How does KAYAK find such low prices on flights from Illinois to Portland?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Illinois to Portland.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Illinois to Portland?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Portland from Illinois is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Illinois to Portland?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Portland with an airline and back to Illinois with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois to Portland?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Portland from Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

$147 CHEAP FLIGHTS from Illinois to Portland

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Cheap Flights from Illinois to Portland

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Illinois to Portland

Thu, Aug 27 - Tue, Sep 1

5:50 pm - 9:23 pm

ORD

PWM

2h 33mnonstop

5:03 pm - 7:00 pm

PWM

ORD

2h 57mnonstop

$272United Airlines

Sat, Oct 17 - Sat, Oct 31

8:55 am - 9:01 pm

ORD

PWM

11h 06m

2 stops

8:00 am - 6:59 pm

PWM

ORD

11h 59m

2 stops

$275Delta

Tue, Aug 11 - Tue, Aug 18

10:54 am - 11:30 pm

MDW

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11h 36m

2 stops

11:01 am - 6:33 pm

PWM

MDW

8h 32m

2 stops

$275Delta

Sat, Aug 22 - Sat, Aug 29

7:13 pm - 10:48 pm

ORD

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2h 35mnonstop

6:46 am - 9:00 am

PWM

ORD

3h 14mnonstop

$276American Airlines

Wed, Sep 2 - Sat, Sep 5

6:50 pm - 10:05 pm

MDW

PWM

2h 15mnonstop

3:45 pm - 5:20 pm

PWM

MDW

2h 35mnonstop

$276Southwest

Thu, Sep 3 - Sat, Sep 5

6:00 am - 12:40 pm

ORD

PWM

5h 40m

1 stop

5:13 pm - 9:41 pm

PWM

ORD

5h 28m

1 stop

$277American Airlines

Tue, Aug 18 - Sat, Aug 22

3:05 pm - 9:10 pm

MDW

PWM

5h 05m

1 stop

5:40 am - 10:40 am

PWM

MDW

6h 00m

1 stop

$277Southwest

Thu, Sep 17 - Mon, Sep 21

7:59 pm - 11:47 pm

ORD

PWM

2h 48mnonstop

6:30 am - 8:38 am

PWM

ORD

3h 08mnonstop

$279American Airlines

Sat, Oct 3 - Tue, Oct 6

4:10 pm - 7:20 pm

MDW

PWM

2h 10mnonstop

6:00 pm - 7:35 pm

PWM

MDW

2h 35mnonstop

$279Southwest

Thu, Sep 3 - Thu, Sep 10

6:00 am - 1:45 pm

ORD

PWM

6h 45m

1 stop

6:00 am - 9:58 am

PWM

ORD

4h 58m

1 stop

$284JetBlue

Useful Info

Low season	January
High season	August
Cheapest flight	$147

Best time to beat the crowds with an average 12% drop in price.

Flight from St. Louis to Portland

How does KAYAK find such low prices on flights from Illinois to Portland?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Illinois to Portland.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Illinois to Portland?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Portland from Illinois is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Illinois to Portland?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Portland with an airline and back to Illinois with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Illinois to Portland?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Portland from Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Jackson

Freeport

Bartlett

Oxford

Intervale

Windham

Tamworth

Falmouth

Waterford

Durham

Everything you need to know for your flight to Portland

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Information on the airport you'll fly into in Portland

Portland (PWM)

PWM

$147 Find Cheap Flights from Illinois to Portland - Compare and Save

Cheap Flights from Illinois to Portland

Recent round-trip flight deals from Illinois to Portland

Recent one-way flight deals from Illinois to Portland

Recent last minute flight deals from Illinois to Portland

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FAQs for booking flights from Illinois to Portland

Traveling to a place near Portland?

Everything you need to know for your flight to Portland

Information on the airport you'll fly into in Portland

Cabin class types available on flights to Illinois

Complete your trip to Portland with a hotel stay or car rental

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Flights from domestic origins to Portland

Choose which airport to fly into in Portland

Find deals for your return flight