PWM

$146 Find Cheap Flights from Illinois to Portland - 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 Portland departing on 8/31. 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

Save 20% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

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

Fri, Sep 11 - Wed, Sep 23
Delta Logo
7:05 am - 12:10 pm
ORD
-
PWM
4h 05m
1 stop
Delta Logo
1:59 pm - 6:04 pm
PWM
-
ORD
5h 05m
1 stop
$277Delta
Tue, Sep 1 - Sat, Sep 5
Southwest Logo
7:40 am - 2:15 pm
MDW
-
PWM
5h 35m
1 stop
Southwest Logo
2:40 pm - 8:30 pm
PWM
-
MDW
6h 50m
1 stop
$277Southwest
Thu, Sep 17 - Mon, Sep 21
American Airlines Logo
7:59 pm - 11:47 pm
ORD
-
PWM
2h 48mnonstop
American Airlines Logo
6:30 am - 8:38 am
PWM
-
ORD
3h 08mnonstop
$279American Airlines
Tue, Sep 1 - Sat, Sep 5
Southwest Logo
6:50 pm - 10:05 pm
MDW
-
PWM
2h 15mnonstop
Southwest Logo
3:40 pm - 5:15 pm
PWM
-
MDW
2h 35mnonstop
$279Southwest
Sat, Aug 29 - Sat, Sep 5
United Airlines Logo
10:50 am - 7:17 pm
ORD
-
PWM
7h 27m
1 stop
United Airlines Logo
5:03 pm - 7:00 pm
PWM
-
ORD
2h 57mnonstop
$281United Airlines
Sun, Sep 6 - Thu, Sep 10
Delta Logo
5:30 am - 4:01 pm
ORD
-
PWM
9h 31m
2 stops
Delta Logo
11:35 am - 4:30 pm
PWM
-
ORD
5h 55m
1 stop
$282Delta
Sat, Aug 29 - Sat, Sep 5
Southwest Logo
5:55 am - 11:45 am
MDW
-
PWM
4h 50m
1 stop
Southwest Logo
5:40 am - 1:05 pm
PWM
-
MDW
8h 25m
2 stops
$282Southwest
Thu, Aug 13 - Mon, Aug 17
American Airlines Logo
7:13 pm - 10:48 pm
ORD
-
PWM
2h 35mnonstop
American Airlines Logo
6:46 pm - 11:44 pm
PWM
-
ORD
5h 58m
1 stop
$289American Airlines
Wed, Sep 30 - Wed, Oct 7
United Airlines Logo
2:28 pm - 9:54 pm
MLI
-
PWM
6h 26m
1 stop
United Airlines Logo
7:58 am - 12:37 pm
PWM
-
MLI
5h 39m
1 stop
$311United Airlines
Tue, Aug 11 - Fri, Aug 14
Multiple Airlines Logo
4:09 pm - 10:27 am
STL
-
PWM
17h 18m
1 stop
Multiple Airlines Logo
7:00 am - 8:57 am
PWM
-
STL
26h 57m
2 stops
$368Multiple Airlines
Useful Info

Good to know

Low season

January

Cheapest flight

$146
Best time to beat the crowds with an average 12% drop in price.
Flight from St. Louis 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
Intervale
Windham
Tamworth
Falmouth
Waterford
Durham

Everything you need to know for your flight to Portland

Information on the airport you'll fly into in Portland

Portland (PWM)