$119 Find Cheap Flights from Oregon to Chicago - Compare and Save

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 9/10. 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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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

Mon, Sep 14 - Wed, Sep 16
Multiple Airlines Logo
3:40 pm - 5:42 am
MFR
-
ORD
12h 02m
1 stop
Multiple Airlines Logo
6:50 am - 8:32 am
ORD
-
MFR
27h 42m
1 stop
$313Multiple Airlines
Mon, Sep 14 - Wed, Sep 16
Multiple Airlines Logo
3:40 pm - 10:01 am
MFR
-
ORD
16h 21m
2 stops
Multiple Airlines Logo
6:50 am - 8:32 am
ORD
-
MFR
27h 42m
1 stop
$317Multiple Airlines
Wed, Sep 9 - Tue, Sep 15
American Airlines Logo
1:41 pm - 12:30 am
EUG
-
ORD
8h 49m
1 stop
American Airlines Logo
6:59 am - 1:07 pm
ORD
-
EUG
8h 08m
1 stop
$321American Airlines
Wed, Aug 26 - Sat, Aug 29
Southwest Logo
6:45 am - 4:00 pm
PDX
-
MDW
7h 15m
2 stops
Southwest Logo
10:00 am - 5:40 pm
MDW
-
PDX
9h 40m
1 stop
$322Southwest
Wed, Sep 9 - Tue, Sep 15
Southwest Logo
5:50 am - 4:35 pm
PDX
-
MDW
8h 45m
2 stops
Southwest Logo
11:10 am - 5:45 pm
MDW
-
PDX
8h 35m
2 stops
$323Southwest
Wed, Aug 19 - Mon, Aug 24
Frontier Logo
5:56 pm - 7:53 am
PDX
-
ORD
11h 57m
2 stops
Frontier Logo
2:41 pm - 5:11 pm
ORD
-
PDX
28h 30m
1 stop
$323Frontier
Sat, Aug 8 - Fri, Sep 4
Frontier Logo
5:36 pm - 6:17 am
PDX
-
ORD
10h 41m
1 stop
Frontier Logo
9:20 pm - 11:35 am
ORD
-
PDX
16h 15m
1 stop
$324Frontier
Fri, Aug 21 - Tue, Aug 25
Alaska Airlines Logo
7:55 am - 7:21 pm
PDX
-
ORD
9h 26m
1 stop
Alaska Airlines Logo
6:01 am - 1:50 pm
ORD
-
PDX
9h 49m
1 stop
$327Alaska Airlines
Tue, Oct 13 - Tue, Oct 20
American Airlines Logo
3:24 pm - 8:11 pm
BOI
-
ORD
3h 47mnonstop
American Airlines Logo
3:50 pm - 10:29 pm
ORD
-
BOI
7h 39m
1 stop
$331American Airlines
Thu, Dec 10 - Sun, Dec 13
Alaska Airlines Logo
9:53 am - 7:55 pm
BOI
-
ORD
9h 02m
1 stop
Alaska Airlines Logo
5:55 pm - 12:11 am
ORD
-
BOI
7h 16m
1 stop
$336Alaska Airlines
Useful Info

Good to know

Low season

January

Cheapest flight

$119
Best time to beat the crowds but there is an average 4% increase in price.
Most popular time to fly with an average 3% 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
Schererville
Munster
Chesterton
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 $633
Business Class flights to Chicagofrom $986
Premium Economy Class flights to Chicagofrom $592
Economy Class flights to Chicagofrom $280