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>

$69 CHEAP FLIGHTS from Oregon to Chicago

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

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Flights Deals

Cheap Flights from Oregon to Chicago

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Oregon to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Oregon to Chicago

KAYAK's recommended round-trip deals from the most popular airlines that fly from Oregon to Chicago.

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

1:37 pm - 5:25 amPDX-ORD

13h 48m1 stop

11:50 am - 4:45 pmORD-PDX

6h 55m1 stop

$139Spirit Airlines

Find Deal

Thu, May 29 - Tue, Jun 3

5:40 pm - 5:25 amPDX-ORD

9h 45m1 stop

11:50 am - 4:45 pmORD-PDX

6h 55m1 stop

$150Spirit Airlines

Find Deal

Thu, May 29 - Tue, Jun 3

5:51 pm - 11:56 pmPDX-ORD

4h 05mnonstop

11:50 am - 4:45 pmORD-PDX

6h 55m1 stop

$161

Find Deal

Tue, May 27 - Tue, Jun 3

1:37 pm - 5:25 amPDX-ORD

13h 48m1 stop

7:00 am - 9:23 amORD-PDX

4h 23mnonstop

$173

Find Deal

Sat, May 24 - Wed, May 28

7:06 pm - 5:40 amBOI-ORD

9h 34m1 stop

6:00 am - 2:05 pmORD-BOI

9h 05m1 stop

$174Alaska Airlines

Find Deal

Tue, May 20 - Sat, May 31

11:40 pm - 9:41 amBOI-MDW

9h 01m1 stop

9:21 am - 1:55 pmMDW-BOI

5h 34m1 stop

$175Delta

Find Deal

Tue, Jun 10 - Tue, Jun 17

5:45 am - 1:30 pmBOI-ORD

6h 45m1 stop

6:20 pm - 12:12 amORD-BOI

6h 52m1 stop

$175Delta

Find Deal

Wed, May 21 - Fri, May 30

5:51 pm - 11:56 pmPDX-ORD

4h 05mnonstop

2:09 pm - 4:35 pmORD-PDX

4h 26mnonstop

$179Hawaiian Airlines

Find Deal

Sat, May 24 - Thu, May 29

5:51 pm - 11:56 pmPDX-ORD

4h 05mnonstop

7:00 am - 9:23 amORD-PDX

4h 23mnonstop

$199Hawaiian Airlines

Find Deal

Fri, May 23 - Wed, May 28

8:59 pm - 5:40 amBOI-ORD

7h 41m1 stop

8:00 am - 2:05 pmORD-BOI

7h 05m1 stop

$210Alaska Airlines

Find Deal

Mon, May 19 - Wed, May 28

Useful Info

Low season	January
High season	May
Cheapest flight	$69

Best time to beat the crowds with an average 8% drop in price.

Most popular time to fly and prices are also 0% lower on average.

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.

Everything you need to know for your flight to Chicago

Cabin class

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 $748

Business Class flights to Chicagofrom $766

Prem Econ Class flights to Chicagofrom $589

Economy Class flights to Chicagofrom $238

$69 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.

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