PDX

$114 Find Cheap Flights from Illinois to Portland

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Portland departing on 4/21. 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
$219
Overall average: $295
American Airlines
Sat 1/17Sat 1/24
ORD - PDX • Non-stop
Cheapest one-way
$119
Typical prices: $85-$144
Southwest
Tue 4/21
MDW - PDX • Non-stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Illinois to Portland

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Illinois to Portland 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 Illinois to Portland

Sat, Jan 17 - Sat, Jan 24
American Airlines Logo
5:54 pm - 8:27 pm
ORD
-
PDX
4h 33mnonstop
American Airlines Logo
6:00 am - 12:15 pm
PDX
-
ORD
4h 15mnonstop
$219American Airlines
Wed, Jan 14 - Sat, Jan 17
United Airlines Logo
4:15 pm - 6:56 pm
ORD
-
PDX
4h 41mnonstop
United Airlines Logo
1:24 pm - 9:15 pm
PDX
-
ORD
5h 51m1 stop
$223United Airlines
Sat, Jan 17 - Sat, Jan 17
Southwest Logo
8:35 am - 11:15 am
MDW
-
PDX
4h 40mnonstop
Southwest Logo
12:45 pm - 8:30 pm
PDX
-
MDW
5h 45m1 stop
$227Southwest
Sat, Jan 17 - Tue, Jan 20
United Airlines Logo
9:10 am - 12:00 pm
ORD
-
PDX
4h 50mnonstop
United Airlines Logo
3:45 pm - 11:59 pm
PDX
-
ORD
6h 14m1 stop
$227United Airlines
Sat, May 23 - Wed, May 27
Alaska Airlines Logo
6:20 pm - 8:37 pm
STL
-
PDX
4h 17mnonstop
Alaska Airlines Logo
11:18 am - 5:06 pm
PDX
-
STL
3h 48mnonstop
$229Alaska Airlines
Thu, Jan 15 - Fri, Jan 16
Multiple Airlines Logo
2:06 pm - 4:48 pm
ORD
-
PDX
4h 42mnonstop
Multiple Airlines Logo
11:59 am - 9:24 pm
PDX
-
ORD
7h 25m1 stop
$229Multiple Airlines
Sat, Jan 17 - Sat, Jan 24
Southwest Logo
8:35 am - 11:15 am
MDW
-
PDX
4h 40mnonstop
Southwest Logo
8:45 am - 6:30 pm
PDX
-
MDW
7h 45m2 stops
$232Southwest
Thu, Jan 22 - Thu, Jan 29
Frontier Logo
10:01 pm - 9:49 am
STL
-
PDX
13h 48m1 stop
Frontier Logo
11:28 am - 9:06 pm
PDX
-
STL
7h 38m1 stop
$233Frontier
Fri, Jan 30 - Wed, Feb 25
Multiple Airlines Logo
3:44 pm - 11:50 pm
ORD
-
PDX
10h 06m1 stop
Multiple Airlines Logo
8:30 am - 4:33 pm
PDX
-
ORD
6h 03m1 stop
$234Multiple Airlines
Wed, Jan 21 - Wed, Jan 28
Alaska Airlines Logo
3:35 pm - 10:46 pm
ORD
-
PDX
9h 11m1 stop
Alaska Airlines Logo
2:38 pm - 11:50 pm
PDX
-
ORD
7h 12m1 stop
$236Alaska Airlines
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$119
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 4% increase in price.
Flight from Chicago Midway Airport to Portland

FAQs for booking flights from Illinois to Portland

  • How does KAYAK find such low prices on flights from Illinois to Portland?

    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 Illinois to Portland.

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

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

    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 Portland with an airline and back to Illinois with another airline.

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

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

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Seaside
Vancouver
Salem
The Dalles
Lake Oswego
Clackamas
Stevenson
Government Camp
Carson
Kelso
Gleneden Beach
Gladstone
Oceanside
Dundee
Durham

Everything you need to know for your flight to Portland

Information on the airport you'll fly into in Portland

Portland (PDX)