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Cheap flights from Oregon to Chicago from $80

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 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.
1 adult
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
12:38 pm - 11:14 pm
BOI
-
ORD
9h 36m
1 stop
Multiple Airlines Logo
5:29 pm - 11:59 pm
ORD
-
BOI
7h 30m
1 stop
$194Multiple Airlines
Thu, Feb 26 - Mon, Mar 2
Hawaiian Airlines Logo
2:20 pm - 11:56 pm
BOI
-
ORD
8h 36m
1 stop
Hawaiian Airlines Logo
5:29 pm - 11:59 pm
ORD
-
BOI
7h 30m
1 stop
$207Hawaiian Airlines
Sat, Feb 28 - Mon, Mar 9
Alaska Airlines Logo
5:40 am - 1:11 pm
BOI
-
ORD
6h 31m
1 stop
Alaska Airlines Logo
7:00 am - 3:08 pm
ORD
-
BOI
9h 08m
1 stop
$213Alaska Airlines
Tue, Mar 3 - Tue, Mar 17
Alaska Airlines Logo
7:00 am - 1:11 pm
PDX
-
ORD
4h 11mnonstop
Alaska Airlines Logo
5:29 pm - 11:44 pm
ORD
-
PDX
8h 15m
1 stop
$217Alaska Airlines
Tue, Mar 3 - Mon, Mar 9
Frontier Logo
11:48 am - 9:50 am
PDX
-
ORD
20h 02m
1 stop
Frontier Logo
10:55 am - 1:02 pm
ORD
-
PDX
28h 07m
1 stop
$222Frontier
Thu, Apr 23 - Mon, Apr 27
American Airlines Logo
11:35 pm - 5:32 am
PDX
-
ORD
3h 57mnonstop
American Airlines Logo
8:25 am - 10:58 am
ORD
-
PDX
4h 33mnonstop
$224American Airlines
Sat, Feb 21 - Mon, Feb 23
Frontier Logo
12:27 pm - 6:47 am
PDX
-
ORD
16h 20m
2 stops
Frontier Logo
7:21 pm - 11:57 am
ORD
-
PDX
18h 36m
1 stop
$230Frontier
Sat, Apr 18 - Sat, Apr 25
American Airlines Logo
11:59 pm - 5:56 am
PDX
-
ORD
3h 57mnonstop
American Airlines Logo
9:49 pm - 12:20 am
ORD
-
PDX
4h 31mnonstop
$231American Airlines
Thu, Mar 26 - Tue, Mar 31
Delta Logo
12:35 pm - 9:52 pm
EUG
-
ORD
7h 17m
1 stop
Delta Logo
3:59 pm - 11:49 pm
ORD
-
EUG
9h 50m
2 stops
$242Delta
Tue, Mar 3 - Tue, Mar 10
Delta Logo
12:35 pm - 9:52 pm
EUG
-
ORD
7h 17m
1 stop
Delta Logo
7:20 am - 5:09 pm
ORD
-
EUG
11h 49m
2 stops
$243Delta
Mon, Mar 2 - Tue, Mar 10

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
Mar 3
BOI5:40 amBoise Air Term. Gowen Fld
6h 31m
1 stop
ORD1:11 pmChicago O'Hare Intl
Mar 17
ORD7:00 amChicago O'Hare Intl
9h 08m
1 stop
BOI3:08 pmBoise Air Term. Gowen Fld
$213
Alaska Airlines
Mar 10
EUG5:42 amEugene
6h 31m
1 stop
ORD2:13 pmChicago O'Hare Intl
Mar 11
ORD5:29 pmChicago O'Hare Intl
8h 29m
1 stop
EUG11:58 pmEugene
$217
Alaska Airlines
Mar 13
PDX9:26 pmPortland
15h 32m
1 stop
ORD2:58 pmChicago O'Hare Intl
Mar 17
ORD2:07 pmChicago O'Hare Intl
4h 43m
PDX4:50 pmPortland
$225

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

Our best American Airlines deals on Oregon to Chicago O'Hare Intl Airport flight tickets
American Airlines
Feb 21
PDX11:35 pmPortland
3h 57m
ORD5:32 amChicago O'Hare Intl
Feb 23
ORD8:25 amChicago O'Hare Intl
4h 33m
PDX10:58 amPortland
$224
American Airlines
Mar 26
PDX11:59 pmPortland
3h 57m
ORD5:56 amChicago O'Hare Intl
Mar 31
ORD9:49 pmChicago O'Hare Intl
4h 31m
PDX12:20 amPortland
$231
American Airlines
Apr 23
PDX3:16 pmPortland
4h 18m
ORD9:34 pmChicago O'Hare Intl
Apr 26
ORD9:22 pmChicago O'Hare Intl
4h 31m
PDX11:53 pmPortland
$242

momondo Fare Finder

 
Customize your flight search to find flights from Oregon to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated February 3, 2026.
Use the filters below to find and compare flights from Oregon to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BoiseChicago

BOI - ORD

BOIORD

Boise Air Term. Gowen Fld

Thu 2/26

12:38 pm-11:14 pm

1 stop9h 36m

Chicago O'Hare Intl

Mon 3/2

5:29 pm-11:59 pm

1 stop7h 30m

$194

BoiseChicago

BOI - ORD

BOIORD

Boise Air Term. Gowen Fld

Sat 2/28

2:20 pm-11:56 pm

1 stop8h 36m

Chicago O'Hare Intl

Mon 3/9

5:29 pm-11:59 pm

1 stop7h 30m

$207

BoiseChicago

BOI - ORD

BOIORD

Boise Air Term. Gowen Fld

Tue 3/3

5:40 am-1:11 pm

1 stop6h 31m

Chicago O'Hare Intl

Tue 3/17

7:00 am-3:08 pm

1 stop9h 08m

$213

PortlandChicago

PDX - ORD

PDXORD

Portland

Tue 3/3

7:00 am-1:11 pm

Nonstop4h 11m

Chicago O'Hare Intl

Mon 3/9

5:29 pm-11:44 pm

1 stop8h 15m

$217

PortlandChicago

PDX - ORD

PDXORD

Portland

Thu 4/23

11:48 am-9:50 am

1 stop20h 02m

Chicago O'Hare Intl

Mon 4/27

10:55 am-1:02 pm

1 stop28h 07m

$222

PortlandChicago

PDX - ORD

PDXORD

Portland

Sat 2/21

11:35 pm-5:32 am

Nonstop3h 57m

Chicago O'Hare Intl

Mon 2/23

8:25 am-10:58 am

Nonstop4h 33m

$224

PortlandChicago

PDX - ORD

PDXORD

Portland

Sat 4/18

12:27 pm-6:47 am

2 stops16h 20m

Chicago O'Hare Intl

Sat 4/25

7:21 pm-11:57 am

1 stop18h 36m

$230

PortlandChicago

PDX - ORD

PDXORD

Portland

Thu 3/26

11:59 pm-5:56 am

Nonstop3h 57m

Chicago O'Hare Intl

Tue 3/31

9:49 pm-12:20 am

Nonstop4h 31m

$231

EugeneChicago

EUG - ORD

EUGORD

Eugene

Tue 3/3

12:35 pm-9:52 pm

1 stop7h 17m

Chicago O'Hare Intl

Tue 3/10

3:59 pm-11:49 pm

2 stops9h 50m

$242

EugeneChicago

EUG - ORD

EUGORD

Eugene

Mon 3/2

12:35 pm-9:52 pm

1 stop7h 17m

Chicago O'Hare Intl

Tue 3/10

7:20 am-5:09 pm

2 stops11h 49m

$243

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 February is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Oregon averaging around $297.

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 Friday when prices can be found for as low as $430. 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 $552.

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 afternoon is the least expensive time of day to depart. momondo users have found prices as low as $314 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $494. 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?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Oregon when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $347 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Oregon for as low as $303 on momondo.

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.

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

You could potentially save up to 1% on your flight if you consider stops on a Oregon to Chicago O'Hare Intl Airport flight.

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

$166

Fastest flight time

3h 24m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Oregon in the past 72 hours is $166. The best round-trip flight deal from Oregon to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $318.
The fastest flight from Oregon to Chicago O'Hare Intl Airport takes 3h 24m
Direct flights go from Oregon to Chicago O'Hare Intl Airport every day.
Search flight deals

  • 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
FrontierPriceFrom $86Free CancellationRating
5.7
3,051 reviews
Search Frontier flights
DeltaPriceFrom $99Free CancellationRating
7.9
8,132 reviews
Search Delta flights
Spirit AirlinesPriceFrom $119Free CancellationRating
6.3
8,396 reviews
Search Spirit Airlines flights
Hawaiian AirlinesPriceFrom $125Free CancellationRating
7.8
2,830 reviews
Search Hawaiian Airlines flights
SouthwestPriceFrom $179Free CancellationRating
8.0
4,271 reviews
Search Southwest flights
United AirlinesPriceFrom $184Free CancellationRating
7.4
9,231 reviews
Search United Airlines flights
American AirlinesPriceFrom $196Free CancellationRating
7.2
11,212 reviews
Search American Airlines flights
Alaska AirlinesPriceFrom $215Free CancellationRating
8.0
11,830 reviews
Search Alaska Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Naperville
Rosemont
New Buffalo
Kenosha
Joliet
Oak Brook
Orland Park
Racine
Hammond
Janesville
Tinley Park
Elgin
Aurora
South Holland

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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