What is the cheapest airline that flies from Oregon to Illinois?

Frontier, Hawaiian Airlines, and Delta are the most popular carriers operating from Oregon to Illinois

What airlines fly to Illinois?

United Airlines, Alaska Airlines and American Airlines are the top three most popular airlines that fly to Illinois from Oregon according to our data. United Airlines is the first choice among our users, with 44% of people opting to fly with this airline when traveling to Illinois. Keep in mind that there are 8 different airlines that fly to Illinois on a routine basis, so you have a few additional options to choose from.

How many flights depart from Oregon to Illinois on average per week?

The number of flights available between Oregon and Illinois is 251 per week as of September 2025. The most frequent departure day is Mon, with 18% of weekly flights leaving on this day.

How many flights depart from Oregon to Illinois on average per day?

The number of flights available between Oregon and Illinois is 35 per day as of September 2025. The most frequent departure time is 6:00AM, with 69% of daily flights leaving at noon.

How long is the flight from Oregon to Illinois?

The flight from Oregon to Illinois depends on which airports you’re departing and arriving from and whether or not you have a layover. If you fly from Portland (a popular airport in Oregon) to Chicago O'Hare Intl Airport (the most popular airport in Illinois), then the flight time is 3h 53m on average. If you fly from Eugene (another popular airport in Oregon) to Chicago O'Hare Intl Airport, then the average flight time is 5h 34m.

When did momondo last update prices for flights from Oregon to Illinois?

Prices for flights from Oregon to Illinois are updated daily.

How many operators does momondo search for flights from Oregon to Illinois?

The number of operators available for flights from Oregon to Illinois is 8 as of September 2025.

How old do you have to be to fly from Oregon to Illinois?

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 Illinois.

What documentation or ID do you need to fly to Illinois?

The necessary travel and health documents for your Illinois trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$79 Cheap Flights from Oregon to Illinois in 2025/26

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Find the cheapest flights from Oregon to Illinois

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

6:05 am - 11:39 pmPDX-ORD

15h 34m2 stops

7:15 am - 11:48 amORD-PDX

6h 33m1 stop

$195Frontier

Find Deal

Thu, Oct 2 - Tue, Oct 7

12:07 pm - 9:36 pmPDX-ORD

7h 29m1 stop

10:32 am - 11:48 amORD-PDX

27h 16m1 stop

$196Multiple Airlines

Find Deal

Thu, Oct 2 - Mon, Oct 6

11:58 pm - 5:53 amPDX-ORD

3h 55mnonstop

8:14 am - 10:48 amORD-PDX

4h 34mnonstop

$209American Airlines

Find Deal

Fri, Oct 31 - Wed, Nov 5

6:15 am - 12:10 pmPDX-MDW

3h 55mnonstop

9:50 pm - 12:20 amMDW-PDX

4h 30mnonstop

$209Southwest

Find Deal

Tue, Nov 18 - Mon, Nov 24

11:58 pm - 5:53 amPDX-ORD

3h 55mnonstop

10:00 am - 12:36 pmORD-PDX

4h 36mnonstop

$210American Airlines

Find Deal

Fri, Oct 31 - Sat, Nov 8

6:55 pm - 9:15 amPDX-MDW

12h 20m1 stop

8:45 am - 3:20 pmMDW-PDX

8h 35m1 stop

$212Southwest

Find Deal

Wed, Dec 24 - Thu, Jan 1

11:59 pm - 5:52 amPDX-ORD

3h 53mnonstop

9:05 am - 11:48 amORD-PDX

4h 43mnonstop

$222United Airlines

Find Deal

Fri, Oct 31 - Sun, Nov 2

7:00 am - 1:09 pmPDX-ORD

4h 09mnonstop

7:00 am - 9:39 amORD-PDX

4h 39mnonstop

$228Alaska Airlines

Find Deal

Wed, Nov 5 - Mon, Nov 10

11:59 pm - 6:00 amPDX-ORD

4h 01mnonstop

7:50 pm - 10:25 pmORD-PDX

4h 35mnonstop

$231United Airlines

Find Deal

Sat, Oct 18 - Tue, Oct 21

11:00 pm - 5:01 amPDX-ORD

4h 01mnonstop

7:00 am - 9:32 amORD-PDX

4h 32mnonstop

$238Alaska Airlines

Find Deal

Fri, Oct 24 - Sat, Oct 25

American Airlines flights from Oregon to Illinois

Our best American Airlines deals on Oregon to Illinois flight tickets

American Airlines

Oct 31

PDX11:58 pmPortland

3h 55m

ORD5:53 amChicago O'Hare Intl

Nov 5

ORD8:14 amChicago O'Hare Intl

4h 34m

PDX10:48 amPortland

$209

Find similar

American Airlines

Oct 31

PDX11:58 pmPortland

3h 55m

ORD5:53 amChicago O'Hare Intl

Nov 8

ORD10:00 amChicago O'Hare Intl

4h 36m

PDX12:36 pmPortland

$210

Find similar

American Airlines

Nov 7

BOI1:40 pmBoise Air Term. Gowen Fld

3h 47m

ORD6:27 pmChicago O'Hare Intl

Nov 12

ORD9:55 amChicago O'Hare Intl

4h 11m

BOI1:06 pmBoise Air Term. Gowen Fld

$255

Find similar

Alaska Airlines flights from Oregon to Illinois

Our best Alaska Airlines deals on Oregon to Illinois flight tickets

Alaska Airlines

Nov 5

PDX7:00 amPortland

4h 09m

ORD1:09 pmChicago O'Hare Intl

Nov 10

ORD7:00 amChicago O'Hare Intl

4h 39m

PDX9:39 amPortland

$228

Find similar

Alaska Airlines

Oct 24

PDX11:00 pmPortland

4h 01m

ORD5:01 amChicago O'Hare Intl

Oct 25

ORD7:00 amChicago O'Hare Intl

4h 32m

PDX9:32 amPortland

$238

Find similar

Alaska Airlines

Sep 30

BOI6:00 amBoise Air Term. Gowen Fld

6h 11m

1 stop

ORD1:11 pmChicago O'Hare Intl

Oct 6

ORD7:59 pmChicago O'Hare Intl

16h 35m

1 stop

BOI11:34 amBoise Air Term. Gowen Fld

$248

Find similar

Fly from

Fly to

Route

Depart

Return

Price

PortlandChicago

PDX - ORD

PDXORD

Portland

Thu 10/2

6:05 am-11:39 pm

2 stops15h 34m

Chicago O'Hare Intl

Tue 10/7

7:15 am-11:48 am

1 stop6h 33m

$195

PortlandChicago

PDX - ORD

PDXORD

Portland

Thu 10/2

12:07 pm-9:36 pm

1 stop7h 29m

Chicago O'Hare Intl

Mon 10/6

10:32 am-11:48 am

1 stop27h 16m

$196

PortlandChicago

PDX - ORD

PDXORD

Portland

Fri 10/31

11:58 pm-5:53 am

Nonstop3h 55m

Chicago O'Hare Intl

Wed 11/5

8:14 am-10:48 am

Nonstop4h 34m

$209

PortlandChicago

PDX - MDW

PDXMDW

Portland

Tue 11/18

6:15 am-12:10 pm

Nonstop3h 55m

Chicago Midway

Mon 11/24

9:50 pm-12:20 am

Nonstop4h 30m

$209

PortlandChicago

PDX - ORD

PDXORD

Portland

Fri 10/31

11:58 pm-5:53 am

Nonstop3h 55m

Chicago O'Hare Intl

Sat 11/8

10:00 am-12:36 pm

Nonstop4h 36m

$210

PortlandChicago

PDX - MDW

PDXMDW

Portland

Wed 12/24

6:55 pm-9:15 am

1 stop12h 20m

Chicago Midway

Thu 1/1

8:45 am-3:20 pm

1 stop8h 35m

$212

PortlandChicago

PDX - ORD

PDXORD

Portland

Fri 10/31

11:59 pm-5:52 am

Nonstop3h 53m

Chicago O'Hare Intl

Sun 11/2

9:05 am-11:48 am

Nonstop4h 43m

$222

PortlandChicago

PDX - ORD

PDXORD

Portland

Wed 11/5

7:00 am-1:09 pm

Nonstop4h 09m

Chicago O'Hare Intl

Mon 11/10

7:00 am-9:39 am

Nonstop4h 39m

$228

PortlandChicago

PDX - ORD

PDXORD

Portland

Sat 10/18

11:59 pm-6:00 am

Nonstop4h 01m

Chicago O'Hare Intl

Tue 10/21

7:50 pm-10:25 pm

Nonstop4h 35m

$231

PortlandChicago

PDX - ORD

PDXORD

Portland

Fri 10/24

11:00 pm-5:01 am

Nonstop4h 01m

Chicago O'Hare Intl

Sat 10/25

7:00 am-9:32 am

Nonstop4h 32m

$238

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 Illinois

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 Illinois?

The cheapest month to fly to Illinois from Oregon is in January. Flight prices, which tend to average around $288, are often lower during this time because this is during the off-season. If you aren’t able to travel to Illinois during the month of January, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $293.

What is the cheapest day to depart on your flight to Illinois?

The cheapest day to depart from Oregon to Illinois is on a Friday when prices can be found for as low as $448. Flights from Oregon to Illinois on a Sunday will generally be more expensive and average around $564. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Illinois?

Our most recent data shows that the best time of day to fly to Illinois is in the afternoon. Flights from Oregon to Illinois during this time can be as low as $312. Flights in the morning are often more expensive with an average ticket price of $500.

What is the cheapest Oregon to Illinois flight route?

Fly from Portland to Chicago O'Hare Intl for the best Oregon - Illinois flight prices

How far in advance should I book a flight to Illinois?

You are more likely to see cheaper flights to Illinois from Oregon when booking weeks ahead of your departure date. In general, you can expect to find flights to Illinois for around $360 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Illinois from Oregon for as low as $293 on momondo.

What cabin class options are available on Oregon to Illinois flights?

There are 4 cabin classes available to choose from on Oregon to Illinois 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 Illinois flights?

No. A direct flight is the cheapest option for a flight between Oregon to Illinois.

Cheap Oregon to Illinois flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Oregon to Illinois

Best Price Found	$169
Fastest flight time	3h 20m
Direct flights	Every day
Airports in Illinois	2 airports

The best one-way flight to Illinois from Oregon in the past 72 hours is $169. The best round-trip flight deal from Oregon to Illinois found on momondo in the last 72 hours is $312.

The fastest flight from Oregon to Illinois takes 3h 20m

Direct flights go from Oregon to Illinois every day.

There are 2 airports near Illinois: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

Search flight deals

When did momondo last update prices for flights from Oregon to Illinois?
Prices for flights from Oregon to Illinois are updated daily.
How many operators does momondo search for flights from Oregon to Illinois?
The number of operators available for flights from Oregon to Illinois is 8 as of September 2025.
How old do you have to be to fly from Oregon to Illinois?
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 Illinois.
What documentation or ID do you need to fly to Illinois?
The necessary travel and health documents for your Illinois trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Oregon to Illinois?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Oregon to Illinois is Boeing 737 MAX 9 (20.82% of total bookings). The next most popular plane models are Boeing 737-800 (14.63%), Boeing 737-900 (11.79%), and Airbus A321neo (11.44%).

Best airlines flying from Oregon to Illinois

Compare and see reviews for airlines that fly from Oregon to Illinois with momondo

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $93	Free Cancellation	Rating 6.3 8,019 reviews	Search Spirit Airlines flights
Frontier	PriceFrom $108	Free Cancellation	Rating 5.8 3,174 reviews	Search Frontier flights
Delta	PriceFrom $123	Free Cancellation	Rating 7.9 7,957 reviews	Search Delta flights
Hawaiian Airlines	PriceFrom $125	Free Cancellation	Rating 7.8 2,724 reviews	Search Hawaiian Airlines flights
American Airlines	PriceFrom $195	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Alaska Airlines	PriceFrom $200	Free Cancellation	Rating 8.0 10,000 reviews	Search Alaska Airlines flights
United Airlines	PriceFrom $226	Free Cancellation	Rating 7.4 8,924 reviews	Search United Airlines flights
Southwest	PriceFrom $233	Free Cancellation	Rating 8.0 4,242 reviews	Search Southwest flights

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Oregon to Illinois. momondo saves you time and could save you money on your trip.

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

Flights from Oregon to Illinois with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once you have performed a search for Oregon to Illinois flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Yes momondo offers price alerts on flights to Illinois from Oregon. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Illinois 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.

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Find better results for your trip to Illinois

Popular cities in Illinois

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Flights to Seattlefrom $69

Cheap flights from Oregon to Illinois from $79

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 Illinois departing on 10/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

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Find the cheapest flights from Oregon to Illinois

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

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American Airlines flights from Oregon to Illinois

Our best American Airlines deals on Oregon to Illinois flight tickets

Alaska Airlines flights from Oregon to Illinois

Our best Alaska Airlines deals on Oregon to Illinois flight tickets

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Use the filters below to find and compare flights from Oregon to Illinois that are best for you.

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How to get the cheapest flight ticket from Oregon to Illinois

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 Illinois?

What is the cheapest day to depart on your flight to Illinois?

What is the cheapest time of day to depart on your flight to Illinois?

Our most recent data shows that the best time of day to fly to Illinois is in the afternoon. Flights from Oregon to Illinois during this time can be as low as $312. Flights in the morning are often more expensive with an average ticket price of $500.

What is the cheapest Oregon to Illinois flight route?

Fly from Portland to Chicago O'Hare Intl for the best Oregon - Illinois flight prices

How far in advance should I book a flight to Illinois?

What cabin class options are available on Oregon to Illinois flights?

There are 4 cabin classes available to choose from on Oregon to Illinois 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 Illinois flights?

No. A direct flight is the cheapest option for a flight between Oregon to Illinois.

What is the cheapest airline that flies from Oregon to Illinois?

Frontier, Hawaiian Airlines, and Delta are the most popular carriers operating from Oregon to Illinois

What airlines fly to Illinois?

How many flights depart from Oregon to Illinois on average per day?

The number of flights available between Oregon and Illinois is 35 per day as of September 2025. The most frequent departure time is 6:00AM, with 69% of daily flights leaving at noon.

How many flights depart from Oregon to Illinois on average per week?

The number of flights available between Oregon and Illinois is 251 per week as of September 2025. The most frequent departure day is Mon, with 18% of weekly flights leaving on this day.

How long is the flight from Oregon to Illinois?

Cheap Oregon to Illinois flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Oregon to Illinois

Best Price Found

Fastest flight time

Direct flights

Airports in Illinois

When did momondo last update prices for flights from Oregon to Illinois?

How many operators does momondo search for flights from Oregon to Illinois?

How old do you have to be to fly from Oregon to Illinois?

What documentation or ID do you need to fly to Illinois?

What is the most popular plane model from Oregon to Illinois?

Best airlines flying from Oregon to Illinois

Compare and see reviews for airlines that fly from Oregon to Illinois with momondo

Why use momondo?

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

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

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

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

An easier way to manage your Illinois 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 Illinois

Popular cities in Illinois

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