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Cheap flights from Portland to Illinois 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 Portland to Illinois departing on 8/20. 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

Spirit Airlines Logo
7:52 pm - 4:50 amPDX-ORD
6h 58m1 stop
Spirit Airlines Logo
6:00 am - 6:57 pmORD-PDX
14h 57m1 stop
$167Spirit Airlines
Find Deal
Wed, Aug 13 - Tue, Aug 19
Spirit Airlines Logo
7:52 pm - 11:43 amPDX-ORD
13h 51m1 stop
Spirit Airlines Logo
6:00 am - 6:57 pmORD-PDX
14h 57m1 stop
$168Spirit Airlines
Find Deal
Thu, Aug 14 - Tue, Aug 19
Alaska Airlines Logo
11:00 pm - 5:00 amPDX-ORD
4h 00mnonstop
Alaska Airlines Logo
7:00 am - 9:25 amORD-PDX
4h 25mnonstop
$192Alaska Airlines
Find Deal
Fri, Aug 29 - Sat, Aug 30
Alaska Airlines Logo
7:00 am - 1:11 pmPDX-ORD
4h 11mnonstop
Alaska Airlines Logo
2:07 pm - 4:37 pmORD-PDX
4h 30mnonstop
$197Alaska Airlines
Find Deal
Sat, Sep 6 - Wed, Sep 24
Southwest Logo
6:00 am - 12:00 pmPDX-MDW
4h 00mnonstop
Southwest Logo
3:50 pm - 6:05 pmMDW-PDX
4h 15mnonstop
$197Southwest
Find Deal
Sat, Sep 13 - Tue, Sep 16
Southwest Logo
6:10 am - 12:10 pmPDX-MDW
4h 00mnonstop
Southwest Logo
8:20 pm - 10:35 pmMDW-PDX
4h 15mnonstop
$198Southwest
Find Deal
Fri, Aug 29 - Sun, Aug 31
American Airlines Logo
6:07 am - 12:12 pmPDX-ORD
4h 05mnonstop
American Airlines Logo
9:40 pm - 12:05 amORD-PDX
4h 25mnonstop
$223American Airlines
Find Deal
Thu, Sep 11 - Sat, Sep 13
United Airlines Logo
7:00 am - 3:46 pmPDX-STL
6h 46m1 stop
United Airlines Logo
5:24 pm - 10:33 pmSTL-PDX
7h 09m1 stop
$224United Airlines
Find Deal
Sat, Nov 8 - Tue, Nov 11
United Airlines Logo
11:59 pm - 10:15 amPDX-MLI
8h 16m1 stop
United Airlines Logo
5:20 pm - 10:35 pmMLI-PDX
7h 15m1 stop
$289United Airlines
Find Deal
Fri, Nov 7 - Sun, Nov 9
American Airlines Logo
11:42 am - 11:23 pmPDX-PIA
9h 41m1 stop
American Airlines Logo
4:51 pm - 9:47 pmPIA-PDX
6h 56m1 stop
$289American Airlines
Find Deal
Wed, Oct 1 - Tue, Oct 7

Spirit Airlines flights from Portland to Illinois

Our best Spirit Airlines deals on Portland to Illinois flight tickets
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
Spirit Airlines
Sep 6
PDX8:04 pmPortland
6h 45m
1 stop
ORD4:49 amChicago O'Hare Intl
Sep 9
ORD6:00 amChicago O'Hare Intl
7h 12m
1 stop
PDX11:12 amPortland
$173
Find similar

Alaska Airlines flights from Portland to Illinois

Our best Alaska Airlines deals on Portland to Illinois flight tickets
Alaska Airlines
Aug 29
PDX11:00 pmPortland
4h 00m
ORD5:00 amChicago O'Hare Intl
Aug 30
ORD7:00 amChicago O'Hare Intl
4h 25m
PDX9:25 amPortland
$192
Find similar
Alaska Airlines
Sep 6
PDX7:00 amPortland
4h 11m
ORD1:11 pmChicago O'Hare Intl
Sep 24
ORD2:07 pmChicago O'Hare Intl
4h 30m
PDX4:37 pmPortland
$197
Find similar
Alaska Airlines
Aug 29
PDX11:00 pmPortland
4h 00m
ORD5:00 amChicago O'Hare Intl
Aug 31
ORD7:00 amChicago O'Hare Intl
4h 25m
PDX9:25 amPortland
$198
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 July 31, 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

PortlandChicago

PDX - ORD

PDXORD

Portland

Wed 8/13

7:52 pm-4:50 am

1 stop6h 58m

Chicago O'Hare Intl

Tue 8/19

6:00 am-6:57 pm

1 stop14h 57m

$167

PortlandChicago

PDX - ORD

PDXORD

Portland

Thu 8/14

7:52 pm-11:43 am

1 stop13h 51m

Chicago O'Hare Intl

Tue 8/19

6:00 am-6:57 pm

1 stop14h 57m

$168

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

Sat 9/6

7:00 am-1:11 pm

Nonstop4h 11m

Chicago O'Hare Intl

Wed 9/24

2:07 pm-4:37 pm

Nonstop4h 30m

$197

PortlandChicago

PDX - MDW

PDXMDW

Portland

Sat 9/13

6:00 am-12:00 pm

Nonstop4h 00m

Chicago Midway

Tue 9/16

3:50 pm-6:05 pm

Nonstop4h 15m

$197

PortlandChicago

PDX - MDW

PDXMDW

Portland

Fri 8/29

6:10 am-12:10 pm

Nonstop4h 00m

Chicago Midway

Sun 8/31

8:20 pm-10:35 pm

Nonstop4h 15m

$198

PortlandChicago

PDX - ORD

PDXORD

Portland

Thu 9/11

6:07 am-12:12 pm

Nonstop4h 05m

Chicago O'Hare Intl

Sat 9/13

9:40 pm-12:05 am

Nonstop4h 25m

$223

PortlandSt. Louis

PDX - STL

PDXSTL

Portland

Sat 11/8

7:00 am-3:46 pm

1 stop6h 46m

Lambert-St Louis

Tue 11/11

5:24 pm-10:33 pm

1 stop7h 09m

$224

PortlandMoline

PDX - MLI

PDXMLI

Portland

Fri 11/7

11:59 pm-10:15 am

1 stop8h 16m

Moline Quad-City

Sun 11/9

5:20 pm-10:35 pm

1 stop7h 15m

$289

PortlandPeoria

PDX - PIA

PDXPIA

Portland

Wed 10/1

11:42 am-11:23 pm

1 stop9h 41m

Greater Peoria

Tue 10/7

4:51 pm-9:47 pm

1 stop6h 56m

$289

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 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 Portland to Illinois is on a Friday when prices can be found for as low as $452. Flights from Portland 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 Portland 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 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 $304 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?

You could potentially save up to 8% 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

$79

Fastest flight time

3h 45m

Direct flights

Every day

Airports in Illinois

3 airports
The best one-way flight to Illinois from Portland in the past 72 hours is $79. The best round-trip flight deal from Portland to Illinois found on momondo in the last 72 hours is $167.
The fastest flight from Portland to Illinois takes 3h 45m
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?

  • 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
Spirit AirlinesPriceFrom $96Free CancellationRating
6.3
8,048 reviews
Search Spirit Airlines flights
FrontierPriceFrom $108Free CancellationRating
5.9
3,239 reviews
Search Frontier flights
DeltaPriceFrom $123Free CancellationRating
8.0
7,981 reviews
Search Delta flights
Hawaiian AirlinesPriceFrom $178Free CancellationRating
7.8
2,611 reviews
Search Hawaiian Airlines flights
Alaska AirlinesPriceFrom $187Free CancellationRating
8.0
10,000 reviews
Search Alaska Airlines flights
American AirlinesPriceFrom $218Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $224Free CancellationRating
7.4
8,900 reviews
Search United Airlines flights
SouthwestPriceFrom $249Free CancellationRating
8.0
4,246 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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