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Cheap flights from Illinois to Portland from $46

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 10/14. 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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0 bags

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Find the cheapest flights from Illinois to Portland

Cheap round-trip flights

Southwest Logo
2:10 pm - 4:25 pmMDW-PDX
4h 15mnonstop
Southwest Logo
6:00 am - 12:00 pmPDX-MDW
4h 00mnonstop
$111Southwest
Find Deal
Sat, Sep 27 - Tue, Sep 30
Southwest Logo
8:30 pm - 10:45 pmMDW-PDX
4h 15mnonstop
Southwest Logo
6:00 am - 12:00 pmPDX-MDW
4h 00mnonstop
$131Southwest
Find Deal
Wed, Sep 24 - Tue, Sep 30
United Airlines Logo
1:10 pm - 3:30 pmORD-PDX
4h 20mnonstop
United Airlines Logo
11:59 pm - 5:52 amPDX-ORD
3h 53mnonstop
$137United Airlines
Find Deal
Sat, Oct 25 - Mon, Nov 3
United Airlines Logo
9:13 am - 11:49 amORD-PDX
4h 36mnonstop
United Airlines Logo
11:59 pm - 6:00 amPDX-ORD
4h 01mnonstop
$139United Airlines
Find Deal
Mon, Aug 25 - Wed, Aug 27
Alaska Airlines Logo
2:07 pm - 4:37 pmORD-PDX
4h 30mnonstop
Alaska Airlines Logo
5:50 pm - 12:04 amPDX-ORD
4h 14mnonstop
$141Alaska Airlines
Find Deal
Sat, Sep 13 - Sat, Sep 13
Hawaiian Airlines Logo
7:00 am - 9:25 amORD-PDX
4h 25mnonstop
Hawaiian Airlines Logo
5:50 pm - 12:04 amPDX-ORD
4h 14mnonstop
$144Hawaiian Airlines
Find Deal
Sat, Aug 30 - Sat, Sep 6
American Airlines Logo
7:00 am - 9:24 amORD-PDX
4h 24mnonstop
American Airlines Logo
6:05 am - 12:10 pmPDX-ORD
4h 05mnonstop
$148American Airlines
Find Deal
Mon, Aug 25 - Wed, Sep 3
American Airlines Logo
8:45 pm - 11:22 pmORD-PDX
4h 37mnonstop
American Airlines Logo
6:05 am - 12:10 pmPDX-ORD
4h 05mnonstop
$150American Airlines
Find Deal
Sat, Aug 30 - Sat, Sep 6
Hawaiian Airlines Logo
7:00 am - 9:25 amORD-PDX
4h 25mnonstop
Hawaiian Airlines Logo
2:32 pm - 12:03 amPDX-ORD
7h 31m1 stop
$165Hawaiian Airlines
Find Deal
Mon, Aug 25 - Wed, Sep 3
Alaska Airlines Logo
8:20 am - 4:50 pmORD-PDX
10h 30m1 stop
Alaska Airlines Logo
11:00 pm - 5:01 amPDX-ORD
4h 01mnonstop
$182Alaska Airlines
Find Deal
Wed, Oct 15 - Wed, Oct 22

Hawaiian Airlines flights from Illinois to Portland

Our best Hawaiian Airlines deals on Illinois to Portland flight tickets
Hawaiian Airlines
Aug 30
ORD7:00 amChicago O'Hare Intl
4h 25m
PDX9:25 amPortland
Sep 6
PDX5:50 pmPortland
4h 14m
ORD12:04 amChicago O'Hare Intl
$144
Find similar
Hawaiian Airlines
Aug 25
ORD7:00 amChicago O'Hare Intl
4h 25m
PDX9:25 amPortland
Sep 3
PDX2:32 pmPortland
7h 31m
1 stop
ORD12:03 amChicago O'Hare Intl
$165
Find similar
Hawaiian Airlines
Aug 30
ORD7:00 amChicago O'Hare Intl
4h 25m
PDX9:25 amPortland
Sep 6
PDX2:32 pmPortland
7h 31m
1 stop
ORD12:03 amChicago O'Hare Intl
$169
Find similar

American Airlines flights from Illinois to Portland

Our best American Airlines deals on Illinois to Portland flight tickets
American Airlines
Aug 25
ORD7:00 amChicago O'Hare Intl
4h 24m
PDX9:24 amPortland
Sep 3
PDX6:05 amPortland
4h 05m
ORD12:10 pmChicago O'Hare Intl
$148
Find similar
American Airlines
Aug 30
ORD8:45 pmChicago O'Hare Intl
4h 37m
PDX11:22 pmPortland
Sep 6
PDX6:05 amPortland
4h 05m
ORD12:10 pmChicago O'Hare Intl
$150
Find similar
American Airlines
Sep 2
STL5:30 pmLambert-St Louis
7h 29m
1 stop
PDX10:59 pmPortland
Sep 9
PDX9:56 pmPortland
9h 20m
1 stop
STL9:16 amLambert-St Louis
$159
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Illinois to Portland 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 August 6, 2025.
Use the filters below to find and compare flights from Illinois to Portland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

Sat 9/27

2:10 pm-4:25 pm

Nonstop4h 15m

Portland

Tue 9/30

6:00 am-12:00 pm

Nonstop4h 00m

$111

ChicagoPortland

MDW - PDX

MDWPDX

Chicago Midway

Wed 9/24

8:30 pm-10:45 pm

Nonstop4h 15m

Portland

Tue 9/30

6:00 am-12:00 pm

Nonstop4h 00m

$131

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 10/25

1:10 pm-3:30 pm

Nonstop4h 20m

Portland

Mon 11/3

11:59 pm-5:52 am

Nonstop3h 53m

$137

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Mon 8/25

9:13 am-11:49 am

Nonstop4h 36m

Portland

Wed 8/27

11:59 pm-6:00 am

Nonstop4h 01m

$139

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 9/13

2:07 pm-4:37 pm

Nonstop4h 30m

Portland

Sat 9/13

5:50 pm-12:04 am

Nonstop4h 14m

$141

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 8/30

7:00 am-9:25 am

Nonstop4h 25m

Portland

Sat 9/6

5:50 pm-12:04 am

Nonstop4h 14m

$144

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Mon 8/25

7:00 am-9:24 am

Nonstop4h 24m

Portland

Wed 9/3

6:05 am-12:10 pm

Nonstop4h 05m

$148

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Sat 8/30

8:45 pm-11:22 pm

Nonstop4h 37m

Portland

Sat 9/6

6:05 am-12:10 pm

Nonstop4h 05m

$150

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Mon 8/25

7:00 am-9:25 am

Nonstop4h 25m

Portland

Wed 9/3

2:32 pm-12:03 am

1 stop7h 31m

$165

ChicagoPortland

ORD - PDX

ORDPDX

Chicago O'Hare Intl

Wed 10/15

8:20 am-4:50 pm

1 stop10h 30m

Portland

Wed 10/22

11:00 pm-5:01 am

Nonstop4h 01m

$182

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 Portland from

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?

The cheapest month to fly to Portland from Illinois is in September. Flight prices, which tend to average around $261, are often lower during this time because this is during the off-season. If you don’t want to visit Portland in September, then you should wait until January to fly from Illinois, when ticket prices are also cheap, with an average price of $274.

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 Tuesday when prices can be found for as low as $330. 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 Sunday, with ticket prices averaging around $397.

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 $313. At noon is when there is more demand to fly to Portland, so prices are often more expensive at around $418 per ticket.

What is the cheapest Illinois to Portland flight route?

Fly from Chicago O'Hare Intl 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 $332 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 $290 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.

Can stopping save me money on Illinois to Portland flights?

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

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

$46

Fastest flight time

4h 05m

Direct flights

Every day

Airports in Portland

1 airport
The best one-way flight to Portland from Illinois in the past 72 hours is $46. The best round-trip flight deal from Illinois to Portland found on momondo in the last 72 hours is $111.
The fastest flight from Illinois to Portland takes 4h 05m
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?

  • 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?

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 AirlinesPriceFrom $81Free CancellationRating
6.3
8,055 reviews
Search Spirit Airlines flights
FrontierPriceFrom $108Free CancellationRating
5.8
3,231 reviews
Search Frontier flights
DeltaPriceFrom $123Free CancellationRating
8.0
7,985 reviews
Search Delta flights
Hawaiian AirlinesPriceFrom $134Free CancellationRating
7.8
2,628 reviews
Search Hawaiian Airlines flights
Alaska AirlinesPriceFrom $182Free CancellationRating
8.0
10,000 reviews
Search Alaska Airlines flights
United AirlinesPriceFrom $225Free CancellationRating
7.4
8,917 reviews
Search United Airlines flights
American AirlinesPriceFrom $227Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $238Free CancellationRating
8.0
4,244 reviews
Search Southwest flights

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Lincoln City
Seaside
Cannon Beach
Vancouver
Salem
Astoria
Long Beach
Depoe Bay
Beaverton
Rockaway Beach
Hood River
Hillsboro
Gresham
McMinnville
Tigard
Longview
Pacific City
The Dalles
Manzanita
Tillamook

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

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.
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