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Cheap flights from Oregon to Chicago from $122

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 11/5. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Oregon to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
2:50 pm - 5:38 amBOI  Boise Air Term. Gowen Fld-ORD Chicago O'Hare Intl
13h 48m1 stop Las Vegas Harry Reid Intl
Frontier Logo
8:55 pm - 1:55 pmORD  Chicago O'Hare Intl-BOI Boise Air Term. Gowen Fld
18h 00m1 stop Las Vegas Harry Reid Intl
$242Frontier
Mon, Sep 21 - Thu, Sep 24
Frontier Logo
2:50 pm - 5:38 amBOI  Boise Air Term. Gowen Fld-ORD Chicago O'Hare Intl
13h 48m1 stop Las Vegas Harry Reid Intl
Frontier Logo
8:55 pm - 1:55 pmORD  Chicago O'Hare Intl-BOI Boise Air Term. Gowen Fld
18h 00m1 stop Las Vegas Harry Reid Intl
$242Frontier
Mon, Sep 14 - Thu, Sep 17
Alaska Airlines Logo
4:20 pm - 11:59 pmBOI  Boise Air Term. Gowen Fld-ORD Chicago O'Hare Intl
6h 39m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
3:52 pm - 11:44 pmORD  Chicago O'Hare Intl-BOI Boise Air Term. Gowen Fld
8h 52m1 stop Seattle/Tacoma Intl
$293Alaska Airlines
Sat, Sep 5 - Fri, Sep 11
Alaska Airlines Logo
4:20 pm - 11:59 pmBOI  Boise Air Term. Gowen Fld-ORD Chicago O'Hare Intl
6h 39m1 stop Seattle/Tacoma Intl
Alaska Airlines Logo
7:00 pm - 9:56 amORD  Chicago O'Hare Intl-BOI Boise Air Term. Gowen Fld
15h 56m1 stop Seattle/Tacoma Intl
$293Alaska Airlines
Sat, Sep 5 - Fri, Sep 11
American Airlines Logo
2:58 pm - 7:49 pmBOI  Boise Air Term. Gowen Fld-ORD Chicago O'Hare Intl
3h 51mnonstop
American Airlines Logo
11:35 am - 2:31 pmORD  Chicago O'Hare Intl-BOI Boise Air Term. Gowen Fld
3h 56mnonstop
$313American Airlines
Sat, Sep 5 - Fri, Sep 11
Multiple Airlines Logo
5:56 pm - 5:59 amPDX  Portland-ORD Chicago O'Hare Intl
10h 03m1 stop Los Angeles
Multiple Airlines Logo
2:22 pm - 4:50 pmORD  Chicago O'Hare Intl-PDX Portland
4h 28mnonstop
$317Multiple Airlines
Sat, Aug 29 - Sat, Sep 5
Multiple Airlines Logo
5:56 pm - 5:59 amPDX  Portland-ORD Chicago O'Hare Intl
10h 03m1 stop Los Angeles
Multiple Airlines Logo
2:22 pm - 4:50 pmORD  Chicago O'Hare Intl-PDX Portland
4h 28mnonstop
$317Multiple Airlines
Sat, Sep 5 - Fri, Sep 11
American Airlines Logo
3:24 pm - 8:11 pmBOI  Boise Air Term. Gowen Fld-ORD Chicago O'Hare Intl
3h 47mnonstop
American Airlines Logo
9:45 am - 12:42 pmORD  Chicago O'Hare Intl-BOI Boise Air Term. Gowen Fld
3h 57mnonstop
$322American Airlines
Fri, Oct 30 - Tue, Nov 3
United Airlines Logo
12:24 pm - 5:02 pmBOI  Boise Air Term. Gowen Fld-ORD Chicago O'Hare Intl
3h 38mnonstop
United Airlines Logo
8:40 am - 11:28 amORD  Chicago O'Hare Intl-BOI Boise Air Term. Gowen Fld
3h 48mnonstop
$322United Airlines
Thu, Sep 3 - Sun, Sep 6
United Airlines Logo
8:15 am - 2:28 pmPDX  Portland-ORD Chicago O'Hare Intl
4h 13mnonstop
United Airlines Logo
5:00 am - 10:11 amORD  Chicago O'Hare Intl-PDX Portland
7h 11m1 stop San Francisco
$327United Airlines
Thu, Sep 10 - Sun, Sep 13

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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
Sep 14
BOI2:50 pmBoise Air Term. Gowen Fld
13h 48m
1 stop
ORD5:38 amChicago O'Hare Intl
Sep 17
ORD8:55 pmChicago O'Hare Intl
18h 00m
1 stop
BOI1:55 pmBoise Air Term. Gowen Fld
$242
Frontier
Oct 22
BOI3:52 pmBoise Air Term. Gowen Fld
12h 50m
1 stop
ORD5:42 amChicago O'Hare Intl
Oct 26
ORD6:50 amChicago O'Hare Intl
9h 07m
1 stop
BOI2:57 pmBoise Air Term. Gowen Fld
$257
Frontier
Nov 12
BOI3:52 pmBoise Air Term. Gowen Fld
12h 43m
1 stop
ORD5:35 amChicago O'Hare Intl
Nov 15
ORD7:00 amChicago O'Hare Intl
8h 57m
1 stop
BOI2:57 pmBoise Air Term. Gowen Fld
$259

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
Sep 5
BOI2:58 pmBoise Air Term. Gowen Fld
3h 51m
ORD7:49 pmChicago O'Hare Intl
Sep 11
ORD11:35 amChicago O'Hare Intl
3h 56m
BOI2:31 pmBoise Air Term. Gowen Fld
$313
American Airlines
Sep 2
BOI3:19 pmBoise Air Term. Gowen Fld
3h 51m
ORD8:10 pmChicago O'Hare Intl
Sep 6
ORD11:39 amChicago O'Hare Intl
3h 50m
BOI2:29 pmBoise Air Term. Gowen Fld
$322
American Airlines
Sep 9
BOI3:21 pmBoise Air Term. Gowen Fld
3h 55m
ORD8:16 pmChicago O'Hare Intl
Sep 19
ORD11:35 amChicago O'Hare Intl
3h 56m
BOI2:31 pmBoise Air Term. Gowen Fld
$331

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 August 7, 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

Cheapest round-trip

BoiseChicago

BOI Boise Air Term. Gowen Fld - ORD Chicago O'Hare Intl

BOIORD

Boise Air Term. Gowen Fld

Mon 9/21

2:50 pm-5:38 am

1 stop13h 48m

Chicago O'Hare Intl

Thu 9/24

8:55 pm-1:55 pm

1 stop18h 00m

$242

BoiseChicago

BOI Boise Air Term. Gowen Fld - ORD Chicago O'Hare Intl

BOIORD

Boise Air Term. Gowen Fld

Mon 9/14

2:50 pm-5:38 am

1 stop13h 48m

Chicago O'Hare Intl

Thu 9/17

8:55 pm-1:55 pm

1 stop18h 00m

$242

BoiseChicago

BOI Boise Air Term. Gowen Fld - ORD Chicago O'Hare Intl

BOIORD

Boise Air Term. Gowen Fld

Sat 9/5

4:20 pm-11:59 pm

1 stop6h 39m

Chicago O'Hare Intl

Fri 9/11

3:52 pm-11:44 pm

1 stop8h 52m

$293

BoiseChicago

BOI Boise Air Term. Gowen Fld - ORD Chicago O'Hare Intl

BOIORD

Boise Air Term. Gowen Fld

Sat 9/5

4:20 pm-11:59 pm

1 stop6h 39m

Chicago O'Hare Intl

Fri 9/11

7:00 pm-9:56 am

1 stop15h 56m

$293

BoiseChicago

BOI Boise Air Term. Gowen Fld - ORD Chicago O'Hare Intl

BOIORD

Boise Air Term. Gowen Fld

Sat 9/5

2:58 pm-7:49 pm

Nonstop3h 51m

Chicago O'Hare Intl

Fri 9/11

11:35 am-2:31 pm

Nonstop3h 56m

$313

PortlandChicago

PDX Portland - ORD Chicago O'Hare Intl

PDXORD

Portland

Sat 8/29

5:56 pm-5:59 am

1 stop10h 03m

Chicago O'Hare Intl

Sat 9/5

2:22 pm-4:50 pm

Nonstop4h 28m

$317

PortlandChicago

PDX Portland - ORD Chicago O'Hare Intl

PDXORD

Portland

Sat 9/5

5:56 pm-5:59 am

1 stop10h 03m

Chicago O'Hare Intl

Fri 9/11

2:22 pm-4:50 pm

Nonstop4h 28m

$317

BoiseChicago

BOI Boise Air Term. Gowen Fld - ORD Chicago O'Hare Intl

BOIORD

Boise Air Term. Gowen Fld

Fri 10/30

3:24 pm-8:11 pm

Nonstop3h 47m

Chicago O'Hare Intl

Tue 11/3

9:45 am-12:42 pm

Nonstop3h 57m

$322
Quickest round-trip

BoiseChicago

BOI Boise Air Term. Gowen Fld - ORD Chicago O'Hare Intl

BOIORD

Boise Air Term. Gowen Fld

Thu 9/3

12:24 pm-5:02 pm

Nonstop3h 38m

Chicago O'Hare Intl

Sun 9/6

8:40 am-11:28 am

Nonstop3h 48m

$322

PortlandChicago

PDX Portland - ORD Chicago O'Hare Intl

PDXORD

Portland

Thu 9/10

8:15 am-2:28 pm

Nonstop4h 13m

Chicago O'Hare Intl

Sun 9/13

5:00 am-10:11 am

1 stop7h 11m

$327

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 $320.

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 Wednesday when prices can be found for as low as $431. 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 $547.

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 $384 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $488. 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 from Oregon 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 $363 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 $305 on momondo.

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

There are 4 cabin classes available to choose from on Oregon to Chicago O'Hare Intl Airport 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 27% 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

$217

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 $217. The best round-trip flight deal from Oregon to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $391.
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

Frequently asked questions about flying from Oregon to Chicago O'Hare Intl Airport

  • 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
5.6
2,722 reviews
Search Frontier flights
Hawaiian AirlinesPriceFrom $93Free CancellationRating
7.8
2,819 reviews
Search Hawaiian Airlines flights
DeltaPriceFrom $108Free CancellationRating
7.8
8,498 reviews
Search Delta flights
American AirlinesPriceFrom $195Free CancellationRating
7.1
11,874 reviews
Search American Airlines flights
Alaska AirlinesPriceFrom $198Free CancellationRating
7.9
12,773 reviews
Search Alaska Airlines flights
United AirlinesPriceFrom $231Free CancellationRating
7.4
10,080 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
Merrillville
Rockford
South Haven
Gurnee
Rosemont
Oak Brook
Orland Park
Naperville
Joliet
New Buffalo
Kenosha
Hammond
Racine
Aurora
Janesville
Elgin
South Holland
Evanston

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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