How does KAYAK find such low prices on flights from Oregon to Chicago?

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 Oregon to Chicago. 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 Oregon to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Oregon 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 Oregon to Chicago?

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 Chicago with an airline and back to Oregon 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 Oregon to Chicago?

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 Chicago from Oregon 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>

$99 CHEAP FLIGHTS from Oregon to Chicago

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

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Cheap Flights from Oregon to Chicago

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 Oregon to Chicago

Wed, Apr 15 - Thu, Apr 16

12:28 pm - 9:50 am

PDX

ORD

19h 22m

1 stop

4:28 pm - 11:03 am

ORD

PDX

20h 35m

2 stops

$217Frontier

Tue, Apr 14 - Tue, Apr 21

12:28 pm - 9:18 pm

EUG

ORD

6h 50m

1 stop

6:00 pm - 11:58 pm

ORD

EUG

7h 58m

1 stop

$217Delta

Tue, Apr 14 - Sat, Apr 18

5:20 pm - 5:00 am

EUG

MDW

9h 40m

1 stop

5:30 pm - 9:40 pm

MDW

EUG

6h 10m

1 stop

$217Southwest

Wed, Apr 8 - Wed, Apr 15

1:35 pm - 11:59 pm

PDX

ORD

8h 24m

1 stop

7:21 pm - 11:50 am

ORD

PDX

18h 29m

1 stop

$220Multiple Airlines

Sat, Mar 28 - Sat, Apr 4

7:47 am - 12:32 pm

BOI

ORD

3h 45mnonstop

8:40 am - 11:49 am

ORD

BOI

4h 09mnonstop

$221United Airlines

Wed, Apr 1 - Sat, Apr 4

6:10 am - 4:10 pm

EUG

MDW

8h 00m

2 stops

6:20 pm - 11:15 pm

MDW

EUG

6h 55m

1 stop

$222Southwest

Tue, Apr 14 - Wed, Apr 15

7:03 am - 1:13 pm

PDX

ORD

4h 10mnonstop

6:00 am - 10:36 am

ORD

PDX

6h 36m

1 stop

$223Alaska Airlines

Sat, Apr 18 - Sat, Apr 25

12:27 pm - 9:45 am

PDX

ORD

19h 18m

1 stop

6:00 am - 10:56 am

ORD

PDX

6h 56m

1 stop

$230Multiple Airlines

Sat, Mar 28 - Sat, Apr 4

7:47 am - 12:32 pm

BOI

ORD

3h 45mnonstop

4:10 pm - 10:35 pm

ORD

BOI

7h 25m

1 stop

$231United Airlines

Wed, Apr 29 - Wed, May 6

2:57 pm - 11:59 pm

BOI

ORD

8h 02m

1 stop

6:00 am - 12:35 pm

ORD

BOI

7h 35m

1 stop

$249Alaska Airlines

Useful Info

Low season	January
High season	June
Cheapest flight	$99

Best time to beat the crowds but there is an average 5% increase in price.

Most popular time to fly with an average 4% increase in price.

Flight from Portland to Chicago O'Hare Airport

How does KAYAK find such low prices on flights from Oregon to Chicago?
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 Oregon to Chicago.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Oregon to Chicago?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Oregon 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 Oregon to Chicago?
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 Chicago with an airline and back to Oregon with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Oregon to Chicago?
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 Chicago from Oregon up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Merrillville

Saint Joseph

Hammond

Portage

Lansing

Valparaiso

Chesterton

Schererville

Munster

Porter

Monticello

Griffith

Saint John

Everything you need to know for your flight to Chicago

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Complete your trip

Direct Flights

Flights to other cities

Origins

Other airports

Return flight deals

Cabin class types available on flights to Oregon

First Class flights to Chicagofrom $721

Business Class flights to Chicagofrom $821

Premium Economy Class flights to Chicagofrom $1,062

Economy Class flights to Chicagofrom $233

$99 Find Cheap Flights from Oregon to Chicago

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

Cheap Flights from Oregon to Chicago

Recent round-trip flight deals from Oregon to Chicago

Recent one-way flight deals from Oregon to Chicago

Recent last minute flight deals from Oregon to Chicago

Recent direct flight deals from Oregon to Chicago

Good to know

FAQs for booking flights from Oregon to Chicago

How does KAYAK find such low prices on flights from Oregon to Chicago?

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 Oregon to Chicago.

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

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Oregon 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 Oregon to Chicago?

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 Chicago with an airline and back to Oregon with another airline.

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

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 Chicago from Oregon up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Traveling to a place near Chicago?

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Oregon

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

Find direct flights for Chicago

Flights to other popular destinations

Flights from domestic origins to Chicago

Choose which airport to fly into in Chicago

Find deals for your return flight