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Cheap flights from Oregon to Chicago from $88

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 1/18. 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.
Frontier Logo
12:07 pm - 6:27 pm
BOI
-
ORD
29h 20m2 stops
Frontier Logo
12:07 pm - 11:12 am
ORD
-
BOI
24h 05m1 stop
$189Frontier
Mon, Jan 26 - Sun, Feb 1
Multiple Airlines Logo
2:19 pm - 10:38 pm
BOI
-
ORD
31h 19m2 stops
Multiple Airlines Logo
12:07 pm - 11:12 am
ORD
-
BOI
24h 05m1 stop
$195Multiple Airlines
Mon, Jan 19 - Sun, Jan 25
Multiple Airlines Logo
10:10 am - 9:45 pm
BOI
-
ORD
10h 35m1 stop
Multiple Airlines Logo
12:07 pm - 11:12 am
ORD
-
BOI
24h 05m1 stop
$197Multiple Airlines
Fri, Jan 30 - Sun, Feb 1
Frontier Logo
2:19 pm - 9:24 pm
BOI
-
ORD
6h 05m1 stop
Frontier Logo
7:55 am - 1:25 pm
ORD
-
BOI
30h 30m2 stops
$200Frontier
Thu, Jan 15 - Sun, Jan 18
Hawaiian Airlines Logo
9:02 am - 5:10 pm
BOI
-
ORD
7h 08m1 stop
Hawaiian Airlines Logo
6:06 pm - 11:59 pm
ORD
-
BOI
6h 53m1 stop
$203Hawaiian Airlines
Tue, Feb 3 - Tue, Feb 10
Alaska Airlines Logo
5:40 am - 1:10 pm
BOI
-
ORD
6h 30m1 stop
Alaska Airlines Logo
3:35 pm - 11:01 pm
ORD
-
BOI
8h 26m1 stop
$223Alaska Airlines
Tue, Feb 3 - Tue, Feb 3
United Airlines Logo
1:24 pm - 9:15 pm
PDX
-
ORD
5h 51m1 stop
United Airlines Logo
6:47 am - 12:41 pm
ORD
-
PDX
7h 54m1 stop
$232United Airlines
Sat, Jan 17 - Tue, Jan 20
United Airlines Logo
1:24 pm - 9:15 pm
PDX
-
ORD
5h 51m1 stop
United Airlines Logo
4:15 pm - 6:56 pm
ORD
-
PDX
4h 41mnonstop
$233United Airlines
Sat, Jan 24 - Sun, Feb 1
Alaska Airlines Logo
1:38 pm - 11:50 pm
PDX
-
ORD
8h 12m1 stop
Alaska Airlines Logo
3:44 pm - 11:50 pm
ORD
-
PDX
10h 06m1 stop
$236Alaska Airlines
Wed, Feb 4 - Wed, Feb 11
American Airlines Logo
3:18 pm - 12:23 am
EUG
-
ORD
7h 05m1 stop
American Airlines Logo
1:25 pm - 9:01 pm
ORD
-
EUG
9h 36m1 stop
$239American Airlines
Fri, Jan 16 - Fri, Jan 23

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
Jan 26
BOI12:07 pmBoise Air Term. Gowen Fld
29h 20m
2 stops
ORD6:27 pmChicago O'Hare Intl
Feb 1
ORD12:07 pmChicago O'Hare Intl
24h 05m
1 stop
BOI11:12 amBoise Air Term. Gowen Fld
$189
Find similar
Frontier
Jan 15
BOI2:19 pmBoise Air Term. Gowen Fld
6h 05m
1 stop
ORD9:24 pmChicago O'Hare Intl
Jan 18
ORD7:55 amChicago O'Hare Intl
30h 30m
2 stops
BOI1:25 pmBoise Air Term. Gowen Fld
$200
Find similar
Frontier
Jan 9
BOI12:07 pmBoise Air Term. Gowen Fld
9h 49m
1 stop
ORD10:56 pmChicago O'Hare Intl
Jan 17
ORD6:02 pmChicago O'Hare Intl
20h 14m
2 stops
BOI1:16 pmBoise Air Term. Gowen Fld
$211
Find similar

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

Our best Hawaiian Airlines deals on Oregon to Chicago O'Hare Intl Airport flight tickets
Hawaiian Airlines
Feb 3
BOI9:02 amBoise Air Term. Gowen Fld
7h 08m
1 stop
ORD5:10 pmChicago O'Hare Intl
Feb 10
ORD6:06 pmChicago O'Hare Intl
6h 53m
1 stop
BOI11:59 pmBoise Air Term. Gowen Fld
$203
Find similar
Hawaiian Airlines
Jan 9
BOI3:43 pmBoise Air Term. Gowen Fld
7h 07m
1 stop
ORD11:50 pmChicago O'Hare Intl
Jan 17
ORD8:00 amChicago O'Hare Intl
8h 10m
1 stop
BOI3:10 pmBoise Air Term. Gowen Fld
$233
Find similar

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 December 22, 2025.
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

Mon 1/26

12:07 pm-6:27 pm

2 stops29h 20m

Chicago O'Hare Intl

Sun 2/1

12:07 pm-11:12 am

1 stop24h 05m

$189

BoiseChicago

BOI - ORD

BOIORD

Boise Air Term. Gowen Fld

Mon 1/19

2:19 pm-10:38 pm

2 stops31h 19m

Chicago O'Hare Intl

Sun 1/25

12:07 pm-11:12 am

1 stop24h 05m

$195

BoiseChicago

BOI - ORD

BOIORD

Boise Air Term. Gowen Fld

Fri 1/30

10:10 am-9:45 pm

1 stop10h 35m

Chicago O'Hare Intl

Sun 2/1

12:07 pm-11:12 am

1 stop24h 05m

$197

BoiseChicago

BOI - ORD

BOIORD

Boise Air Term. Gowen Fld

Thu 1/15

2:19 pm-9:24 pm

1 stop6h 05m

Chicago O'Hare Intl

Sun 1/18

7:55 am-1:25 pm

2 stops30h 30m

$200

BoiseChicago

BOI - ORD

BOIORD

Boise Air Term. Gowen Fld

Tue 2/3

9:02 am-5:10 pm

1 stop7h 08m

Chicago O'Hare Intl

Tue 2/10

6:06 pm-11:59 pm

1 stop6h 53m

$203

BoiseChicago

BOI - ORD

BOIORD

Boise Air Term. Gowen Fld

Tue 2/3

5:40 am-1:10 pm

1 stop6h 30m

Chicago O'Hare Intl

Tue 2/3

3:35 pm-11:01 pm

1 stop8h 26m

$223

PortlandChicago

PDX - ORD

PDXORD

Portland

Sat 1/17

1:24 pm-9:15 pm

1 stop5h 51m

Chicago O'Hare Intl

Tue 1/20

6:47 am-12:41 pm

1 stop7h 54m

$232

PortlandChicago

PDX - ORD

PDXORD

Portland

Sat 1/24

1:24 pm-9:15 pm

1 stop5h 51m

Chicago O'Hare Intl

Sun 2/1

4:15 pm-6:56 pm

Nonstop4h 41m

$233

PortlandChicago

PDX - ORD

PDXORD

Portland

Wed 2/4

1:38 pm-11:50 pm

1 stop8h 12m

Chicago O'Hare Intl

Wed 2/11

3:44 pm-11:50 pm

1 stop10h 06m

$236

EugeneChicago

EUG - ORD

EUGORD

Eugene

Fri 1/16

3:18 pm-12:23 am

1 stop7h 05m

Chicago O'Hare Intl

Fri 1/23

1:25 pm-9:01 pm

1 stop9h 36m

$239

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 January is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Oregon averaging around $293.

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 $434. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday 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 $550.

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 $320 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $504. 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 $353 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 $293 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

$176

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 $176. The best round-trip flight deal from Oregon to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $348.
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 $96Free CancellationRating
5.8
3,079 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $119Free CancellationRating
6.3
8,190 reviews
Search Spirit Airlines flights
DeltaPriceFrom $123Free CancellationRating
7.9
8,017 reviews
Search Delta flights
Hawaiian AirlinesPriceFrom $125Free CancellationRating
7.8
2,821 reviews
Search Hawaiian Airlines flights
SouthwestPriceFrom $179Free CancellationRating
8.0
4,254 reviews
Search Southwest flights
American AirlinesPriceFrom $196Free CancellationRating
7.2
11,051 reviews
Search American Airlines flights
Alaska AirlinesPriceFrom $217Free CancellationRating
8.0
11,496 reviews
Search Alaska Airlines flights
United AirlinesPriceFrom $222Free CancellationRating
7.4
9,100 reviews
Search United 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
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Janesville
Tinley Park
Aurora
Elgin
Benton Harbor

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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