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

On average, it takes 3h 44m 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 3h 52m.

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

23 flights are operational daily from Oregon to Chicago O'Hare Intl Airport as of November 2025. The most popular departure time for this route is 7:00AM, with 76% of flights per day taking off at noon.

What airlines fly to Chicago O'Hare Intl Airport?

United Airlines, Alaska Airlines and American 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 43% 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.

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

Frontier, Alaska Airlines, and American Airlines 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 week?

The number of flights available between Oregon and Chicago O'Hare Intl Airport is 162 per week as of November 2025. The most frequent departure day is Wed, with 19% of weekly flights leaving on this day.

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 8 operators available for flights from Oregon to Chicago O'Hare Intl Airport as of November 2025.

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.

$71 Cheap Flights from Oregon to Chicago O'Hare Intl Airport in 2025/26

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Find the cheapest flights from Oregon to Chicago

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One-way

Last minute

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Cheap round-trip flights

Enter your travel dates to find the best prices.

11:59 pm - 5:52 amPDX-ORD

3h 53mnonstop

9:05 am - 11:48 amORD-PDX

4h 43mnonstop

$227United Airlines

Find Deal

Thu, Dec 4 - Wed, Dec 10

1:25 pm - 11:59 pmEUG-ORD

8h 34m1 stop

7:45 am - 12:37 pmORD-EUG

6h 52m1 stop

$229Hawaiian Airlines

Find Deal

Tue, Mar 10 - Wed, Mar 11

10:06 am - 5:32 amPDX-ORD

17h 26m1 stop

7:00 am - 11:56 amORD-PDX

30h 56m1 stop

$231Multiple Airlines

Find Deal

Tue, Nov 25 - Thu, Dec 4

11:37 am - 5:52 pmPDX-ORD

4h 15mnonstop

9:57 am - 12:38 pmORD-PDX

4h 41mnonstop

$234American Airlines

Find Deal

Wed, Dec 3 - Sun, Dec 7

7:04 am - 1:09 pmPDX-ORD

4h 05mnonstop

7:00 am - 9:50 amORD-PDX

4h 50mnonstop

$235Alaska Airlines

Find Deal

Mon, Dec 15 - Thu, Dec 18

12:30 pm - 11:44 pmEUG-ORD

9h 14m1 stop

1:35 pm - 11:50 pmORD-EUG

12h 15m2 stops

$235Delta

Find Deal

Tue, Mar 10 - Wed, Mar 11

1:30 pm - 11:59 pmRDM-ORD

8h 29m1 stop

10:00 am - 5:04 pmORD-RDM

9h 04m1 stop

$236Alaska Airlines

Find Deal

Tue, Dec 2 - Tue, Dec 9

12:32 am - 8:40 amPDX-ORD

6h 08m1 stop

7:50 am - 1:13 pmORD-PDX

7h 23m1 stop

$237Delta

Find Deal

Tue, Dec 2 - Tue, Dec 9

12:47 pm - 12:12 amPDX-ORD

9h 25m1 stop

7:44 pm - 3:00 pmORD-PDX

21h 16m2 stops

$239Multiple Airlines

Find Deal

Thu, Dec 25 - Tue, Dec 30

11:37 am - 5:52 pmPDX-ORD

4h 15mnonstop

9:57 am - 12:38 pmORD-PDX

4h 41mnonstop

$243American Airlines

Find Deal

Wed, Dec 10 - Fri, Dec 12

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

Dec 3

PDX11:37 amPortland

4h 15m

ORD5:52 pmChicago O'Hare Intl

Dec 7

ORD9:57 amChicago O'Hare Intl

4h 41m

PDX12:38 pmPortland

$234

Find similar

American Airlines

Dec 10

PDX11:37 amPortland

4h 15m

ORD5:52 pmChicago O'Hare Intl

Dec 12

ORD9:57 amChicago O'Hare Intl

4h 41m

PDX12:38 pmPortland

$243

Find similar

American Airlines

Dec 8

RDM2:28 pmBend/Redmond

8h 03m

1 stop

ORD12:31 amChicago O'Hare Intl

Dec 10

ORD7:02 amChicago O'Hare Intl

9h 25m

1 stop

RDM2:27 pmBend/Redmond

$246

Find similar

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

Dec 15

PDX7:04 amPortland

4h 05m

ORD1:09 pmChicago O'Hare Intl

Dec 18

ORD7:00 amChicago O'Hare Intl

4h 50m

PDX9:50 amPortland

$235

Find similar

Alaska Airlines

Dec 10

PDX10:30 amPortland

7h 24m

1 stop

ORD7:54 pmChicago O'Hare Intl

Dec 15

ORD8:00 amChicago O'Hare Intl

7h 50m

1 stop

PDX1:50 pmPortland

$236

Find similar

Alaska Airlines

Dec 21

EUG5:56 amEugene

9h 16m

1 stop

ORD5:12 pmChicago O'Hare Intl

Dec 27

ORD6:00 amChicago O'Hare Intl

20h 22m

1 stop

EUG12:22 amEugene

$239

Find similar

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

PortlandChicago

PDX - ORD

PDXORD

Portland

Thu 12/4

11:59 pm-5:52 am

Nonstop3h 53m

Chicago O'Hare Intl

Wed 12/10

9:05 am-11:48 am

Nonstop4h 43m

$227

EugeneChicago

EUG - ORD

EUGORD

Eugene

Tue 3/10

1:25 pm-11:59 pm

1 stop8h 34m

Chicago O'Hare Intl

Wed 3/11

7:45 am-12:37 pm

1 stop6h 52m

$229

PortlandChicago

PDX - ORD

PDXORD

Portland

Tue 11/25

10:06 am-5:32 am

1 stop17h 26m

Chicago O'Hare Intl

Thu 12/4

7:00 am-11:56 am

1 stop30h 56m

$231

PortlandChicago

PDX - ORD

PDXORD

Portland

Wed 12/3

11:37 am-5:52 pm

Nonstop4h 15m

Chicago O'Hare Intl

Sun 12/7

9:57 am-12:38 pm

Nonstop4h 41m

$234

PortlandChicago

PDX - ORD

PDXORD

Portland

Mon 12/15

7:04 am-1:09 pm

Nonstop4h 05m

Chicago O'Hare Intl

Thu 12/18

7:00 am-9:50 am

Nonstop4h 50m

$235

EugeneChicago

EUG - ORD

EUGORD

Eugene

Tue 3/10

12:30 pm-11:44 pm

1 stop9h 14m

Chicago O'Hare Intl

Wed 3/11

1:35 pm-11:50 pm

2 stops12h 15m

$235

RedmondChicago

RDM - ORD

RDMORD

Bend/Redmond

Tue 12/2

1:30 pm-11:59 pm

1 stop8h 29m

Chicago O'Hare Intl

Tue 12/9

10:00 am-5:04 pm

1 stop9h 04m

$236

PortlandChicago

PDX - ORD

PDXORD

Portland

Tue 12/2

12:32 am-8:40 am

1 stop6h 08m

Chicago O'Hare Intl

Tue 12/9

7:50 am-1:13 pm

1 stop7h 23m

$237

PortlandChicago

PDX - ORD

PDXORD

Portland

Thu 12/25

12:47 pm-12:12 am

1 stop9h 25m

Chicago O'Hare Intl

Tue 12/30

7:44 pm-3:00 pm

2 stops21h 16m

$239

PortlandChicago

PDX - ORD

PDXORD

Portland

Wed 12/10

11:37 am-5:52 pm

Nonstop4h 15m

Chicago O'Hare Intl

Fri 12/12

9:57 am-12:38 pm

Nonstop4h 41m

$243

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 $283.

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 $438. 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 $570.

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 $316 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $513. 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 $358 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 12% 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	$190
Fastest flight time	3h 22m
Direct flights	Every day

The best one-way flight to Chicago O'Hare Intl Airport from Oregon in the past 72 hours is $190. The best round-trip flight deal from Oregon to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $346.

The fastest flight from Oregon to Chicago O'Hare Intl Airport takes 3h 22m

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?
There are 8 operators available for flights from Oregon to Chicago O'Hare Intl Airport as of November 2025.
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 (19.80% of total bookings). The next most popular plane models are Boeing 737 MAX 9 (19.44%), Boeing 737-900 (13.64%), and Airbus A321neo (10.20%).

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
Frontier	PriceFrom $94	Free Cancellation	Rating 5.8 3,115 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $119	Free Cancellation	Rating 6.3 8,113 reviews	Search Spirit Airlines flights
Delta	PriceFrom $123	Free Cancellation	Rating 7.9 8,005 reviews	Search Delta flights
Hawaiian Airlines	PriceFrom $125	Free Cancellation	Rating 7.8 2,803 reviews	Search Hawaiian Airlines flights
American Airlines	PriceFrom $192	Free Cancellation	Rating 7.2 11,041 reviews	Search American Airlines flights
Alaska Airlines	PriceFrom $216	Free Cancellation	Rating 8.0 11,241 reviews	Search Alaska Airlines flights
United Airlines	PriceFrom $222	Free Cancellation	Rating 7.4 9,000 reviews	Search United Airlines flights

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Kenosha

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Joliet

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Orland Park

Racine

Hammond

Tinley Park

Janesville

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.

An easier way to manage your Chicago O'Hare Intl Airport trip

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Cheap flights from Oregon to Chicago from $71

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 12/4. 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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American Airlines flights from Oregon to Chicago O'Hare Intl Airport

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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

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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

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 August is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Oregon averaging around $283.

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?

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?

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 12% on your flight if you consider stops on a Oregon to Chicago O'Hare Intl Airport flight.

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

Frontier, Alaska Airlines, and American Airlines are the most popular carriers operating 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?

23 flights are operational daily from Oregon to Chicago O'Hare Intl Airport as of November 2025. The most popular departure time for this route is 7:00AM, with 76% of flights per day taking off at noon.

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 162 per week as of November 2025. The most frequent departure day is Wed, with 19% of weekly flights leaving on this day.

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

When did momondo last update prices for flights from Oregon to Chicago O'Hare Intl Airport?

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?

What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

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

Traveling to a place near Chicago?

Why use momondo?

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

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

How can momondo help me find flights from Oregon to Chicago?

I’m not ready to book a flight from Oregon to Chicago right now. Can momondo alert me if prices change?

An easier way to manage your Chicago O'Hare Intl Airport 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.

Find better results for your trip to Chicago

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo