pmORD-BOI
4h 05mnonstop
$379United Airlines
Find Deal
Tue, Nov 19 - Sun, Nov 24
7:45 pm - 8:15 amBOI-ORD
11h 30m2 stops
6:05 am - 1:25 pmORD-BOI
8h 20m1 stop
$383Delta
Find Deal
Tue, Nov 19 - Sun, Nov 24
5:34 pm - 11:57 pmBOI-ORD
5h 23m1 stop
7:35 pm - 10:40 pmORD-BOI
4h 05mnonstop
$389United Airlines
Find Deal
Tue, Nov 19 - Sun, Nov 24
1:00 pm - 10:35 pmBOI-ORD
8h 35m2 stops
4:35 pm - 12:55 amORD-BOI
9h 20m2 stops
$418Southwest
Find Deal
Tue, Nov 19 - Sun, Nov 24
2:55 pm - 10:35 pmBOI-ORD
6h 40m1 stop
6:15 am - 1:45 pmORD-BOI
8h 30m1 stop
$433Southwest
Find Deal
Tue, Nov 19 - Tue, Nov 26
7:00 am - 12:57 pmPDX-ORD
3h 57mnonstop
8:11 pm - 10:53 pmORD-PDX
4h 42mnonstop
$197United Airlines
Find Deal
Sat, Dec 7 - Tue, Dec 10
7:00 am - 1:02 pmPDX-ORD
4h 02mnonstop
1:58 pm - 4:29 pmORD-PDX
4h 31mnonstop
$217Alaska Airlines
Find Deal
Sun, Dec 8 - Tue, Dec 10
7:00 am - 12:57 pmPDX-ORD
3h 57mnonstop
4:05 pm - 6:49 pmORD-PDX
4h 44mnonstop
$223United Airlines
Find Deal
Tue, Dec 31 - Mon, Jan 6
7:00 am - 1:03 pmPDX-ORD
4h 03mnonstop
3:21 pm - 5:55 pmORD-PDX
4h 34mnonstop
$227Alaska Airlines
Find Deal
Sat, Apr 12 - Tue, Apr 15
7:00 am - 1:07 pmPDX-ORD
4h 07mnonstop
3:35 pm - 6:18 pmORD-PDX
4h 43mnonstop
$233Alaska Airlines
Find Deal
Wed, Jan 15 - Mon, Jan 20
7:00 am - 1:02 pmPDX-ORD
4h 02mnonstop
1:58 pm - 4:29 pmORD-PDX
4h 31mnonstop
$237Alaska Airlines
Find Deal
Sun, Dec 8 - Thu, Dec 12
9:00 am - 2:55 pmPDX-MDW
3h 55mnonstop
8:10 pm - 10:40 pmMDW-PDX
4h 30mnonstop
$238Southwest
Find Deal
Fri, Jan 10 - Sun, Jan 12
7:00 am - 12:57 pmPDX-ORD
3h 57mnonstop
8:11 pm - 10:53 pmORD-PDX
4h 42mnonstop
$240United Airlines
Find Deal
Sat, Dec 7 - Mon, Dec 9
8:00 am - 1:55 pmPDX-MDW
3h 55mnonstop
8:10 pm - 10:40 pmMDW-PDX
4h 30mnonstop
$284Southwest
Find Deal
Thu, Feb 20 - Mon, Mar 3
6:35 am - 12:30 pmPDX-MDW
3h 55mnonstop
8:05 pm - 10:30 pmMDW-PDX
4h 25mnonstop
$330Southwest
Find Deal
Fri, Feb 21 - Sun, Feb 23

Frontier flights from Oregon to Chicago

Our best Frontier deals on Oregon to Chicago flight tickets
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 4
PDX7:35 amPortland
28h 25m
1 stop
ORD2:00 pmChicago O'Hare Intl
Dec 12
ORD6:36 pmChicago O'Hare Intl
17h 11m
1 stop
PDX9:47 amPortland
Frontier
Dec 4
PDX7:35 amPortland
28h 25m
1 stop
ORD2:00 pmChicago O'Hare Intl
Dec 12
ORD6:36 pmChicago O'Hare Intl
17h 11m
1 stop
PDX9:47 amPortland

Spirit Airlines flights from Oregon to Chicago

Our best Spirit Airlines deals on Oregon to Chicago flight tickets
Spirit Airlines
Dec 12
PDX5:00 amPortland
22h 30m
1 stop
ORD5:30 amChicago O'Hare Intl
Dec 16
ORD9:53 pmChicago O'Hare Intl
22h 28m
1 stop
PDX6:21 pmPortland
Spirit Airlines
Dec 7
PDX7:16 pmPortland
8h 14m
1 stop
ORD5:30 amChicago O'Hare Intl
Dec 10
ORD9:10 pmChicago O'Hare Intl
23h 11m
1 stop
PDX6:21 pmPortland
Spirit Airlines
Dec 5
PDX5:00 amPortland
7h 26m
1 stop
ORD2:26 pmChicago O'Hare Intl
Dec 11
ORD9:10 pmChicago O'Hare Intl
28h 38m
1 stop
PDX11:48 pmPortland

How to get the cheapest flight ticket from Oregon to Chicago

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 Chicago from Oregon?

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

What is the cheapest Oregon to Chicago flight route?

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

What cabin class options are available on Oregon to Chicago flights?

There are 4 cabin classes available to choose from on Oregon to Chicago 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 Oregon to Chicago flights?

You could potentially save up to 40% on your flight if you consider stops on a Oregon to Chicago flight.

Cheap Oregon to Chicago flight deals and tips

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

Best Price Found

$60

Fastest flight time

3h 24m

Direct flights

Every day

Airports in Chicago

2 airports
The best one-way flight to Chicago from Oregon in the past 72 hours is $60. The best round-trip flight deal from Oregon to Chicago found on momondo in the last 72 hours is $110.
The fastest flight from Oregon to Chicago takes 3h 24m
Direct flights go from Oregon to Chicago every day.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

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

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

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

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

    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 Oregon to Chicago.

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

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Oregon to Chicago?


Best airlines flying from Oregon to Chicago

Compare and see reviews for airlines that fly from Oregon to Chicago with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $82Free CancellationRating
6.3
8,167 reviews
Search Spirit Airlines flights
FrontierPriceFrom $114Free CancellationRating
6.1
3,551 reviews
Search Frontier flights
DeltaPriceFrom $158Free CancellationRating
8.0
8,788 reviews
Search Delta flights
Alaska AirlinesPriceFrom $178Free CancellationRating
8.0
9,439 reviews
Search Alaska Airlines flights
American AirlinesPriceFrom $188Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $219Free CancellationRating
7.4
9,194 reviews
Search United Airlines flights
SouthwestPriceFrom $233Free CancellationRating
8.1
5,045 reviews
Search Southwest flights

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Oregon to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

Flights from Oregon to Chicago 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 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?

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 Oregon and alert you when they change.


An easier way to manage your Chicago 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.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
From?
To?
Tue 11/19
Tue 11/26
Email me momondo's favorite deals

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago