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

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

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

The number of flights available between Portland and Illinois is 197 per week as of September 2025. The most frequent departure day is Fri, with 18% of weekly flights leaving on this day.

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

As of September 2025, there are 28 flights per day flying from Portland to Illinois. The most common time of day flights depart is 6:00AM, with 69% of flights taking off at noon.

What airlines fly to Illinois?

United Airlines, American Airlines and Alaska Airlines are the top three most popular airlines that fly to Illinois from Portland 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 Portland Airport to Illinois?

Prices for flights from Portland Airport to Illinois are refreshed on a daily basis.

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

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

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

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Portland Airport to Illinois.

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

The travel and health documents required for your trip to Illinois can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Illinois. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$47 Cheap Flights from Portland to Illinois in 2025/26

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Find the cheapest flights from Portland to Illinois

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

12:43 pm - 12:59 amPDX-ORD

10h 16m1 stop

2:05 pm - 4:41 pmORD-PDX

4h 36mnonstop

$193Multiple Airlines

Find Deal

Fri, Oct 24 - Fri, Oct 31

12:52 pm - 11:29 pmPDX-ORD

8h 37m1 stop

6:20 pm - 11:56 amORD-PDX

19h 36m2 stops

$194Frontier

Find Deal

Sat, Nov 15 - Mon, Nov 17

6:15 am - 7:20 pmPDX-MDW

11h 05m1 stop

6:25 pm - 12:05 amMDW-PDX

7h 40m1 stop

$200Southwest

Find Deal

Wed, Oct 22 - Thu, Oct 30

11:00 pm - 5:01 amPDX-ORD

4h 01mnonstop

2:54 pm - 8:46 pmORD-PDX

7h 52m1 stop

$201Alaska Airlines

Find Deal

Fri, Oct 31 - Wed, Nov 5

1:25 pm - 7:20 pmPDX-MDW

3h 55mnonstop

7:50 am - 10:10 amMDW-PDX

4h 20mnonstop

$203Southwest

Find Deal

Wed, Oct 22 - Thu, Oct 30

7:00 am - 1:04 pmPDX-ORD

4h 04mnonstop

7:00 am - 9:39 amORD-PDX

4h 39mnonstop

$209Alaska Airlines

Find Deal

Tue, Oct 21 - Fri, Oct 31

8:30 am - 6:55 pmPDX-ORD

8h 25m1 stop

7:37 pm - 10:15 pmORD-PDX

4h 38mnonstop

$243United Airlines

Find Deal

Sat, Dec 6 - Mon, Dec 8

11:59 pm - 10:14 amPDX-MLI

8h 15m1 stop

10:42 am - 5:04 pmMLI-PDX

8h 22m1 stop

$270American Airlines

Find Deal

Wed, Oct 15 - Sat, Oct 25

2:45 pm - 10:22 pmPDX-STL

5h 37m1 stop

8:45 am - 1:45 pmSTL-PDX

7h 00m1 stop

$289United Airlines

Find Deal

Thu, Dec 18 - Sun, Jan 18

11:58 pm - 10:52 amPDX-MLI

8h 54m1 stop

6:32 pm - 11:06 pmMLI-PDX

6h 34m1 stop

$289American Airlines

Find Deal

Fri, Oct 17 - Fri, Oct 24

Frontier flights from Portland to Illinois

Our best Frontier deals on Portland to Illinois flight tickets

Frontier

Nov 15

PDX12:52 pmPortland

8h 37m

1 stop

ORD11:29 pmChicago O'Hare Intl

Nov 17

ORD6:20 pmChicago O'Hare Intl

19h 36m

2 stops

PDX11:56 amPortland

$194

Find similar

Frontier

Oct 17

PDX12:43 pmPortland

10h 16m

1 stop

ORD12:59 amChicago O'Hare Intl

Oct 25

ORD7:05 amChicago O'Hare Intl

6h 43m

1 stop

PDX11:48 amPortland

$196

Find similar

Frontier

Oct 23

PDX12:43 pmPortland

20h 33m

1 stop

MDW11:16 amChicago Midway

Oct 26

MDW6:24 pmChicago Midway

19h 24m

1 stop

PDX11:48 amPortland

$198

Find similar

Alaska Airlines flights from Portland to Illinois

Our best Alaska Airlines deals on Portland to Illinois flight tickets

Alaska Airlines

Oct 31

PDX11:00 pmPortland

4h 01m

ORD5:01 amChicago O'Hare Intl

Nov 5

ORD2:54 pmChicago O'Hare Intl

7h 52m

1 stop

PDX8:46 pmPortland

$201

Find similar

Alaska Airlines

Oct 21

PDX7:00 amPortland

4h 04m

ORD1:04 pmChicago O'Hare Intl

Oct 31

ORD7:00 amChicago O'Hare Intl

4h 39m

PDX9:39 amPortland

$209

Find similar

Alaska Airlines

Oct 25

PDX7:00 amPortland

4h 04m

ORD1:04 pmChicago O'Hare Intl

Oct 31

ORD2:05 pmChicago O'Hare Intl

4h 36m

PDX4:41 pmPortland

$228

Find similar

Fly from

Fly to

Route

Depart

Return

Price

PortlandChicago

PDX - ORD

PDXORD

Portland

Fri 10/24

12:43 pm-12:59 am

1 stop10h 16m

Chicago O'Hare Intl

Fri 10/31

2:05 pm-4:41 pm

Nonstop4h 36m

$193

PortlandChicago

PDX - ORD

PDXORD

Portland

Sat 11/15

12:52 pm-11:29 pm

1 stop8h 37m

Chicago O'Hare Intl

Mon 11/17

6:20 pm-11:56 am

2 stops19h 36m

$194

PortlandChicago

PDX - MDW

PDXMDW

Portland

Wed 10/22

6:15 am-7:20 pm

1 stop11h 05m

Chicago Midway

Thu 10/30

6:25 pm-12:05 am

1 stop7h 40m

$200

PortlandChicago

PDX - ORD

PDXORD

Portland

Fri 10/31

11:00 pm-5:01 am

Nonstop4h 01m

Chicago O'Hare Intl

Wed 11/5

2:54 pm-8:46 pm

1 stop7h 52m

$201

PortlandChicago

PDX - MDW

PDXMDW

Portland

Wed 10/22

1:25 pm-7:20 pm

Nonstop3h 55m

Chicago Midway

Thu 10/30

7:50 am-10:10 am

Nonstop4h 20m

$203

PortlandChicago

PDX - ORD

PDXORD

Portland

Tue 10/21

7:00 am-1:04 pm

Nonstop4h 04m

Chicago O'Hare Intl

Fri 10/31

7:00 am-9:39 am

Nonstop4h 39m

$209

PortlandChicago

PDX - ORD

PDXORD

Portland

Sat 12/6

8:30 am-6:55 pm

1 stop8h 25m

Chicago O'Hare Intl

Mon 12/8

7:37 pm-10:15 pm

Nonstop4h 38m

$243

PortlandMoline

PDX - MLI

PDXMLI

Portland

Wed 10/15

11:59 pm-10:14 am

1 stop8h 15m

Moline Quad-City

Sat 10/25

10:42 am-5:04 pm

1 stop8h 22m

$270

PortlandSt. Louis

PDX - STL

PDXSTL

Portland

Thu 12/18

2:45 pm-10:22 pm

1 stop5h 37m

Lambert-St Louis

Sun 1/18

8:45 am-1:45 pm

1 stop7h 00m

$289

PortlandMoline

PDX - MLI

PDXMLI

Portland

Fri 10/17

11:58 pm-10:52 am

1 stop8h 54m

Moline Quad-City

Fri 10/24

6:32 pm-11:06 pm

1 stop6h 34m

$289

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Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Portland 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 Portland 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 Portland to Illinois is on a Friday when prices can be found for as low as $447. Flights from Portland to Illinois on a Sunday will generally be more expensive and average around $561. 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 Portland 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 Portland to Illinois flight route?

Fly from Portland to Chicago O'Hare Intl for the best Portland - 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 Portland 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 Portland for as low as $293 on momondo.

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

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

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

Cheap Portland to Illinois flight deals and tips

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

Best Price Found	$169
Fastest flight time	3h 44m
Direct flights	Every day
Airports in Illinois	3 airports

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

The fastest flight from Portland to Illinois takes 3h 44m

Direct flights go from Portland 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 Portland Airport to Illinois?
Prices for flights from Portland Airport to Illinois are refreshed on a daily basis.
How many operators does momondo search for flights from Portland Airport to Illinois?
As of September 2025, there are 8 operators available to choose from for flights from Portland Airport to Illinois.
How old do you have to be to fly from Portland Airport to Illinois?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Portland Airport to Illinois.
What documentation or ID do you need to fly to Illinois?
The travel and health documents required for your trip to Illinois can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Illinois. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Portland to Illinois?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Portland 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 Portland to Illinois

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

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $93	Free Cancellation	Rating 6.3 8,030 reviews	Search Spirit Airlines flights
Frontier	PriceFrom $108	Free Cancellation	Rating 5.8 3,171 reviews	Search Frontier flights
Delta	PriceFrom $123	Free Cancellation	Rating 7.9 7,964 reviews	Search Delta flights
Hawaiian Airlines	PriceFrom $125	Free Cancellation	Rating 7.8 2,732 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 8,926 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 Portland to Illinois?

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

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

Yes. momondo allows you to filter the results for Portland to Illinois flights to just show those with flexible booking policies.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Illinois from Portland.

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

Yes. momondo can track prices for Portland to Illinois 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 Illinois trip

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Find better results for your trip to Illinois

Popular cities in Illinois

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Cheap flights from Portland to Illinois from $47

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland to Illinois departing on 11/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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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Price Alerts

Find the cheapest flights from Portland to Illinois

Cheap round-trip flights

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Cheap last minute flights

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Frontier flights from Portland to Illinois

Our best Frontier deals on Portland to Illinois flight tickets

Alaska Airlines flights from Portland to Illinois

Our best Alaska Airlines deals on Portland to Illinois flight tickets

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

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How to get the cheapest flight ticket from Portland 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 Portland 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 Portland to Illinois flight route?

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

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

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

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

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

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

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

What airlines fly to Illinois?

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

As of September 2025, there are 28 flights per day flying from Portland to Illinois. The most common time of day flights depart is 6:00AM, with 69% of flights taking off at noon.

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

The number of flights available between Portland and Illinois is 197 per week as of September 2025. The most frequent departure day is Fri, with 18% of weekly flights leaving on this day.

Cheap Portland to Illinois flight deals and tips

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

Best Price Found

Fastest flight time

Direct flights

Airports in Illinois

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

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

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

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

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

Best airlines flying from Portland to Illinois

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

Why use momondo?

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

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

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

I’m not ready to book a flight from Portland 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