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Cheap flights from Portland to Illinois from $68

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 1/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Portland to Illinois

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
8:45 pm - 10:02 am
PDX
-
STL
35h 17m2 stops
Frontier Logo
7:43 pm - 11:15 am
STL
-
PDX
17h 32m1 stop
$179Frontier
Mon, Jan 5 - Sat, Jan 10
Frontier Logo
12:05 pm - 12:12 pm
PDX
-
STL
22h 07m2 stops
Frontier Logo
7:43 pm - 11:15 am
STL
-
PDX
17h 32m1 stop
$200Frontier
Thu, Jan 8 - Sat, Jan 10
Alaska Airlines Logo
11:25 am - 5:13 pm
PDX
-
STL
3h 48mnonstop
Alaska Airlines Logo
6:20 pm - 8:30 pm
STL
-
PDX
4h 10mnonstop
$229Alaska Airlines
Thu, May 21 - Wed, May 27
United Airlines Logo
1:24 pm - 9:15 pm
PDX
-
ORD
5h 51m1 stop
United Airlines Logo
6:47 am - 12:41 pm
ORD
-
PDX
7h 54m1 stop
$232United Airlines
Sat, Jan 17 - Tue, Jan 20
United Airlines Logo
1:24 pm - 9:15 pm
PDX
-
ORD
5h 51m1 stop
United Airlines Logo
4:15 pm - 6:56 pm
ORD
-
PDX
4h 41mnonstop
$233United Airlines
Sat, Jan 24 - Sun, Feb 1
Southwest Logo
8:45 am - 6:30 pm
PDX
-
MDW
7h 45m2 stops
Southwest Logo
8:05 am - 3:05 pm
MDW
-
PDX
9h 00m1 stop
$233Southwest
Sat, Jan 31 - Sun, Feb 1
Alaska Airlines Logo
1:38 pm - 11:50 pm
PDX
-
ORD
8h 12m1 stop
Alaska Airlines Logo
3:44 pm - 11:50 pm
ORD
-
PDX
10h 06m1 stop
$236Alaska Airlines
Wed, Feb 4 - Wed, Feb 11
Southwest Logo
9:55 am - 10:35 pm
PDX
-
ORD
10h 40m1 stop
Southwest Logo
1:00 pm - 7:55 pm
ORD
-
PDX
8h 55m1 stop
$241Southwest
Sat, Jan 10 - Sat, Jan 17
American Airlines Logo
1:51 pm - 10:50 pm
PDX
-
PIA
6h 59m1 stop
American Airlines Logo
5:06 pm - 11:29 pm
PIA
-
PDX
8h 23m1 stop
$309American Airlines
Fri, Feb 27 - Tue, Mar 3
American Airlines Logo
11:59 pm - 10:30 am
PDX
-
MLI
8h 31m1 stop
American Airlines Logo
3:58 pm - 11:32 pm
MLI
-
PDX
9h 34m1 stop
$339American Airlines
Thu, Jan 8 - Thu, Jan 15

United Airlines flights from Portland to Illinois

Our best United Airlines deals on Portland to Illinois flight tickets
United Airlines
Jan 17
PDX1:24 pmPortland
5h 51m
1 stop
ORD9:15 pmChicago O'Hare Intl
Jan 20
ORD3:53 pmChicago O'Hare Intl
9h 00m
1 stop
PDX10:53 pmPortland
$232
Find similar
United Airlines
Jan 12
PDX1:24 pmPortland
5h 51m
1 stop
ORD9:15 pmChicago O'Hare Intl
Jan 17
ORD4:15 pmChicago O'Hare Intl
4h 41m
PDX6:56 pmPortland
$233
Find similar
United Airlines
Jan 23
PDX1:24 pmPortland
5h 51m
1 stop
ORD9:15 pmChicago O'Hare Intl
Jan 25
ORD9:10 amChicago O'Hare Intl
4h 47m
PDX11:57 amPortland
$243
Find similar

American Airlines flights from Portland to Illinois

Our best American Airlines deals on Portland to Illinois flight tickets
American Airlines
Apr 17
PDX3:18 pmPortland
4h 07m
ORD9:25 pmChicago O'Hare Intl
Apr 21
ORD9:00 pmChicago O'Hare Intl
4h 37m
PDX11:37 pmPortland
$258
Find similar
American Airlines
Jan 1
PDX3:02 pmPortland
4h 22m
ORD9:24 pmChicago O'Hare Intl
Jan 10
ORD5:54 pmChicago O'Hare Intl
4h 33m
PDX8:27 pmPortland
$262
Find similar
American Airlines
May 7
PDX6:30 amPortland
4h 09m
ORD12:39 pmChicago O'Hare Intl
May 10
ORD9:00 pmChicago O'Hare Intl
4h 37m
PDX11:37 pmPortland
$269
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Portland to Illinois that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated December 21, 2025.
Use the filters below to find and compare flights from Portland to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PortlandSt. Louis

PDX - STL

PDXSTL

Portland

Mon 1/5

8:45 pm-10:02 am

2 stops35h 17m

Lambert-St Louis

Sat 1/10

7:43 pm-11:15 am

1 stop17h 32m

$179

PortlandSt. Louis

PDX - STL

PDXSTL

Portland

Thu 1/8

12:05 pm-12:12 pm

2 stops22h 07m

Lambert-St Louis

Sat 1/10

7:43 pm-11:15 am

1 stop17h 32m

$200

PortlandSt. Louis

PDX - STL

PDXSTL

Portland

Thu 5/21

11:25 am-5:13 pm

Nonstop3h 48m

Lambert-St Louis

Wed 5/27

6:20 pm-8:30 pm

Nonstop4h 10m

$229

PortlandChicago

PDX - ORD

PDXORD

Portland

Sat 1/17

1:24 pm-9:15 pm

1 stop5h 51m

Chicago O'Hare Intl

Tue 1/20

6:47 am-12:41 pm

1 stop7h 54m

$232

PortlandChicago

PDX - ORD

PDXORD

Portland

Sat 1/24

1:24 pm-9:15 pm

1 stop5h 51m

Chicago O'Hare Intl

Sun 2/1

4:15 pm-6:56 pm

Nonstop4h 41m

$233

PortlandChicago

PDX - MDW

PDXMDW

Portland

Sat 1/31

8:45 am-6:30 pm

2 stops7h 45m

Chicago Midway

Sun 2/1

8:05 am-3:05 pm

1 stop9h 00m

$233

PortlandChicago

PDX - ORD

PDXORD

Portland

Wed 2/4

1:38 pm-11:50 pm

1 stop8h 12m

Chicago O'Hare Intl

Wed 2/11

3:44 pm-11:50 pm

1 stop10h 06m

$236

PortlandChicago

PDX - ORD

PDXORD

Portland

Sat 1/10

9:55 am-10:35 pm

1 stop10h 40m

Chicago O'Hare Intl

Sat 1/17

1:00 pm-7:55 pm

1 stop8h 55m

$241

PortlandPeoria

PDX - PIA

PDXPIA

Portland

Fri 2/27

1:51 pm-10:50 pm

1 stop6h 59m

Greater Peoria

Tue 3/3

5:06 pm-11:29 pm

1 stop8h 23m

$309

PortlandMoline

PDX - MLI

PDXMLI

Portland

Thu 1/8

11:59 pm-10:30 am

1 stop8h 31m

Moline Quad-City

Thu 1/15

3:58 pm-11:32 pm

1 stop9h 34m

$339

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Illinois from

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?

The cheapest month to fly to Illinois from Portland is in August. Flight prices, which tend to average around $291, 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 August, then flying in January 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 $431. Flights from Portland to Illinois on a Sunday will generally be more expensive and average around $538. 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 $318. Flights in the morning are often more expensive with an average ticket price of $487.

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 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 $353 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.

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

$148

Fastest flight time

3h 44m

Direct flights

Every day

Airports in Illinois

98 airports
The best one-way flight to Illinois from Portland in the past 72 hours is $148. The best round-trip flight deal from Portland to Illinois found on momondo in the last 72 hours is $325.
The fastest flight from Portland to Illinois takes 3h 44m
Direct flights go from Portland to Illinois every day.
There are 98 airports in Illinois. From Portland there are direct flights to 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?

  • 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?

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
FrontierPriceFrom $96Free CancellationRating
5.8
3,079 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $119Free CancellationRating
6.3
8,190 reviews
Search Spirit Airlines flights
DeltaPriceFrom $123Free CancellationRating
7.9
8,017 reviews
Search Delta flights
Hawaiian AirlinesPriceFrom $125Free CancellationRating
7.8
2,821 reviews
Search Hawaiian Airlines flights
American AirlinesPriceFrom $196Free CancellationRating
7.2
11,051 reviews
Search American Airlines flights
Alaska AirlinesPriceFrom $217Free CancellationRating
8.0
11,496 reviews
Search Alaska Airlines flights
United AirlinesPriceFrom $222Free CancellationRating
7.4
9,100 reviews
Search United Airlines flights
SouthwestPriceFrom $238Free CancellationRating
8.0
4,254 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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