Find Cheap Flights from Chicago to Portland (CHI - PDX)

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Chicago to Portland

(Round-trip)
Depart: Tue Jan 9 2018 Return: Wed Jan 17 2018 Trip spans 9 days
Spirit Airlines
Spirit Airlines
ORD
PDX
7h 33m
1 stop
PDX
ORD
6h 13m
1 stop
Depart: Tue Oct 3 2017 Return: Tue Oct 24 2017 Trip spans 22 days
Multiple Airlines
Multiple Airlines
ORD
PDX
6h 53m
1 stop
PDX
ORD
9h 27m
1 stop
Depart: Wed Oct 11 2017 Return: Wed Oct 25 2017 Trip spans 15 days
Frontier
Frontier
ORD
PDX
9h 20m
1 stop
PDX
ORD
17h 39m
1 stop
Depart: Sat Oct 14 2017 Return: Sat Oct 21 2017 Trip spans 8 days
Delta
Delta
ORD
PDX
7h 38m
1 stop
PDX
ORD
7h 52m
1 stop
Depart: Tue Oct 31 2017 Return: Mon Nov 6 2017 Trip spans 7 days
Frontier
Frontier
ORD
PDX
21h 53m
1 stop
PDX
ORD
17h 20m
1 stop
Depart: Wed Nov 8 2017 Return: Mon Nov 13 2017 Trip spans 6 days
Multiple Airlines
Multiple Airlines
ORD
PDX
9h 08m
1 stop
PDX
ORD
12h 44m
1 stop
Depart: Wed Nov 1 2017 Return: Mon Nov 6 2017 Trip spans 6 days
Frontier
Frontier
ORD
PDX
9h 08m
1 stop
PDX
ORD
17h 20m
1 stop
Depart: Tue Oct 17 2017 Return: Tue Oct 24 2017 Trip spans 8 days
Delta
Delta
ORD
PDX
6h 44m
1 stop
PDX
ORD
8h 03m
1 stop
Depart: Tue Nov 7 2017 Return: Tue Nov 14 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
PDX
12h 07m
1 stop
PDX
ORD
6h 05m
1 stop
Depart: Sat Dec 9 2017 Return: Tue Dec 12 2017 Trip spans 4 days
Multiple Airlines
Multiple Airlines
ORD
PDX
17h 05m
1 stop
PDX
ORD
12h 44m
1 stop
Depart: Sat Nov 4 2017 Return: Wed Nov 8 2017 Trip spans 5 days
Frontier
Frontier
ORD
PDX
20h 49m
1 stop
PDX
ORD
17h 20m
1 stop
Depart: Wed Oct 18 2017 Return: Wed Oct 25 2017 Trip spans 8 days
Delta
Delta
ORD
PDX
7h 40m
1 stop
PDX
ORD
8h 03m
1 stop
Depart: Tue Nov 21 2017 Return: Tue Nov 28 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
PDX
7h 56m
1 stop
PDX
ORD
12h 44m
1 stop
Depart: Tue Oct 17 2017 Return: Fri Oct 20 2017 Trip spans 4 days
Multiple Airlines
Multiple Airlines
ORD
PDX
7h 40m
1 stop
PDX
ORD
17h 39m
1 stop
Depart: Tue Nov 7 2017 Return: Tue Nov 14 2017 Trip spans 8 days
Frontier
Frontier
ORD
PDX
8h 09m
1 stop
PDX
ORD
18h 35m
1 stop
Depart: Sat Oct 21 2017 Return: Wed Oct 25 2017 Trip spans 5 days
Delta
Delta
ORD
PDX
7h 38m
1 stop
PDX
ORD
8h 03m
1 stop
Depart: Tue Nov 21 2017 Return: Tue Nov 28 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
PDX
7h 56m
1 stop
PDX
ORD
12h 44m
1 stop
Depart: Wed Nov 8 2017 Return: Tue Nov 14 2017 Trip spans 7 days
Frontier
Frontier
ORD
PDX
19h 49m
1 stop
PDX
ORD
18h 35m
1 stop
Depart: Sat Oct 28 2017 Return: Tue Oct 31 2017 Trip spans 4 days
Delta
Delta
MDW
PDX
9h 01m
1 stop
PDX
MDW
9h 13m
1 stop
Depart: Sat Dec 9 2017 Return: Tue Dec 12 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
PDX
7h 56m
1 stop
PDX
ORD
12h 44m
1 stop
Direct flights CHI to PDX on American Airlines
Flight # Depart ORD Arrive PDX Sun Mon Tue Wed Thu Fri Sat Valid Between
1428 9:55 am 12:18 pm Sep 2 - Nov 4
87 5:15 pm 7:39 pm Oct 2 - Oct 28
87 5:15 pm 7:39 pm Oct 29 - Oct 29
87 5:15 pm 7:39 pm Oct 30 - Nov 4
87 5:15 pm 7:39 pm Sep 2 - Oct 1
2653 8:30 pm 10:52 pm Sep 2 - Oct 6
2653 8:30 pm 10:52 pm Oct 8 - Oct 27
2653 8:30 pm 10:52 pm Oct 11 - Oct 25
2653 8:30 pm 10:52 pm Oct 29 - Oct 29
2653 8:30 pm 10:52 pm Oct 30 - Nov 3
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Here's why:

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At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

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Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

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^ The fares displayed in KAYAK ads found on other sites include all taxes and fees for economy class travel and were found by KAYAK users in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.
Airports
Origin

Chicago
only $176
only $200
Destination

Portland
$176
Airlines Airline reviews

162 travelers who booked a flight from Chicago to Portland rated their chosen airlines with an average of 5.3.

Overall
5.5
Boarding
6.2
Crew
6.5
Comfort
5.0
Food
3.7
Entertainment
3.5