PWM

$101 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 4/1. 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
$251
Overall average: $602
American Airlines
Sat 12/6Tue 12/9
ORD - PWM • 1 stop
Cheapest non-stop
$249
Typical prices: $391-$577
United Airlines
Fri 11/21Mon 11/24
ORD - PWM • Non-stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
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, Dec 6 - Tue, Dec 9
American Airlines Logo
6:04 am - 11:41 amORD-PWM
4h 37m1 stop
American Airlines Logo
5:34 am - 10:55 amPWM-ORD
6h 21m1 stop
$251American Airlines
Find Deal
Thu, Dec 11 - Sat, Jan 10
Multiple Airlines Logo
7:40 am - 9:06 amORD-PWM
24h 26m2 stops
Multiple Airlines Logo
6:18 pm - 6:58 pmPWM-ORD
25h 40m1 stop
$254Multiple Airlines
Find Deal
Fri, Dec 12 - Mon, Dec 15
Southwest Logo
5:10 am - 11:10 amMDW-PWM
5h 00m1 stop
Southwest Logo
5:30 am - 1:00 pmPWM-MDW
8h 30m2 stops
$254Southwest
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Thu, Dec 11 - Mon, Jan 12
Multiple Airlines Logo
7:40 am - 10:41 amORD-PWM
26h 01m1 stop
Multiple Airlines Logo
11:29 am - 12:30 pmPWM-ORD
26h 01m2 stops
$258Multiple Airlines
Find Deal
Mon, Feb 23 - Tue, Feb 24
Southwest Logo
1:35 pm - 10:45 pmMDW-PWM
8h 10m2 stops
Southwest Logo
5:45 am - 1:25 pmPWM-MDW
8h 40m2 stops
$259Southwest
Find Deal
Sat, Nov 22 - Wed, Nov 26
United Airlines Logo
6:20 pm - 11:59 pmORD-PWM
4h 39m1 stop
United Airlines Logo
4:40 pm - 6:41 pmPWM-ORD
3h 01mnonstop
$259United Airlines
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Wed, Nov 19 - Tue, Dec 2
American Airlines Logo
8:30 am - 3:24 pmORD-PWM
5h 54m1 stop
American Airlines Logo
5:21 pm - 9:05 pmPWM-ORD
4h 44m1 stop
$260American Airlines
Find Deal
Tue, Nov 18 - Tue, Nov 25
United Airlines Logo
10:53 am - 2:12 pmORD-PWM
2h 19mnonstop
United Airlines Logo
6:00 am - 10:45 amPWM-ORD
5h 45m1 stop
$264United Airlines
Find Deal
Thu, Nov 20 - Wed, Dec 3
Delta Logo
5:23 am - 12:30 pmORD-PWM
6h 07m1 stop
Delta Logo
6:00 am - 4:42 pmPWM-ORD
11h 42m2 stops
$265Delta
Find Deal
Mon, Nov 17 - Wed, Dec 3
Delta Logo
2:35 pm - 11:19 pmORD-PWM
7h 44m2 stops
Delta Logo
6:00 am - 4:42 pmPWM-ORD
11h 42m2 stops
$270Delta
Find Deal
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$101
Best time to beat the crowds with an average 7% 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)