PWM

$113 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 2/28. 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

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

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Everything you should know

Cheapest round-trip
$193
Overall average: $413
United Airlines
Sat 5/16Sat 5/23
ORD - PWM • 1 stop
Cheapest non-stop
$209
Typical prices: $279-$379
American Airlines
Thu 3/12Thu 3/19
ORD - PWM • Non-stop
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We hope you love your trip to Portland!
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, May 16 - Sat, May 23
United Airlines Logo
6:15 pm - 11:59 pm
ORD
-
PWM
4h 44m
1 stop
United Airlines Logo
7:16 pm - 11:26 pm
PWM
-
ORD
5h 10m
1 stop
$193United Airlines
Sat, May 16 - Sat, May 23
United Airlines Logo
6:15 pm - 11:59 pm
ORD
-
PWM
4h 44m
1 stop
United Airlines Logo
6:25 pm - 8:34 pm
PWM
-
ORD
3h 09mnonstop
$201United Airlines
Wed, Jun 17 - Wed, Jun 24
United Airlines Logo
6:18 pm - 9:51 pm
ORD
-
PWM
2h 33mnonstop
United Airlines Logo
4:51 pm - 6:51 pm
PWM
-
ORD
3h 00mnonstop
$209United Airlines
Sun, Mar 29 - Sun, Apr 5
American Airlines Logo
8:02 pm - 11:34 pm
ORD
-
PWM
2h 32mnonstop
American Airlines Logo
5:40 pm - 7:50 pm
PWM
-
ORD
3h 10mnonstop
$210American Airlines
Sat, Jul 25 - Wed, Aug 5
United Airlines Logo
3:47 pm - 11:50 pm
ORD
-
PWM
7h 03m
1 stop
United Airlines Logo
5:20 am - 12:00 pm
PWM
-
ORD
7h 40m
1 stop
$211United Airlines
Mon, Jun 29 - Sat, Jul 4
Delta Logo
11:10 am - 6:01 pm
ORD
-
PWM
5h 51m
1 stop
Delta Logo
6:00 am - 12:09 pm
PWM
-
ORD
7h 09m
1 stop
$227Delta
Fri, Mar 20 - Fri, Apr 3
American Airlines Logo
8:02 pm - 11:34 pm
ORD
-
PWM
2h 32mnonstop
American Airlines Logo
5:40 pm - 7:50 pm
PWM
-
ORD
3h 10mnonstop
$229American Airlines
Wed, May 6 - Mon, May 11
Delta Logo
12:53 pm - 12:46 am
MDW
-
PWM
10h 53m
2 stops
Delta Logo
12:52 pm - 6:14 pm
PWM
-
MDW
6h 22m
1 stop
$234Delta
Thu, May 7 - Mon, May 11
Southwest Logo
5:50 pm - 11:25 pm
MDW
-
PWM
4h 35m
1 stop
Southwest Logo
4:50 pm - 10:20 pm
PWM
-
MDW
6h 30m
1 stop
$249Southwest
Fri, Mar 13 - Tue, Mar 17
Southwest Logo
5:00 pm - 12:05 am
MDW
-
PWM
6h 05m
1 stop
Southwest Logo
12:30 pm - 7:30 pm
PWM
-
MDW
8h 00m
2 stops
$254Southwest
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$113
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Chicago O'Hare 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
Jackson
Freeport
Bartlett
Oxford
Windham
Intervale
Tamworth
Falmouth
Durham
Waterford

Everything you need to know for your flight to Portland

Information on the airport you'll fly into in Portland

Portland (PWM)