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Find cheap flights from Illinois to Portland from $39

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 6/13. 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
0 bags
Wed 6/12
Wed 6/19

Search hundreds of travel sites at once for deals on flights to Portland

In the last 7 days travelers have searched 41,771,603 times on KAYAK, and here is why:

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Good to know

Low season

February

High season

August

Cheapest flight

$39
Best time to beat the crowds with an average 0% drop in price.
Most popular time to fly and prices are also 8% lower on average.
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.

See more FAQs

Prefer to fly non-stop from Illinois to Portland?

Find which airlines fly direct from Illinois to Portland, which days they fly and book direct flights.

Nonstop departures

Illinois to Portland

Monday

Aeromexico, Air Canada, Air France, +25 more

Aeromexico, Air Canada, +26 more

Tuesday

Aeromexico, Air Canada, Air France, +24 more

Aeromexico, Air Canada, +25 more

Wednesday

Aeromexico, Air Canada, Air France, +24 more

Aeromexico, Air Canada, +25 more

Thursday

Aeromexico, Air Canada, Air France, +25 more

Aeromexico, Air Canada, +26 more

Friday

Aeromexico, Air Canada, Air France, +24 more

Aeromexico, Air Canada, +25 more

Saturday

Aeromexico, Air Canada, Air France, +24 more

Aeromexico, Air Canada, +25 more

Sunday

Aeromexico, Air Canada, Air France, +25 more

Aeromexico, Air Canada, +26 more

See more direct flights

Nonstop returns

Portland to Illinois

Monday

Aeromexico, Air Canada, Air France, +25 more

Aeromexico, Air Canada, +26 more

Tuesday

Aeromexico, Air Canada, Air France, +24 more

Aeromexico, Air Canada, +25 more

Wednesday

Aeromexico, Air Canada, Air France, +24 more

Aeromexico, Air Canada, +25 more

Thursday

Aeromexico, Air Canada, Air France, +25 more

Aeromexico, Air Canada, +26 more

Friday

Aeromexico, Air Canada, Air France, +24 more

Aeromexico, Air Canada, +25 more

Saturday

Aeromexico, Air Canada, Air France, +24 more

Aeromexico, Air Canada, +25 more

Sunday

Aeromexico, Air Canada, Air France, +25 more

Aeromexico, Air Canada, +26 more

See more direct flights
See more direct flights

Book cheap flights from Illinois to Portland

Recent round-trip flight deals

6/6Thu
nonstopFrontier
2h 20mORD-PWM
6/9Sun
nonstopFrontier
2h 43mPWM-ORD
$78
6/6Thu
nonstopFrontier
2h 20mORD-PWM
6/9Sun
nonstopFrontier
2h 43mPWM-ORD
$79
6/13Thu
nonstop
2h 20mORD-PWM
6/16Sun
1 stop
7h 56mPWM-ORD
$182
7/9Tue
1 stopDelta
6h 59mORD-PWM
7/16Tue
1 stopDelta
5h 06mPWM-ORD
$196
8/6Tue
1 stopDelta
6h 54mMDW-PWM
8/13Tue
1 stopDelta
4h 04mPWM-MDW
$196
7/12Fri
1 stop
17h 08mORD-PWM
7/14Sun
nonstop
2h 46mPWM-ORD
$197
8/7Wed
1 stopAmerican Airlines
6h 43mORD-PWM
8/14Wed
nonstopAmerican Airlines
2h 50mPWM-ORD
$215
8/28Wed
nonstopAmerican Airlines
2h 31mORD-PWM
8/30Fri
nonstopAmerican Airlines
2h 50mPWM-ORD
$218
6/19Wed
1 stopSun Country Air
15h 36mORD-PWM
6/27Thu
1 stopSun Country Air
6h 39mPWM-ORD
$229
7/4Thu
1 stopSun Country Air
17h 05mORD-PWM
7/13Sat
1 stopSun Country Air
9h 32mPWM-ORD
$242

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Recent one-way flight deals

6/13Thu
nonstopFrontier
2h 20mORD-PWM
$39
6/4Tue
nonstopFrontier
2h 20mORD-PWM
$40
8/28Wed
1 stopDelta
4h 55mORD-PWM
$98
7/23Tue
1 stopDelta
4h 41mMDW-PWM
$98
6/16Sun
1 stopSun Country Air
4h 59mORD-PWM
$113
9/18Wed
nonstopAmerican Airlines
2h 28mORD-PWM
$120
6/11Tue
1 stopAmerican Airlines
5h 40mORD-PWM
$127
6/30Sun
1 stopSun Country Air
12h 56mORD-PWM
$143
6/10Mon
nonstopUnited Airlines
2h 30mORD-PWM
$155
5/25Sat
nonstopUnited Airlines
2h 30mORD-PWM
$190

Search by stops

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Last minute flights from Illinois to Portland

Last minute flight, train and bus deals

5/15Wed
multi-stopFrontier
23h 44mORD-PWM
5/26Sun
nonstopFrontier
2h 46mPWM-ORD
$172
5/16Thu
nonstopFrontier
2h 20mORD-PWM
5/21Tue
nonstopFrontier
2h 46mPWM-ORD
$192
5/18Sat
multi-stopAmerican Airlines
8h 04mORD-PWM
6/14Fri
nonstopAmerican Airlines
2h 53mPWM-ORD
$491
5/18Sat
nonstopUnited Airlines
2h 31mORD-PWM
5/24Fri
nonstopUnited Airlines
2h 51mPWM-ORD
$518
5/15Wed
multi-stopDelta
10h 26mORD-PWM
5/26Sun
multi-stopDelta
7h 25mPWM-ORD
$523
5/18Sat
multi-stopAmerican Airlines
8h 04mORD-PWM
6/14Fri
multi-stopAmerican Airlines
5h 07mPWM-ORD
$525
5/18Sat
multi-stopUnited Airlines
7h 47mORD-PWM
5/24Fri
nonstopUnited Airlines
2h 51mPWM-ORD
$527
5/16Thu
multi-stop
22h 37mORD-PWM
5/18Sat
multi-stop
24h 26mPWM-ORD
$620
5/14Tue
multi-stopDelta
4h 57mORD-PWM
5/16Thu
multi-stopDelta
5h 20mPWM-ORD
$636
5/16Thu
multi-stop
15h 33mORD-PWM
5/18Sat
multi-stop
24h 26mPWM-ORD
$668

Search by stops

Search by airline

Search by price