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$103 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 6/3. 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

Wed, Jun 17 - Wed, Jun 24
United Airlines Logo
6:18 pm - 9:51 pm
ORD
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2h 33mnonstop
United Airlines Logo
4:51 pm - 6:51 pm
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ORD
3h 00mnonstop
$209United Airlines
Wed, Jun 17 - Wed, Jun 24
United Airlines Logo
6:18 pm - 9:51 pm
ORD
-
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2h 33mnonstop
United Airlines Logo
7:16 pm - 11:26 pm
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-
ORD
5h 10m
1 stop
$219United Airlines
Fri, May 29 - Sun, Jun 7
Southwest Logo
5:50 pm - 11:25 pm
MDW
-
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4h 35m
1 stop
Southwest Logo
6:45 am - 8:20 am
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-
MDW
2h 35mnonstop
$219Southwest
Tue, Apr 7 - Tue, Apr 14
Southwest Logo
9:10 am - 3:15 pm
MDW
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5h 05m
1 stop
Southwest Logo
1:00 pm - 7:30 pm
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MDW
7h 30m
1 stop
$229Southwest
Tue, Jun 9 - Tue, Jun 16
United Airlines Logo
6:00 am - 1:25 pm
ORD
-
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6h 25m
1 stop
United Airlines Logo
7:16 pm - 11:26 pm
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ORD
5h 10m
1 stop
$229United Airlines
Wed, Apr 1 - Sat, Apr 4
American Airlines Logo
1:39 pm - 10:50 pm
ORD
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8h 11m
1 stop
American Airlines Logo
5:57 pm - 8:07 pm
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ORD
3h 10mnonstop
$230American Airlines
Thu, Jun 18 - Sun, Jun 21
JetBlue Logo
6:00 am - 1:29 pm
ORD
-
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6h 29m
1 stop
JetBlue Logo
2:25 pm - 8:44 pm
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ORD
7h 19m
1 stop
$233JetBlue
Mon, May 25 - Fri, May 29
Delta Logo
7:00 am - 11:57 am
ORD
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3h 57m
1 stop
Delta Logo
11:02 am - 8:19 pm
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ORD
10h 17m
2 stops
$234Delta
Fri, Apr 10 - Mon, Apr 13
American Airlines Logo
5:00 am - 11:15 am
ORD
-
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5h 15m
1 stop
American Airlines Logo
6:01 pm - 8:14 pm
PWM
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ORD
3h 13mnonstop
$239American Airlines
Wed, May 6 - Mon, May 11
Delta Logo
9:27 am - 3:57 pm
MDW
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5h 30m
1 stop
Delta Logo
12:52 pm - 6:14 pm
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MDW
6h 22m
1 stop
$240Delta
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$103
Best time to beat the crowds with an average 9% 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