$80 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 2/26. 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
$194
Overall average: $308
Multiple Airlines
Thu 2/26Mon 3/2
BOI - ORD • 1 stop
Cheapest non-stop
$214
Typical prices: $236-$428
American Airlines
Sat 2/21Tue 2/24
PDX - ORD • Non-stop
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We hope you love your trip to Chicago!
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 26 - Mon, Mar 2
Multiple Airlines Logo
12:38 pm - 11:14 pm
BOI
-
ORD
9h 36m
1 stop
Multiple Airlines Logo
5:29 pm - 11:59 pm
ORD
-
BOI
7h 30m
1 stop
$194Multiple Airlines
Tue, Mar 3 - Tue, Mar 10
Delta Logo
12:35 pm - 9:52 pm
EUG
-
ORD
7h 17m
1 stop
Delta Logo
7:20 am - 12:00 pm
ORD
-
EUG
6h 40m
1 stop
$197Delta
Wed, Mar 11 - Tue, Mar 17
Delta Logo
5:15 am - 5:54 pm
EUG
-
MDW
10h 39m
2 stops
Delta Logo
2:05 pm - 11:50 pm
MDW
-
EUG
11h 45m
2 stops
$198Delta
Sat, Feb 28 - Mon, Mar 9
Hawaiian Airlines Logo
2:20 pm - 11:56 pm
BOI
-
ORD
8h 36m
1 stop
Hawaiian Airlines Logo
5:29 pm - 11:59 pm
ORD
-
BOI
7h 30m
1 stop
$207Hawaiian Airlines
Wed, Apr 15 - Sat, Apr 18
United Airlines Logo
1:55 pm - 12:59 am
RDM
-
ORD
9h 04m
1 stop
United Airlines Logo
6:25 am - 11:55 am
ORD
-
RDM
7h 30m
1 stop
$212United Airlines
Tue, Apr 21 - Fri, Apr 24
Frontier Logo
1:48 pm - 6:47 am
PDX
-
ORD
14h 59m
2 stops
Frontier Logo
10:55 am - 11:42 am
ORD
-
PDX
26h 47m
1 stop
$212Frontier
Tue, Mar 3 - Tue, Mar 17
Alaska Airlines Logo
5:40 am - 1:11 pm
BOI
-
ORD
6h 31m
1 stop
Alaska Airlines Logo
7:00 am - 3:08 pm
ORD
-
BOI
9h 08m
1 stop
$213Alaska Airlines
Tue, Apr 14 - Sat, Apr 18
Frontier Logo
1:48 pm - 3:11 pm
PDX
-
ORD
23h 23m
2 stops
Frontier Logo
7:21 pm - 11:57 am
ORD
-
PDX
18h 36m
1 stop
$215Frontier
Thu, Feb 26 - Sat, Feb 28
United Airlines Logo
12:57 pm - 11:04 pm
PDX
-
ORD
8h 07m
1 stop
United Airlines Logo
8:15 pm - 10:56 pm
ORD
-
PDX
4h 41mnonstop
$217United Airlines
Tue, Mar 10 - Wed, Mar 11
Alaska Airlines Logo
5:42 am - 2:13 pm
EUG
-
ORD
6h 31m
1 stop
Alaska Airlines Logo
5:29 pm - 11:58 pm
ORD
-
EUG
8h 29m
1 stop
$217Alaska Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$80
Best time to beat the crowds but there is an average 14% increase in price.
Most popular time to fly and prices are also 4% lower on average.
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
Griffith
Saint John

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 $807
Business Class flights to Chicagofrom $836
Premium Economy Class flights to Chicagofrom $1,255
Economy Class flights to Chicagofrom $217