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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

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. Visit our flight page for the latest deals!>/a>

$133 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

Sat, May 23 - Wed, May 27

8:54 pm - 12:35 am

ORD

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2h 41mnonstop

12:19 pm - 2:24 pm

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ORD

3h 05mnonstop

$269American Airlines

Mon, Jul 13 - Fri, Jul 17

6:55 pm - 10:10 pm

MDW

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2h 15mnonstop

7:40 am - 9:15 am

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MDW

2h 35mnonstop

$269Southwest

Sat, May 30 - Sat, Jun 6

3:15 pm - 6:49 pm

ORD

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2h 34mnonstop

7:23 pm - 9:32 pm

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ORD

3h 09mnonstop

$272American Airlines

Thu, Jun 4 - Mon, Jun 8

5:20 pm - 12:05 am

MDW

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5h 45m

1 stop

7:40 am - 9:15 am

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MDW

2h 35mnonstop

$279Southwest

Tue, Jun 2 - Tue, Jun 9

6:30 pm - 12:43 am

ORD

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5h 13m

1 stop

6:00 am - 12:36 pm

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ORD

7h 36m

1 stop

$289Delta

Tue, Jun 2 - Wed, Jun 10

6:30 pm - 12:43 am

ORD

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5h 13m

1 stop

11:48 am - 8:31 pm

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ORD

9h 43m

2 stops

$294Delta

Sat, Jul 11 - Wed, Jul 15

2:31 pm - 9:41 pm

MLI

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6h 10m

1 stop

6:00 am - 10:04 am

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MLI

5h 04m

1 stop

$311United Airlines

Sat, Jul 11 - Wed, Jul 15

2:31 pm - 9:41 pm

MLI

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6h 10m

1 stop

5:15 am - 12:39 pm

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MLI

8h 24m

2 stops

$316United Airlines

Wed, May 27 - Sat, May 30

7:31 pm - 2:09 pm

SPI

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41h 38m

3 stops

9:52 am - 7:41 pm

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SPI

10h 49m

1 stop

$993Breeze Airways

Wed, May 27 - Fri, May 29

7:31 pm - 2:09 pm

SPI

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41h 38m

3 stops

6:13 pm - 7:41 pm

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SPI

26h 28m

2 stops

$1,123Breeze Airways

Useful Info

Low season	January
High season	July
Cheapest flight	$133

Best time to beat the crowds with an average 16% drop in price.

Most popular time to fly and prices are also 1% lower on average.

Flight from Chicago Midway 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

Windham

Intervale

Tamworth

Falmouth

Durham

Waterford

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)

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$133 Find Cheap Flights from Illinois to Portland

KAYAK searches hundreds of travel sites at once for deals on flights to Portland

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

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.

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