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 40% of people opting to fly with this airline when traveling to Illinois. Keep in mind that there are 7 different airlines that fly to Illinois on a routine basis, so you have a few additional options to choose from.

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

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

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

As of May 2026, there are 24 flights per day flying from Portland to Illinois. The most common time of day flights depart is 7:00AM, with 67% 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 173 per week as of May 2026. The most frequent departure day is Mon, with 17% of weekly flights leaving on this day.

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 May 2026, there are 7 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.

$80 Cheap Flights from Portland to Illinois in 2026

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Find the cheapest flights from Portland to Illinois

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

9:46 pm - 8:23 pm

PDX

STL

20h 37m

1 stop

6:51 pm - 10:20 am

STL

PDX

17h 29m

1 stop

$216Frontier

Thu, May 14 - Wed, May 20

12:35 pm - 7:23 pm

PDX

STL

28h 48m

1 stop

6:30 pm - 10:20 am

STL

PDX

17h 50m

1 stop

$236Frontier

Sat, May 23 - Sat, May 30

5:46 pm - 7:23 pm

PDX

STL

23h 37m

1 stop

9:21 pm - 10:20 am

STL

PDX

14h 59m

1 stop

$240Frontier

Tue, May 26 - Thu, May 28

12:40 am - 10:39 am

PDX

MLI

7h 59m

1 stop

6:52 pm - 11:47 pm

MLI

PDX

6h 55m

1 stop

$291American Airlines

Mon, Jun 8 - Tue, Jun 16

11:55 pm - 5:50 am

PDX

MDW

3h 55mnonstop

6:05 pm - 8:25 pm

MDW

PDX

4h 20mnonstop

$305Southwest

Sun, May 24 - Sat, May 30

5:10 am - 11:05 am

PDX

MDW

3h 55mnonstop

5:35 pm - 11:00 pm

MDW

PDX

7h 25m

1 stop

$315Southwest

Thu, May 28 - Wed, Jun 3

5:49 am - 3:59 pm

PDX

MLI

8h 10m

1 stop

4:24 pm - 11:59 pm

MLI

PDX

9h 35m

1 stop

$320American Airlines

Fri, May 29 - Fri, Jun 5

11:40 pm - 10:10 am

PDX

PIA

8h 30m

1 stop

1:21 pm - 6:47 pm

PIA

PDX

7h 26m

1 stop

$331United Airlines

Sat, Jun 6 - Tue, Jun 9

10:55 pm - 10:04 am

PDX

PIA

9h 09m

1 stop

5:30 pm - 10:35 pm

PIA

PDX

7h 05m

1 stop

$427United Airlines

Fri, May 15 - Tue, May 19

5:50 pm - 10:37 am

PDX

MLI

14h 47m

2 stops

11:11 am - 9:46 am

MLI

PDX

24h 35m

2 stops

$430Alaska Airlines

Fri, May 29 - Fri, Jun 5

United Airlines flights from Portland to Illinois

Our best United Airlines deals on Portland to Illinois flight tickets

United Airlines

Jun 24

PDX5:00 pmPortland

4h 13m

ORD11:13 pmChicago O'Hare Intl

Jun 27

ORD7:00 amChicago O'Hare Intl

4h 34m

PDX9:34 amPortland

$305

United Airlines

Jun 2

PDX12:50 pmPortland

6h 49m

1 stop

ORD9:39 pmChicago O'Hare Intl

Jun 16

ORD9:21 pmChicago O'Hare Intl

4h 32m

PDX11:53 pmPortland

$311

United Airlines

May 30

PDX12:50 pmPortland

6h 49m

1 stop

ORD9:39 pmChicago O'Hare Intl

Jun 6

ORD4:15 pmChicago O'Hare Intl

4h 32m

PDX6:47 pmPortland

$322

Alaska Airlines flights from Portland to Illinois

Our best Alaska Airlines deals on Portland to Illinois flight tickets

Alaska Airlines

Jun 3

PDX10:37 amPortland

4h 00m

STL4:37 pmLambert-St Louis

Jun 5

STL5:33 pmLambert-St Louis

4h 17m

PDX7:50 pmPortland

$289

Alaska Airlines

Jun 23

PDX10:59 pmPortland

4h 01m

ORD5:00 amChicago O'Hare Intl

Jun 24

ORD7:20 amChicago O'Hare Intl

4h 25m

PDX9:45 amPortland

$300

Alaska Airlines

Jun 2

PDX12:13 pmPortland

8h 46m

1 stop

ORD10:59 pmChicago O'Hare Intl

Jun 17

ORD7:20 amChicago O'Hare Intl

4h 25m

PDX9:45 amPortland

$315

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandSt. Louis

PDX - STL

PDXSTL

Portland

Thu 5/14

9:46 pm-8:23 pm

1 stop20h 37m

Lambert-St Louis

Wed 5/20

6:51 pm-10:20 am

1 stop17h 29m

$216

PortlandSt. Louis

PDX - STL

PDXSTL

Portland

Sat 5/23

12:35 pm-7:23 pm

1 stop28h 48m

Lambert-St Louis

Sat 5/30

6:30 pm-10:20 am

1 stop17h 50m

$236

PortlandSt. Louis

PDX - STL

PDXSTL

Portland

Tue 5/26

5:46 pm-7:23 pm

1 stop23h 37m

Lambert-St Louis

Thu 5/28

9:21 pm-10:20 am

1 stop14h 59m

$240

PortlandMoline

PDX - MLI

PDXMLI

Portland

Mon 6/8

12:40 am-10:39 am

1 stop7h 59m

Moline Quad-City

Tue 6/16

6:52 pm-11:47 pm

1 stop6h 55m

$291

Quickest round-trip

PortlandChicago

PDX - MDW

PDXMDW

Portland

Sun 5/24

11:55 pm-5:50 am

Nonstop3h 55m

Chicago Midway

Sat 5/30

6:05 pm-8:25 pm

Nonstop4h 20m

$305

PortlandChicago

PDX - MDW

PDXMDW

Portland

Thu 5/28

5:10 am-11:05 am

Nonstop3h 55m

Chicago Midway

Wed 6/3

5:35 pm-11:00 pm

1 stop7h 25m

$315

PortlandMoline

PDX - MLI

PDXMLI

Portland

Fri 5/29

5:49 am-3:59 pm

1 stop8h 10m

Moline Quad-City

Fri 6/5

4:24 pm-11:59 pm

1 stop9h 35m

$320

PortlandPeoria

PDX - PIA

PDXPIA

Portland

Sat 6/6

11:40 pm-10:10 am

1 stop8h 30m

Greater Peoria

Tue 6/9

1:21 pm-6:47 pm

1 stop7h 26m

$331

PortlandPeoria

PDX - PIA

PDXPIA

Portland

Fri 5/15

10:55 pm-10:04 am

1 stop9h 09m

Greater Peoria

Tue 5/19

5:30 pm-10:35 pm

1 stop7h 05m

$427

PortlandMoline

PDX - MLI

PDXMLI

Portland

Fri 5/29

5:50 pm-10:37 am

2 stops14h 47m

Moline Quad-City

Fri 6/5

11:11 am-9:46 am

2 stops24h 35m

$430

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 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 November. Flight prices, which tend to average around $103, 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 November, then flying in January is also cheap. Prices for this month can be found on momondo for an average of $114.

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

The cheapest day to depart from Portland to Illinois is on a Wednesday when prices can be found for as low as $422. Flights from Portland to Illinois on a Monday will generally be more expensive and average around $519. 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 $322. Flights in the morning are often more expensive with an average ticket price of $465.

What is the cheapest Portland to Illinois flight route?

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

How far in advance should I book a flight from Portland 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 $336 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 $274 on momondo.

Can stopping save me money on Portland to Illinois flights?

You could potentially save up to 14% on your flight if you consider stops on a Portland to Illinois flight.

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	$198
Fastest flight time	3h 48m
Direct flights	Every day
Airports in Illinois	98 airports

The best one-way flight to Illinois from Portland in the past 72 hours is $198. The best round-trip flight deal from Portland to Illinois found on momondo in the last 72 hours is $366.

The fastest flight from Portland to Illinois takes 3h 48m

Direct flights go from Portland to Illinois every day.

There are 98 airports in Illinois. From Portland there are direct flights to Chicago Midway (MDW), Lambert-St Louis (STL).

Search flight deals

Frequently asked questions about flying from Portland to Illinois

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 May 2026, there are 7 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 737-800 (32.64% of total bookings). The next most popular plane models are Boeing 737-900 (13.52%), Airbus A321-100/200 (12.07%), and Boeing 737 MAX 8 (10.39%).

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
Frontier	PriceFrom $96	Free Cancellation	Rating 5.6 2,965 reviews	Search Frontier flights
Delta	PriceFrom $99	Free Cancellation	Rating 7.9 8,460 reviews	Search Delta flights
Hawaiian Airlines	PriceFrom $113	Free Cancellation	Rating 7.8 2,837 reviews	Search Hawaiian Airlines flights
American Airlines	PriceFrom $169	Free Cancellation	Rating 7.1 11,670 reviews	Search American Airlines flights
United Airlines	PriceFrom $204	Free Cancellation	Rating 7.4 9,680 reviews	Search United Airlines flights
Alaska Airlines	PriceFrom $212	Free Cancellation	Rating 7.9 12,324 reviews	Search Alaska Airlines flights
Southwest	PriceFrom $217	Free Cancellation	Rating 7.9 4,307 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.

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Popular cities in Illinois

Flights to New Yorkfrom $71

Flights to Los Angelesfrom $51

Flights to Orlandofrom $52

Flights to Miamifrom $50

Flights to Chicagofrom $69

Flights to San Franciscofrom $76

Flights to Las Vegasfrom $56

Flights to Washington, D.C.from $55

Flights to Bostonfrom $92

Flights to Atlantafrom $50

Flights to Dallasfrom $76

Flights to Fort Lauderdalefrom $52

Cheap flights from Portland to Illinois from $80

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 5/24. 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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How to get the cheapest flight ticket from Portland to Illinois

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?

What is the cheapest Portland to Illinois flight route?

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

Can stopping save me money on Portland to Illinois flights?

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

What airlines fly to Illinois?

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

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

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

Frequently asked questions about flying 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?

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

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