$84 Find Cheap Flights from Oregon to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 2/12. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$192
Typical prices: $273-$420
Frontier
Thu 2/19Sat 2/21
BOI - ORD • 1 stop
Cheapest non-stop
$217
Typical prices: $252-$437
United Airlines
Thu 2/5Sun 2/8
PDX - ORD • Non-stop
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Flight Deals
Useful Info
Flight 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Oregon to Chicago

Thu, Feb 19 - Sat, Feb 21
Frontier Logo
12:36 pm - 11:58 am
BOI
-
ORD
22h 22m
1 stop
Frontier Logo
4:29 pm - 11:11 am
ORD
-
BOI
19h 42m
2 stops
$192Frontier
Thu, Feb 26 - Sat, Mar 7
Hawaiian Airlines Logo
6:28 am - 2:11 pm
BOI
-
ORD
6h 43m
1 stop
Hawaiian Airlines Logo
3:07 pm - 11:30 pm
ORD
-
BOI
9h 23m
1 stop
$212Hawaiian Airlines
Wed, Feb 18 - Sun, Feb 22
United Airlines Logo
11:59 pm - 5:53 am
PDX
-
ORD
3h 54mnonstop
United Airlines Logo
7:40 am - 2:48 pm
ORD
-
PDX
9h 08m
1 stop
$217United Airlines
Sat, Feb 7 - Sat, Feb 14
Southwest Logo
9:30 am - 7:00 pm
PDX
-
MDW
7h 30m
1 stop
Southwest Logo
8:30 pm - 11:00 pm
MDW
-
PDX
4h 30mnonstop
$217Southwest
Sat, Feb 7 - Sat, Feb 14
Delta Logo
1:53 pm - 9:30 pm
PDX
-
ORD
5h 37m
1 stop
Delta Logo
5:15 pm - 10:52 pm
ORD
-
PDX
7h 37m
1 stop
$218Delta
Sat, Feb 7 - Sun, Feb 8
United Airlines Logo
1:24 pm - 9:15 pm
PDX
-
ORD
5h 51m
1 stop
United Airlines Logo
6:29 pm - 12:39 am
ORD
-
PDX
8h 10m
1 stop
$223United Airlines
Fri, Mar 13 - Tue, Mar 17
Southwest Logo
5:20 am - 11:15 am
PDX
-
MDW
3h 55mnonstop
Southwest Logo
8:45 pm - 11:10 pm
MDW
-
PDX
4h 25mnonstop
$227Southwest
Thu, Feb 19 - Sat, Feb 28
Delta Logo
1:53 pm - 9:30 pm
PDX
-
ORD
5h 37m
1 stop
Delta Logo
8:50 am - 12:44 pm
ORD
-
PDX
5h 54m
1 stop
$227Delta
Tue, Feb 10 - Wed, Feb 11
Alaska Airlines Logo
3:43 pm - 11:50 pm
BOI
-
ORD
7h 07m
1 stop
Alaska Airlines Logo
8:00 am - 3:10 pm
ORD
-
BOI
8h 10m
1 stop
$229Alaska Airlines
Sun, Mar 15 - Wed, Mar 18
Alaska Airlines Logo
7:00 am - 1:11 pm
PDX
-
ORD
4h 11mnonstop
Alaska Airlines Logo
2:09 pm - 4:50 pm
ORD
-
PDX
4h 41mnonstop
$232Alaska Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$80
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 2% increase in price.
Flight from Boise to Chicago O'Hare Airport

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?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Chesterton
Schererville
Munster
Porter
Monticello
Saint John
Griffith

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Oregon

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
First Class flights to Chicagofrom $788
Business Class flights to Chicagofrom $977
Prem Econ Class flights to Chicagofrom $659
Economy Class flights to Chicagofrom $217