What is the cheapest airline that flies from Oregon to Chicago O'Hare Intl?

Alaska Airlines, United Airlines, and Delta are the most popular carriers operating from Oregon to Chicago O'Hare Intl

How many flights depart from Oregon to Chicago O'Hare Intl Airport on average per day?

33 flights are operational daily from Oregon to Chicago O'Hare Intl Airport as of June 2026. The most popular departure time for this route is 1:00PM, with 47% of flights per day taking off at noon.

What airlines fly to Chicago O'Hare Intl Airport?

United Airlines, American Airlines and Alaska Airlines are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from Oregon according to our data. United Airlines is the first choice among our users, with 40% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 7 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.

How many flights depart from Oregon to Chicago O'Hare Intl Airport on average per week?

The number of flights available between Oregon and Chicago O'Hare Intl Airport is 235 per week as of June 2026. The most frequent departure day is Fri, with 18% of weekly flights leaving on this day.

How long does it take to fly to Chicago O'Hare Intl Airport?

On average, it takes 3h 52m to fly from Oregon to Chicago O'Hare Intl Airport if you fly out of Portland (the most popular airport in Oregon) and into Chicago O'Hare Intl Airport (the most popular airport in Chicago O'Hare Intl Airport). If you’re flying out of Eugene and into Chicago O'Hare Intl Airport, then the flight time is around 4h 10m.

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?

There are 7 operators available for flights from Oregon to Chicago O'Hare Intl Airport as of June 2026.

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.

$123 Cheap Flights from Oregon to Chicago O'Hare Intl Airport in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Oregon to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:21 pm - 8:52 pm

PDX

ORD

25h 31m

1 stop

9:07 pm - 11:41 am

ORD

PDX

16h 34m

1 stop

$321Frontier

Wed, Aug 5 - Sun, Aug 23

6:49 pm - 5:37 am

PDX

ORD

8h 48m

1 stop

7:20 am - 9:45 am

ORD

PDX

4h 25mnonstop

$322Multiple Airlines

Thu, Jul 16 - Fri, Jul 24

6:49 pm - 5:37 am

PDX

ORD

8h 48m

1 stop

7:20 am - 9:45 am

ORD

PDX

4h 25mnonstop

$323Multiple Airlines

Thu, Jul 9 - Sun, Jul 12

10:40 pm - 4:45 am

PDX

ORD

4h 05mnonstop

5:00 am - 9:47 am

ORD

PDX

6h 47m

1 stop

$325United Airlines

Wed, Jul 29 - Wed, Aug 5

10:40 pm - 4:45 am

PDX

ORD

4h 05mnonstop

7:00 am - 9:34 am

ORD

PDX

4h 34mnonstop

$326United Airlines

Wed, Jul 15 - Wed, Jul 22

7:57 am - 6:57 pm

BOI

ORD

10h 00m

1 stop

6:01 am - 2:02 pm

ORD

BOI

9h 01m

1 stop

$335Alaska Airlines

Wed, Aug 12 - Wed, Aug 19

12:34 pm - 5:00 am

EUG

ORD

14h 26m

1 stop

6:42 pm - 11:59 pm

ORD

EUG

7h 17m

1 stop

$339Alaska Airlines

Tue, Jul 7 - Thu, Jul 9

2:58 pm - 7:49 pm

BOI

ORD

3h 51mnonstop

5:00 am - 11:16 am

ORD

BOI

7h 16m

1 stop

$343American Airlines

Sat, Aug 8 - Sat, Aug 15

12:32 pm - 11:38 pm

EUG

ORD

9h 06m

1 stop

5:56 pm - 11:59 pm

ORD

EUG

8h 03m

1 stop

$349Delta

Wed, Jul 29 - Tue, Aug 4

1:44 pm - 9:30 pm

EUG

ORD

5h 46m

1 stop

3:55 pm - 11:59 pm

ORD

EUG

10h 04m

2 stops

$354Delta

Mon, Aug 31 - Wed, Sep 9

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Delta flights from Oregon to Chicago O'Hare Intl Airport

Our best Delta deals on Oregon to Chicago O'Hare Intl Airport flight tickets

Delta

Jul 15

PDX6:30 amPortland

9h 05m

1 stop

ORD5:35 pmChicago O'Hare Intl

Jul 29

ORD6:55 amChicago O'Hare Intl

6h 46m

1 stop

PDX11:41 amPortland

$345

Delta

Jul 14

PDX1:25 pmPortland

7h 53m

1 stop

ORD11:18 pmChicago O'Hare Intl

Jul 18

ORD6:55 amChicago O'Hare Intl

6h 46m

1 stop

PDX11:41 amPortland

$346

Delta

Jul 29

EUG12:32 pmEugene

9h 06m

1 stop

ORD11:38 pmChicago O'Hare Intl

Aug 4

ORD5:56 pmChicago O'Hare Intl

8h 03m

1 stop

EUG11:59 pmEugene

$349

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

Oct 30

PDX3:47 pmPortland

16h 14m

1 stop

ORD10:01 amChicago O'Hare Intl

Nov 1

ORD10:40 pmChicago O'Hare Intl

19h 55m

1 stop

PDX4:35 pmPortland

$324

Frontier

Jul 21

PDX5:16 pmPortland

25h 36m

1 stop

ORD8:52 pmChicago O'Hare Intl

Jul 26

ORD9:57 pmChicago O'Hare Intl

20h 54m

1 stop

PDX4:51 pmPortland

$327

Frontier

Jul 10

PDX5:49 pmPortland

9h 48m

1 stop

ORD5:37 amChicago O'Hare Intl

Jul 13

ORD9:57 pmChicago O'Hare Intl

20h 34m

1 stop

PDX4:31 pmPortland

$328

momondo Fare Finder

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

PortlandChicago

PDX - ORD

PDXORD

Portland

Wed 8/5

5:21 pm-8:52 pm

1 stop25h 31m

Chicago O'Hare Intl

Sun 8/23

9:07 pm-11:41 am

1 stop16h 34m

$321

PortlandChicago

PDX - ORD

PDXORD

Portland

Thu 7/16

6:49 pm-5:37 am

1 stop8h 48m

Chicago O'Hare Intl

Fri 7/24

7:20 am-9:45 am

Nonstop4h 25m

$322

PortlandChicago

PDX - ORD

PDXORD

Portland

Thu 7/9

6:49 pm-5:37 am

1 stop8h 48m

Chicago O'Hare Intl

Sun 7/12

7:20 am-9:45 am

Nonstop4h 25m

$323

PortlandChicago

PDX - ORD

PDXORD

Portland

Wed 7/29

10:40 pm-4:45 am

Nonstop4h 05m

Chicago O'Hare Intl

Wed 8/5

5:00 am-9:47 am

1 stop6h 47m

$325

Quickest round-trip

PortlandChicago

PDX - ORD

PDXORD

Portland

Wed 7/15

10:40 pm-4:45 am

Nonstop4h 05m

Chicago O'Hare Intl

Wed 7/22

7:00 am-9:34 am

Nonstop4h 34m

$326

BoiseChicago

BOI - ORD

BOIORD

Boise Air Term. Gowen Fld

Wed 8/12

7:57 am-6:57 pm

1 stop10h 00m

Chicago O'Hare Intl

Wed 8/19

6:01 am-2:02 pm

1 stop9h 01m

$335

EugeneChicago

EUG - ORD

EUGORD

Eugene

Tue 7/7

12:34 pm-5:00 am

1 stop14h 26m

Chicago O'Hare Intl

Thu 7/9

6:42 pm-11:59 pm

1 stop7h 17m

$339

BoiseChicago

BOI - ORD

BOIORD

Boise Air Term. Gowen Fld

Sat 8/8

2:58 pm-7:49 pm

Nonstop3h 51m

Chicago O'Hare Intl

Sat 8/15

5:00 am-11:16 am

1 stop7h 16m

$343

EugeneChicago

EUG - ORD

EUGORD

Eugene

Wed 7/29

12:32 pm-11:38 pm

1 stop9h 06m

Chicago O'Hare Intl

Tue 8/4

5:56 pm-11:59 pm

1 stop8h 03m

$349

EugeneChicago

EUG - ORD

EUGORD

Eugene

Mon 8/31

1:44 pm-9:30 pm

1 stop5h 46m

Chicago O'Hare Intl

Wed 9/9

3:55 pm-11:59 pm

2 stops10h 04m

$354

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Other information

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of August is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Oregon averaging around $105.

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 $426. 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 $535.

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 $360 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $483. 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 Eugene 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 $350 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 $298 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 29% 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	$209
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 $209. The best round-trip flight deal from Oregon to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $398.

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?
There are 7 operators available for flights from Oregon to Chicago O'Hare Intl Airport as of June 2026.
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?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Oregon to Chicago O'Hare Intl Airport is Boeing 737-800 (30.03% of total bookings). The next most popular plane models are Airbus A321-100/200 (14.97%), Boeing 737-900 (11.73%), and Airbus A321neo (10.39%).

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
Hawaiian Airlines	PriceFrom $93	Free Cancellation	Rating 7.8 2,827 reviews	Search Hawaiian Airlines flights
Frontier	PriceFrom $96	Free Cancellation	Rating 5.6 2,877 reviews	Search Frontier flights
Delta	PriceFrom $108	Free Cancellation	Rating 7.8 8,422 reviews	Search Delta flights
American Airlines	PriceFrom $173	Free Cancellation	Rating 7.1 11,725 reviews	Search American Airlines flights
Southwest	PriceFrom $179	Free Cancellation	Rating 7.9 4,243 reviews	Search Southwest flights
Alaska Airlines	PriceFrom $198	Free Cancellation	Rating 7.9 12,553 reviews	Search Alaska Airlines flights
United Airlines	PriceFrom $221	Free Cancellation	Rating 7.4 9,868 reviews	Search United Airlines flights

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Racine

Janesville

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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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Cheap flights from Oregon to Chicago from $123

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 9/15. 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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Delta flights from Oregon to Chicago O'Hare Intl Airport

Our best Delta deals on Oregon to Chicago O'Hare Intl Airport flight tickets

Frontier flights from Oregon to Chicago O'Hare Intl Airport

Our best Frontier deals on Oregon to Chicago O'Hare Intl Airport flight tickets

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Use the filters below to find and compare flights from Oregon to Chicago O'Hare Intl Airport that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from Oregon to Chicago O'Hare Intl Airport

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

What is the cheapest Oregon to Chicago O'Hare Intl flight route?

How far in advance should I book a flight from Oregon to Chicago O'Hare Intl Airport?

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

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

What is the cheapest airline that flies from Oregon to Chicago O'Hare Intl?

What airlines fly to Chicago O'Hare Intl Airport?

How many flights depart from Oregon to Chicago O'Hare Intl Airport on average per day?

How many flights depart from Oregon to Chicago O'Hare Intl Airport on average per week?

How long does it take to fly to Chicago O'Hare Intl Airport?

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

Fastest flight time

Direct flights

Frequently asked questions about flying 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

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