Find Deals on 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 Oct 25 2016 Return: Wed Nov 2 2016 Trip spans 9 days
Spirit Airlines
Spirit Airlines
ORD
PDX
4h 24m
nonstop
PDX
ORD
3h 49m
nonstop
Depart: Mon Oct 3 2016 Return: Wed Oct 5 2016 Trip spans 3 days
Major Airline
Major Airline
ORD
PDX
4h 24m
nonstop
PDX
ORD
3h 49m
nonstop
Depart: Tue Nov 1 2016 Return: Wed Nov 2 2016 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
PDX
4h 24m
nonstop
PDX
ORD
3h 49m
nonstop
Depart: Wed Dec 7 2016 Return: Mon Dec 12 2016 Trip spans 6 days
United
United
ORD
PDX
4h 39m
nonstop
PDX
ORD
3h 45m
nonstop
Depart: Wed Jan 25 2017 Return: Tue Jan 31 2017 Trip spans 7 days
American Airlines
American Airlines
ORD
PDX
4h 40m
nonstop
PDX
ORD
4h 02m
nonstop
Depart: Wed Nov 2 2016 Return: Wed Nov 9 2016 Trip spans 8 days
Delta
Delta
MDW
PDX
6h 21m
1 stop
PDX
MDW
6h 03m
1 stop
Depart: Thu Nov 24 2016 Return: Fri Nov 25 2016 Trip spans 2 days
Alaska Airlines
Alaska Airlines
ORD
PDX
4h 35m
nonstop
PDX
ORD
4h 00m
nonstop
Depart: Sat Oct 8 2016 Return: Wed Oct 12 2016 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
PDX
4h 24m
nonstop
PDX
ORD
3h 49m
nonstop
Depart: Thu Sep 29 2016 Return: Tue Oct 11 2016 Trip spans 13 days
Major Airline
Major Airline
ORD
PDX
4h 24m
nonstop
PDX
ORD
3h 57m
nonstop
Depart: Thu Sep 29 2016 Return: Tue Oct 4 2016 Trip spans 6 days
Major Airline
Major Airline
ORD
PDX
4h 20m
nonstop
PDX
ORD
3h 49m
nonstop
Depart: Wed Sep 28 2016 Return: Wed Oct 5 2016 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
PDX
4h 24m
nonstop
PDX
ORD
3h 49m
nonstop
Depart: Thu Feb 2 2017 Return: Sun Feb 5 2017 Trip spans 4 days
American Airlines
American Airlines
ORD
PDX
4h 40m
nonstop
PDX
ORD
4h 02m
nonstop
Depart: Sat Nov 5 2016 Return: Tue Nov 8 2016 Trip spans 4 days
Major Airline
Major Airline
MDW
PDX
4h 25m
nonstop
PDX
MDW
3h 55m
nonstop
Depart: Mon Feb 6 2017 Return: Mon Feb 13 2017 Trip spans 8 days
American Airlines
American Airlines
ORD
PDX
4h 40m
nonstop
PDX
ORD
6h 44m
1 stop
Depart: Sat Dec 3 2016 Return: Tue Dec 6 2016 Trip spans 4 days
Delta
Delta
MDW
PDX
6h 17m
1 stop
PDX
MDW
7h 42m
1 stop
Depart: Sat Oct 22 2016 Return: Tue Oct 25 2016 Trip spans 4 days
Delta
Delta
MDW
PDX
6h 18m
1 stop
PDX
MDW
10h 37m
2 stops
Depart: Sat Jan 7 2017 Return: Sun Jan 15 2017 Trip spans 9 days
Major Airline
Major Airline
ORD
PDX
4h 40m
nonstop
PDX
ORD
4h 02m
nonstop
Depart: Thu Dec 8 2016 Return: Sat Dec 10 2016 Trip spans 3 days
Major Airline
Major Airline
ORD
PDX
4h 49m
nonstop
PDX
ORD
4h 05m
nonstop
Depart: Wed Mar 1 2017 Return: Sun Mar 5 2017 Trip spans 5 days
American Airlines
American Airlines
ORD
PDX
4h 40m
nonstop
PDX
ORD
4h 02m
nonstop
Depart: Mon Oct 31 2016 Return: Fri Nov 4 2016 Trip spans 5 days
Major Airline
Major Airline
MDW
PDX
7h 10m
1 stop
PDX
MDW
4h 05m
nonstop
Direct flights CHI to PDX on American Airlines
Flight # Depart ORD Arrive PDX Sun Mon Tue Wed Thu Fri Sat Valid Between
1500 10:15 am 12:32 pm Oct 6 - Nov 3
1500 10:15 am 12:32 pm Sep 29 - Oct 5
87 5:05 pm 7:30 pm Sep 29 - Oct 5
87 5:05 pm 7:30 pm Oct 30 - Nov 3
87 5:05 pm 7:30 pm Oct 7 - Oct 29
87 5:05 pm 7:30 pm Oct 6 - Oct 6
7120 5:45 pm 8:10 pm Oct 3 - Oct 16
7120 5:45 pm 8:10 pm Oct 25 - Nov 1
7120 5:45 pm 8:10 pm Oct 17 - Oct 22
7120 5:45 pm 8:10 pm Oct 19 - Nov 4
7120 5:45 pm 8:10 pm Oct 4 - Oct 15
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
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 $110
only $200
Destination

Portland
$110
Airlines Airline reviews

146 travelers who booked a flight from Chicago to Portland rated their chosen airlines with an average of 5.9.

Overall
6.1
Boarding
6.4
Crew
6.8
Comfort
5.7
Food
4.8
Entertainment
4.9