PWM

$96 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 1/17. 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
$279
Typical prices: $340-$594
Delta
Thu 11/27Mon 12/1
ORD - PWM • 1 stop
Cheapest non-stop
$279
Typical prices: $419-$667
United Airlines
Sat 12/6Tue 12/9
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

Thu, Nov 27 - Mon, Dec 1
Delta Logo
7:00 am - 1:50 pmORD-PWM
5h 50m1 stop
Delta Logo
4:53 pm - 8:29 pmPWM-ORD
4h 36m1 stop
$279Delta
Find Deal
Wed, Dec 31 - Wed, Jan 7
Delta Logo
3:29 pm - 10:43 pmMDW-PWM
6h 14m1 stop
Delta Logo
5:30 am - 10:34 amPWM-MDW
6h 04m1 stop
$279Delta
Find Deal
Sat, Dec 6 - Tue, Dec 9
United Airlines Logo
5:50 pm - 9:17 pmORD-PWM
2h 27mnonstop
United Airlines Logo
6:00 am - 11:45 amPWM-ORD
6h 45m1 stop
$285United Airlines
Find Deal
Fri, Apr 17 - Tue, Apr 21
United Airlines Logo
1:25 pm - 10:58 pmPIA-PWM
8h 33m2 stops
United Airlines Logo
6:00 am - 4:45 pmPWM-PIA
11h 45m2 stops
$286United Airlines
Find Deal
Wed, Dec 31 - Tue, Jan 6
American Airlines Logo
11:00 am - 6:12 pmORD-PWM
6h 12m1 stop
American Airlines Logo
5:07 pm - 10:34 pmPWM-ORD
6h 27m1 stop
$305American Airlines
Find Deal
Thu, Jan 1 - Tue, Jan 6
Southwest Logo
9:20 am - 2:55 pmMDW-PWM
4h 35m1 stop
Southwest Logo
5:45 am - 11:35 amPWM-MDW
6h 50m1 stop
$324Southwest
Find Deal
Thu, Jan 1 - Tue, Jan 6
Southwest Logo
6:35 am - 2:55 pmMDW-PWM
7h 20m2 stops
Southwest Logo
12:45 pm - 6:35 pmPWM-MDW
6h 50m2 stops
$350Southwest
Find Deal
Thu, Nov 27 - Mon, Dec 1
Multiple Airlines Logo
5:30 pm - 9:06 amMDW-PWM
14h 36m1 stop
Multiple Airlines Logo
6:05 pm - 1:01 pmPWM-MDW
19h 56m2 stops
$361Multiple Airlines
Find Deal
Fri, Apr 17 - Tue, Apr 21
American Airlines Logo
6:41 pm - 4:55 pmPIA-PWM
21h 14m1 stop
American Airlines Logo
5:30 pm - 10:41 amPWM-PIA
18h 11m1 stop
$412American Airlines
Find Deal
Thu, Nov 27 - Sun, Nov 30
Multiple Airlines Logo
4:13 pm - 9:06 amSTL-PWM
15h 53m1 stop
Multiple Airlines Logo
3:15 pm - 11:57 pmPWM-STL
33h 42m2 stops
$547Multiple Airlines
Find Deal
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$105
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 4% 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)