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

Spirit Airlines, Alaska Airlines, and Southwest are the most popular carriers operating from Oregon to Illinois

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

The number of flights available between Oregon and Illinois is 27 per day as of August 2025. The most frequent departure time is 7:00AM, with 55% 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 193 per week as of August 2025. The most frequent departure day is Sat, with 23% of weekly flights leaving on this day.

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 49m on average. If you fly from Medford (another popular airport in Oregon) to Chicago O'Hare Intl Airport, then the average flight time is 5h 57m.

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.

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 August 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.

$58 Cheap Flights from Oregon to Illinois in 2025

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Find the cheapest flights from Oregon to Illinois

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

12:07 pm - 9:32 pmPDX-ORD

7h 25m1 stop

11:15 am - 7:23 pmORD-PDX

10h 08m1 stop

$139Spirit Airlines

Find Deal

Tue, Sep 9 - Wed, Sep 10

5:50 pm - 11:59 pmPDX-ORD

4h 09mnonstop

12:46 pm - 7:23 pmORD-PDX

8h 37m1 stop

$158

Find Deal

Sat, Aug 30 - Sat, Sep 6

1:20 pm - 7:18 pmPDX-ORD

3h 58mnonstop

7:25 am - 9:47 amORD-PDX

4h 22mnonstop

$188American Airlines

Find Deal

Sat, Aug 30 - Tue, Sep 23

11:00 pm - 5:00 amPDX-ORD

4h 00mnonstop

7:00 am - 9:25 amORD-PDX

4h 25mnonstop

$192Alaska Airlines

Find Deal

Fri, Aug 29 - Sat, Aug 30

7:00 am - 1:11 pmPDX-ORD

4h 11mnonstop

2:07 pm - 4:37 pmORD-PDX

4h 30mnonstop

$197Alaska Airlines

Find Deal

Tue, Sep 16 - Tue, Sep 30

10:35 am - 4:35 pmPDX-MDW

4h 00mnonstop

2:10 pm - 4:25 pmMDW-PDX

4h 15mnonstop

$197Southwest

Find Deal

Sat, Sep 6 - Sat, Sep 13

1:35 pm - 7:35 pmPDX-MDW

4h 00mnonstop

8:20 pm - 10:35 pmMDW-PDX

4h 15mnonstop

$198Southwest

Find Deal

Fri, Aug 29 - Sun, Aug 31

10:51 am - 4:59 pmPDX-ORD

4h 08mnonstop

9:13 am - 11:49 amORD-PDX

4h 36mnonstop

$205United Airlines

Find Deal

Wed, Aug 27 - Sun, Aug 31

7:00 am - 1:08 pmPDX-ORD

4h 08mnonstop

9:13 am - 11:49 amORD-PDX

4h 36mnonstop

$218United Airlines

Find Deal

Fri, Aug 29 - Sun, Aug 31

1:10 pm - 5:43 pmBOI-ORD

3h 33mnonstop

9:50 am - 12:29 pmORD-BOI

3h 39mnonstop

$231American Airlines

Find Deal

Tue, Aug 26 - Mon, Sep 1

Spirit Airlines flights from Oregon to Illinois

Our best Spirit Airlines deals on Oregon to Illinois flight tickets

Spirit Airlines

Sep 9

PDX12:07 pmPortland

7h 25m

1 stop

ORD9:32 pmChicago O'Hare Intl

Sep 10

ORD11:15 amChicago O'Hare Intl

10h 08m

1 stop

PDX7:23 pmPortland

$139

Find similar

Spirit Airlines

Aug 13

PDX7:52 pmPortland

6h 58m

1 stop

ORD4:50 amChicago O'Hare Intl

Aug 19

ORD6:00 amChicago O'Hare Intl

14h 57m

1 stop

PDX6:57 pmPortland

$167

Find similar

Spirit Airlines

Aug 14

PDX7:52 pmPortland

13h 51m

1 stop

ORD11:43 amChicago O'Hare Intl

Aug 19

ORD6:00 amChicago O'Hare Intl

14h 57m

1 stop

PDX6:57 pmPortland

$168

Find similar

Frontier flights from Oregon to Illinois

Our best Frontier deals on Oregon to Illinois flight tickets

Frontier

Aug 29

BOI12:33 pmBoise Air Term. Gowen Fld

19h 38m

1 stop

STL9:11 amLambert-St Louis

Sep 6

STL7:55 pmLambert-St Louis

16h 42m

1 stop

BOI11:37 amBoise Air Term. Gowen Fld

$235

Find similar

Frontier

Aug 6

PDX12:25 pmPortland

10h 07m

1 stop

ORD12:32 amChicago O'Hare Intl

Aug 12

ORD7:00 amChicago O'Hare Intl

6h 30m

1 stop

PDX11:30 amPortland

$238

Find similar

Frontier

Aug 22

BOI12:33 pmBoise Air Term. Gowen Fld

10h 59m

1 stop

ORD12:32 amChicago O'Hare Intl

Aug 24

ORD6:00 amChicago O'Hare Intl

6h 38m

1 stop

BOI11:38 amBoise Air Term. Gowen Fld

$245

Find similar

Fly from

Fly to

Route

Depart

Return

Price

PortlandChicago

PDX - ORD

PDXORD

Portland

Tue 9/9

12:07 pm-9:32 pm

1 stop7h 25m

Chicago O'Hare Intl

Wed 9/10

11:15 am-7:23 pm

1 stop10h 08m

$139

PortlandChicago

PDX - ORD

PDXORD

Portland

Sat 8/30

5:50 pm-11:59 pm

Nonstop4h 09m

Chicago O'Hare Intl

Sat 9/6

12:46 pm-7:23 pm

1 stop8h 37m

$158

PortlandChicago

PDX - ORD

PDXORD

Portland

Sat 8/30

1:20 pm-7:18 pm

Nonstop3h 58m

Chicago O'Hare Intl

Tue 9/23

7:25 am-9:47 am

Nonstop4h 22m

$188

PortlandChicago

PDX - ORD

PDXORD

Portland

Fri 8/29

11:00 pm-5:00 am

Nonstop4h 00m

Chicago O'Hare Intl

Sat 8/30

7:00 am-9:25 am

Nonstop4h 25m

$192

PortlandChicago

PDX - ORD

PDXORD

Portland

Tue 9/16

7:00 am-1:11 pm

Nonstop4h 11m

Chicago O'Hare Intl

Tue 9/30

2:07 pm-4:37 pm

Nonstop4h 30m

$197

PortlandChicago

PDX - MDW

PDXMDW

Portland

Sat 9/6

10:35 am-4:35 pm

Nonstop4h 00m

Chicago Midway

Sat 9/13

2:10 pm-4:25 pm

Nonstop4h 15m

$197

PortlandChicago

PDX - MDW

PDXMDW

Portland

Fri 8/29

1:35 pm-7:35 pm

Nonstop4h 00m

Chicago Midway

Sun 8/31

8:20 pm-10:35 pm

Nonstop4h 15m

$198

PortlandChicago

PDX - ORD

PDXORD

Portland

Wed 8/27

10:51 am-4:59 pm

Nonstop4h 08m

Chicago O'Hare Intl

Sun 8/31

9:13 am-11:49 am

Nonstop4h 36m

$205

PortlandChicago

PDX - ORD

PDXORD

Portland

Fri 8/29

7:00 am-1:08 pm

Nonstop4h 08m

Chicago O'Hare Intl

Sun 8/31

9:13 am-11:49 am

Nonstop4h 36m

$218

BoiseChicago

BOI - ORD

BOIORD

Boise Air Term. Gowen Fld

Tue 8/26

1:10 pm-5:43 pm

Nonstop3h 33m

Chicago O'Hare Intl

Mon 9/1

9:50 am-12:29 pm

Nonstop3h 39m

$231

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 $263, 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 $282.

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 $452. Flights from Oregon to Illinois on a Sunday will generally be more expensive and average around $568. 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 $308. Flights in the morning are often more expensive with an average ticket price of $512.

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 $304 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?

You could potentially save up to 8% on your flight if you consider stops on a Oregon to Illinois flight.

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	$58
Fastest flight time	3h 20m
Direct flights	Every day
Airports in Illinois	3 airports

The best one-way flight to Illinois from Oregon in the past 72 hours is $58. The best round-trip flight deal from Oregon to Illinois found on momondo in the last 72 hours is $139.

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

Direct flights go from Oregon to Illinois every day.

There are 3 airports near Illinois: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Lambert-St Louis (STL)

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 August 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 (18.66% of total bookings). The next most popular plane models are Boeing 737-900 (12.25%), Airbus A321neo (11.68%), and Airbus A321-100/200 (10.47%).

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 $96	Free Cancellation	Rating 6.3 8,054 reviews	Search Spirit Airlines flights
Frontier	PriceFrom $108	Free Cancellation	Rating 5.8 3,241 reviews	Search Frontier flights
Delta	PriceFrom $123	Free Cancellation	Rating 8.0 7,983 reviews	Search Delta flights
Hawaiian Airlines	PriceFrom $178	Free Cancellation	Rating 7.8 2,613 reviews	Search Hawaiian Airlines flights
Alaska Airlines	PriceFrom $187	Free Cancellation	Rating 8.0 10,000 reviews	Search Alaska Airlines flights
American Airlines	PriceFrom $218	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $224	Free Cancellation	Rating 7.4 8,904 reviews	Search United Airlines flights
Southwest	PriceFrom $249	Free Cancellation	Rating 8.0 4,246 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 $93

Cheap flights from Oregon to Illinois from $58

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 9/6. 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

Price Alerts

Price Alerts

Find the cheapest flights from Oregon to Illinois

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

Spirit Airlines flights from Oregon to Illinois

Our best Spirit Airlines deals on Oregon to Illinois flight tickets

Frontier flights from Oregon to Illinois

Our best Frontier 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.

See travel insights to Illinois from

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 $308. Flights in the morning are often more expensive with an average ticket price of $512.

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?

You could potentially save up to 8% on your flight if you consider stops on a Oregon to Illinois flight.

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

Spirit Airlines, Alaska Airlines, and Southwest 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 27 per day as of August 2025. The most frequent departure time is 7:00AM, with 55% 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 193 per week as of August 2025. The most frequent departure day is Sat, with 23% 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