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

Frontier, Southwest, and Alaska Airlines are the most popular carriers operating from Illinois to Portland

What airlines fly to Portland?

United Airlines, American Airlines and Alaska Airlines are the top three most popular airlines that fly to Portland from Illinois according to our data. United Airlines is the first choice among our users, with 41% of people opting to fly with this airline when traveling to Portland. Keep in mind that there are 8 different airlines that fly to Portland on a routine basis, so you have a few additional options to choose from.

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

As of September 2025, 117 flights take off from Illinois and land in Portland each week. The most common flight departure day for this route is Mon, with 25% of weekly flights taking off on this day.

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

As of September 2025, there are 16 flights per day flying from Illinois to Portland. The most common time of day flights depart is 9:00PM, with 37% of flights taking off in the afternoon.

How long does it take to fly to Portland?

On average, it takes 4h 17m to fly from Illinois to Portland if you fly out of Chicago (the most popular airport in Illinois) and into Portland (the most popular airport in Portland). If you’re flying out of Moline and into Portland, then the flight time is around 6h 03m.

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

Prices for flights from Illinois to Portland Airport refresh daily.

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

As of September 2025, there are 8 operators available to choose from for flights from Illinois to Portland Airport.

How old do you have to be to fly from Illinois to Portland Airport?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Illinois to Portland Airport.

What documentation or ID do you need to fly to Portland Airport?

The required travel and health documents for your Portland Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Portland Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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

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Find the cheapest flights from Illinois to Portland

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

7:15 am - 11:48 amORD-PDX

6h 33m1 stop

11:00 pm - 5:01 amPDX-ORD

4h 01mnonstop

$203Multiple Airlines

Find Deal

Wed, Oct 22 - Wed, Oct 29

6:24 pm - 11:48 amMDW-PDX

19h 24m1 stop

12:43 pm - 9:31 amPDX-MDW

18h 48m1 stop

$204Frontier

Find Deal

Fri, Oct 10 - Sun, Oct 12

6:00 am - 11:56 amORD-PDX

7h 56m1 stop

7:00 am - 1:09 pmPDX-ORD

4h 09mnonstop

$204Multiple Airlines

Find Deal

Sun, Nov 16 - Wed, Nov 19

6:00 am - 10:48 amORD-PDX

6h 48m1 stop

11:00 pm - 5:01 amPDX-ORD

4h 01mnonstop

$206Alaska Airlines

Find Deal

Sat, Oct 25 - Fri, Oct 31

6:00 am - 12:25 pmORD-PDX

8h 25m1 stop

11:00 pm - 5:01 amPDX-ORD

4h 01mnonstop

$208Hawaiian Airlines

Find Deal

Sat, Oct 25 - Fri, Oct 31

2:04 pm - 4:37 pmORD-PDX

4h 33mnonstop

11:00 pm - 5:01 amPDX-ORD

4h 01mnonstop

$209Alaska Airlines

Find Deal

Sat, Oct 25 - Fri, Oct 31

3:45 pm - 6:05 pmMDW-PDX

4h 20mnonstop

5:50 am - 11:45 amPDX-MDW

3h 55mnonstop

$209Southwest

Find Deal

Sat, Oct 25 - Fri, Oct 31

5:00 am - 10:30 amMDW-PDX

7h 30m1 stop

5:50 am - 11:45 amPDX-MDW

3h 55mnonstop

$219Southwest

Find Deal

Sat, Oct 25 - Fri, Oct 31

7:37 am - 2:38 pmORD-PDX

9h 01m1 stop

2:10 pm - 11:59 pmPDX-ORD

7h 49m1 stop

$229Delta

Find Deal

Sat, Oct 25 - Fri, Oct 31

6:00 am - 12:50 pmSTL-PDX

8h 50m1 stop

10:58 pm - 9:37 amPDX-STL

8h 39m1 stop

$249Delta

Find Deal

Sat, Oct 18 - Mon, Oct 27

Alaska Airlines flights from Illinois to Portland

Our best Alaska Airlines deals on Illinois to Portland flight tickets

Alaska Airlines

Oct 25

ORD6:00 amChicago O'Hare Intl

6h 48m

1 stop

PDX10:48 amPortland

Oct 31

PDX11:00 pmPortland

4h 01m

ORD5:01 amChicago O'Hare Intl

$206

Find similar

Alaska Airlines

Oct 25

ORD2:04 pmChicago O'Hare Intl

4h 33m

PDX4:37 pmPortland

Oct 31

PDX11:00 pmPortland

4h 01m

ORD5:01 amChicago O'Hare Intl

$209

Find similar

Alaska Airlines

Nov 4

ORD8:59 pmChicago O'Hare Intl

14h 49m

1 stop

PDX9:48 amPortland

Nov 11

PDX7:00 amPortland

4h 09m

ORD1:09 pmChicago O'Hare Intl

$214

Find similar

Southwest flights from Illinois to Portland

Our best Southwest deals on Illinois to Portland flight tickets

Southwest

Oct 25

MDW3:45 pmChicago Midway

4h 20m

PDX6:05 pmPortland

Oct 31

PDX5:50 amPortland

3h 55m

MDW11:45 amChicago Midway

$209

Find similar

Southwest

Oct 25

MDW5:00 amChicago Midway

7h 30m

1 stop

PDX10:30 amPortland

Oct 31

PDX5:50 amPortland

3h 55m

MDW11:45 amChicago Midway

$219

Find similar

Southwest

Oct 31

MDW10:55 amChicago Midway

4h 20m

PDX1:15 pmPortland

Nov 2

PDX5:30 amPortland

3h 55m

MDW11:25 amChicago Midway

$222

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 10/22

7:15 am-11:48 am

1 stop6h 33m

Portland

Wed 10/29

11:00 pm-5:01 am

Nonstop4h 01m

$203

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

Fri 10/10

6:24 pm-11:48 am

1 stop19h 24m

Portland

Sun 10/12

12:43 pm-9:31 am

1 stop18h 48m

$204

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sun 11/16

6:00 am-11:56 am

1 stop7h 56m

Portland

Wed 11/19

7:00 am-1:09 pm

Nonstop4h 09m

$204

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 10/25

6:00 am-10:48 am

1 stop6h 48m

Portland

Fri 10/31

11:00 pm-5:01 am

Nonstop4h 01m

$206

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 10/25

6:00 am-12:25 pm

1 stop8h 25m

Portland

Fri 10/31

11:00 pm-5:01 am

Nonstop4h 01m

$208

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 10/25

2:04 pm-4:37 pm

Nonstop4h 33m

Portland

Fri 10/31

11:00 pm-5:01 am

Nonstop4h 01m

$209

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

Sat 10/25

3:45 pm-6:05 pm

Nonstop4h 20m

Portland

Fri 10/31

5:50 am-11:45 am

Nonstop3h 55m

$209

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

Sat 10/25

5:00 am-10:30 am

1 stop7h 30m

Portland

Fri 10/31

5:50 am-11:45 am

Nonstop3h 55m

$219

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 10/25

7:37 am-2:38 pm

1 stop9h 01m

Portland

Fri 10/31

2:10 pm-11:59 pm

1 stop7h 49m

$229

St. LouisPortland

STL - PDX

STLPDX

Lambert-St Louis

Sat 10/18

6:00 am-12:50 pm

1 stop8h 50m

Portland

Mon 10/27

10:58 pm-9:37 am

1 stop8h 39m

$249

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How to get the cheapest flight ticket from Illinois to Portland

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 Portland?

The cheapest month to fly to Portland from Illinois is in January. Flight prices, which tend to average around $274, are often lower during this time because this is during the off-season. If you don’t want to visit Portland in January, then you should wait until September to fly from Illinois, when ticket prices are also cheap, with an average price of $278.

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

The cheapest day to depart on your flight to Portland is on a Wednesday when prices can be found for as low as $331. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Portland is Monday, with ticket prices averaging around $409.

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

The cheapest time of day to fly to Portland is in the evening when flights can be purchased for as low as $327. At noon is when there is more demand to fly to Portland, so prices are often more expensive at around $451 per ticket.

What is the cheapest Illinois to Portland flight route?

Fly from Chicago Midway to Portland for the best Illinois - Portland flight prices

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

You are more likely to see cheaper flights to Portland from Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to Portland for around $334 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Portland from Illinois for as low as $279 on momondo.

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

There are 4 cabin classes available to choose from on Illinois to Portland flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Cheap Illinois to Portland flight deals and tips

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

Best Price Found	$89
Fastest flight time	4h 20m
Direct flights	Every day
Airports in Portland	1 airport

The best one-way flight to Portland from Illinois in the past 72 hours is $89. The best round-trip flight deal from Illinois to Portland found on momondo in the last 72 hours is $247.

The fastest flight from Illinois to Portland takes 4h 20m

Direct flights go from Illinois to Portland every day.

There is 1 airport near Portland: Portland (PDX)

Search flight deals

When did momondo last update prices for flights from Illinois to Portland Airport?
Prices for flights from Illinois to Portland Airport refresh daily.
How many operators does momondo search for flights from Illinois to Portland Airport?
As of September 2025, there are 8 operators available to choose from for flights from Illinois to Portland Airport.
How old do you have to be to fly from Illinois to Portland Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Illinois to Portland Airport.
What documentation or ID do you need to fly to Portland Airport?
The required travel and health documents for your Portland Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Portland Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Illinois to Portland?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Illinois to Portland is Boeing 737-800 (23.29% of total bookings). The next most popular plane models are Boeing 737 MAX 9 (16.46%), Boeing 737-900 (12.40%), and Airbus A321neo (10.84%).

Best airlines flying from Illinois to Portland

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

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $86	Free Cancellation	Rating 6.3 8,041 reviews	Search Spirit Airlines flights
Frontier	PriceFrom $108	Free Cancellation	Rating 5.8 3,165 reviews	Search Frontier flights
Delta	PriceFrom $123	Free Cancellation	Rating 7.9 7,974 reviews	Search Delta flights
Hawaiian Airlines	PriceFrom $134	Free Cancellation	Rating 7.8 2,744 reviews	Search Hawaiian Airlines flights
Alaska Airlines	PriceFrom $183	Free Cancellation	Rating 8.0 10,000 reviews	Search Alaska Airlines flights
American Airlines	PriceFrom $210	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $225	Free Cancellation	Rating 7.4 8,926 reviews	Search United Airlines flights
Southwest	PriceFrom $238	Free Cancellation	Rating 8.0 4,244 reviews	Search Southwest flights

Lincoln City

Seaside

Cannon Beach

Vancouver

Salem

Astoria

Long Beach

Depoe Bay

Rockaway Beach

Beaverton

Hillsboro

Hood River

Gresham

McMinnville

Longview

Tigard

The Dalles

Pacific City

Tillamook

Manzanita

Why use momondo?

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

Finding the right flight to Portland from Illinois 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 Portland quick and easy, saving you time and money.

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

Yes. momondo enables you to select and highlight flights to Portland from Illinois with this policy.

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

Once all potential Illinois to Portland 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 Illinois to Portland right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Portland, momondo offers a useful price alert feature which will track prices for flights to Portland from Illinois and alert you when they change.

An easier way to manage your Portland trip

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Cheap flights from Illinois to Portland 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 Illinois to Portland departing on 11/7. 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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Filter for what you want

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Find the cheapest flights from Illinois to Portland

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Alaska Airlines flights from Illinois to Portland

Our best Alaska Airlines deals on Illinois to Portland flight tickets

Southwest flights from Illinois to Portland

Our best Southwest deals on Illinois to Portland flight tickets

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

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How to get the cheapest flight ticket from Illinois to Portland

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 Portland?

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

The cheapest day to depart on your flight to Portland is on a Wednesday when prices can be found for as low as $331. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Portland is Monday, with ticket prices averaging around $409.

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

The cheapest time of day to fly to Portland is in the evening when flights can be purchased for as low as $327. At noon is when there is more demand to fly to Portland, so prices are often more expensive at around $451 per ticket.

What is the cheapest Illinois to Portland flight route?

Fly from Chicago Midway to Portland for the best Illinois - Portland flight prices

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

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

There are 4 cabin classes available to choose from on Illinois to Portland flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

Frontier, Southwest, and Alaska Airlines are the most popular carriers operating from Illinois to Portland

What airlines fly to Portland?

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

As of September 2025, there are 16 flights per day flying from Illinois to Portland. The most common time of day flights depart is 9:00PM, with 37% of flights taking off in the afternoon.

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

As of September 2025, 117 flights take off from Illinois and land in Portland each week. The most common flight departure day for this route is Mon, with 25% of weekly flights taking off on this day.

How long does it take to fly to Portland?

On average, it takes 4h 17m to fly from Illinois to Portland if you fly out of Chicago (the most popular airport in Illinois) and into Portland (the most popular airport in Portland). If you’re flying out of Moline and into Portland, then the flight time is around 6h 03m.

Cheap Illinois to Portland flight deals and tips

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

Best Price Found

Fastest flight time

Direct flights

Airports in Portland

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

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

How old do you have to be to fly from Illinois to Portland Airport?

What documentation or ID do you need to fly to Portland Airport?

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

Best airlines flying from Illinois to Portland

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

Traveling to a place near Portland?

Why use momondo?

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

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

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

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

An easier way to manage your Portland 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 the United States

Airports servicing Oregon