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.

$156 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

Tue, Aug 18 - Tue, Aug 25

5:40 pm - 11:30 pm

ORD

PWM

4h 50m

1 stop

6:00 am - 4:51 pm

PWM

ORD

11h 51m

2 stops

$296Delta

Mon, Aug 17 - Wed, Aug 19

9:24 am - 4:01 pm

MDW

PWM

5h 37m

1 stop

6:05 am - 11:51 am

PWM

MDW

6h 46m

1 stop

$296Delta

Sat, Aug 15 - Mon, Aug 17

6:00 am - 1:45 pm

ORD

PWM

6h 45m

1 stop

6:00 am - 7:27 pm

PWM

ORD

14h 27m

2 stops

$297JetBlue

Wed, Aug 5 - Sun, Aug 9

6:00 am - 1:54 pm

ORD

PWM

6h 54m

1 stop

6:00 am - 8:52 am

PWM

ORD

27h 52m

1 stop

$299JetBlue

Tue, Jul 28 - Thu, Aug 13

5:55 pm - 11:59 pm

ORD

PWM

5h 04m

1 stop

6:09 pm - 8:30 pm

PWM

ORD

3h 21mnonstop

$300American Airlines

Tue, Aug 11 - Thu, Aug 20

6:50 pm - 10:05 pm

MDW

PWM

2h 15mnonstop

5:55 am - 9:30 am

PWM

MDW

4h 35m

1 stop

$300Southwest

Tue, Aug 25 - Wed, Aug 26

12:50 pm - 9:10 pm

MDW

PWM

7h 20m

2 stops

5:45 am - 1:05 pm

PWM

MDW

8h 20m

2 stops

$301Southwest

Thu, Sep 17 - Mon, Sep 21

7:59 pm - 11:47 pm

ORD

PWM

2h 48mnonstop

1:53 pm - 3:59 pm

PWM

ORD

3h 06mnonstop

$309American Airlines

Sat, Aug 8 - Thu, Aug 13

3:47 pm - 9:41 pm

MLI

PWM

4h 54m

1 stop

6:03 am - 9:54 am

PWM

MLI

4h 51m

1 stop

$315United Airlines

Wed, Jul 29 - Wed, Aug 5

1:13 pm - 9:41 pm

PIA

PWM

7h 28m

1 stop

6:00 am - 12:38 pm

PWM

PIA

7h 38m

1 stop

$319United Airlines

Useful Info

Low season	January
High season	August
Cheapest flight	$156

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

Most popular time to fly and prices are also 3% lower on average.

Flight from Chicago O'Hare Airport 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

Airports

Cabin class

Complete your trip

Direct Flights

Flights to other cities

Origins

Other airports

Return flight deals

Information on the airport you'll fly into in Portland

Portland (PWM)

PWM

$156 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

Recent direct flight deals from Illinois to Portland

Good to know

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

Find direct flights for Portland

Flights to other popular destinations

Flights from domestic origins to Portland

Choose which airport to fly into in Portland

Find deals for your return flight