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$138 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 8/4. 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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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

Tue, Aug 4 - Tue, Aug 11
Delta Logo
3:39 pm - 11:13 pm
STL
-
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6h 34m
1 stop
Delta Logo
11:50 am - 4:44 pm
PWM
-
STL
5h 54m
1 stop
$275Delta
Tue, Aug 18 - Sat, Aug 22
Southwest Logo
1:40 pm - 9:10 pm
STL
-
PWM
6h 30m
1 stop
Southwest Logo
5:40 am - 10:50 am
PWM
-
STL
6h 10m
1 stop
$276Southwest
Tue, Aug 18 - Sat, Aug 22
Southwest Logo
1:40 pm - 9:10 pm
STL
-
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6h 30m
1 stop
Southwest Logo
5:40 am - 12:35 pm
PWM
-
STL
7h 55m
2 stops
$282Southwest
Tue, Aug 18 - Sat, Aug 22
Southwest Logo
10:45 am - 9:10 pm
STL
-
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9h 25m
2 stops
Southwest Logo
5:40 am - 1:25 pm
PWM
-
STL
8h 45m
2 stops
$287Southwest
Wed, Aug 5 - Sat, Aug 8
American Airlines Logo
7:13 pm - 10:48 pm
ORD
-
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2h 35mnonstop
American Airlines Logo
6:46 pm - 11:44 pm
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-
ORD
5h 58m
1 stop
$292American Airlines
Thu, Sep 17 - Mon, Sep 21
American Airlines Logo
9:58 am - 3:51 pm
STL
-
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4h 53m
1 stop
American Airlines Logo
5:30 am - 10:29 am
PWM
-
STL
5h 59m
1 stop
$293American Airlines
Thu, Oct 1 - Sun, Oct 4
JetBlue Logo
1:00 pm - 11:52 pm
ORD
-
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9h 52m
1 stop
JetBlue Logo
6:00 am - 11:47 am
PWM
-
ORD
6h 47m
1 stop
$294JetBlue
Fri, Oct 2 - Mon, Oct 5
JetBlue Logo
9:38 am - 11:52 pm
ORD
-
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13h 14m
2 stops
JetBlue Logo
6:00 am - 11:47 am
PWM
-
ORD
6h 47m
1 stop
$297JetBlue
Tue, Aug 11 - Sun, Aug 16
United Airlines Logo
5:50 pm - 9:23 pm
ORD
-
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2h 33mnonstop
United Airlines Logo
6:03 am - 8:00 am
PWM
-
ORD
2h 57mnonstop
$298United Airlines
Fri, Oct 2 - Mon, Oct 5
United Airlines Logo
6:59 am - 10:40 am
ORD
-
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2h 41mnonstop
United Airlines Logo
6:00 am - 7:57 am
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ORD
2h 57mnonstop
$303United Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$138
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 3% increase 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)