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: Sat Apr 16 2016 Return: Wed Apr 20 2016 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
PDX
4h 12m
nonstop
PDX
ORD
3h 56m
nonstop
Depart: Thu Apr 21 2016 Return: Mon Apr 25 2016 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
PDX
4h 12m
nonstop
PDX
ORD
3h 56m
nonstop
Depart: Wed May 18 2016 Return: Tue May 24 2016 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ORD
PDX
4h 12m
nonstop
PDX
ORD
3h 56m
nonstop
Depart: Fri Aug 26 2016 Return: Sun Aug 28 2016 Trip spans 3 days
Spirit Airlines
Spirit Airlines
ORD
PDX
4h 13m
nonstop
PDX
ORD
3h 56m
nonstop
Depart: Wed Jun 1 2016 Return: Mon Jun 13 2016 Trip spans 13 days
Spirit Airlines
Spirit Airlines
ORD
PDX
4h 12m
nonstop
PDX
ORD
3h 56m
nonstop
Depart: Sat Jul 16 2016 Return: Fri Jul 22 2016 Trip spans 7 days
Frontier
Frontier
ORD
PDX
4h 30m
nonstop
PDX
ORD
4h 00m
nonstop
Depart: Thu Jun 2 2016 Return: Thu Jun 9 2016 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
PDX
4h 12m
nonstop
PDX
ORD
3h 56m
nonstop
Depart: Thu May 5 2016 Return: Sun May 8 2016 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
PDX
4h 12m
nonstop
PDX
ORD
3h 56m
nonstop
Depart: Tue May 24 2016 Return: Sat May 28 2016 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
PDX
4h 12m
nonstop
PDX
ORD
3h 56m
nonstop
Depart: Sat Mar 5 2016 Return: Sat Mar 12 2016 Trip spans 8 days
Frontier
Frontier
ORD
PDX
16h 46m
1 stop
PDX
ORD
12h 12m
1 stop
Depart: Wed Mar 9 2016 Return: Tue Mar 15 2016 Trip spans 6 days
Frontier
Frontier
ORD
PDX
8h 03m
1 stop
PDX
ORD
9h 27m
1 stop
Depart: Mon Jul 25 2016 Return: Fri Jul 29 2016 Trip spans 5 days
Frontier
Frontier
ORD
PDX
4h 30m
nonstop
PDX
ORD
4h 00m
nonstop
Depart: Fri Mar 4 2016 Return: Tue Mar 8 2016 Trip spans 5 days
Frontier
Frontier
ORD
PDX
16h 46m
1 stop
PDX
ORD
9h 37m
1 stop
Depart: Tue Jul 12 2016 Return: Sat Jul 23 2016 Trip spans 12 days
Spirit Airlines
Spirit Airlines
ORD
PDX
4h 13m
nonstop
PDX
ORD
3h 56m
nonstop
Depart: Mon Feb 29 2016 Return: Sat Mar 5 2016 Trip spans 6 days
Delta
Delta
MDW
PDX
6h 24m
1 stop
PDX
MDW
7h 36m
1 stop
Depart: Tue Feb 9 2016 Return: Tue Feb 23 2016 Trip spans 15 days
American Airlines
American Airlines
ORD
PDX
4h 33m
nonstop
PDX
ORD
3h 56m
nonstop
Depart: Sat Jun 18 2016 Return: Fri Jun 24 2016 Trip spans 7 days
Spirit Airlines
Spirit Airlines
ORD
PDX
4h 13m
nonstop
PDX
ORD
3h 56m
nonstop
Depart: Thu Aug 18 2016 Return: Sun Aug 21 2016 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
PDX
4h 13m
nonstop
PDX
ORD
3h 56m
nonstop
Depart: Thu Mar 10 2016 Return: Sat Mar 12 2016 Trip spans 3 days
United
United
ORD
PDX
4h 28m
nonstop
PDX
ORD
4h 01m
nonstop
Depart: Sun Feb 14 2016 Return: Wed Feb 17 2016 Trip spans 4 days
Alaska Airlines
Alaska Airlines
ORD
PDX
4h 45m
nonstop
PDX
ORD
3h 49m
nonstop
Direct flights CHI to PDX on American Airlines
Flight # Depart ORD Arrive PDX Sun Mon Tue Wed Thu Fri Sat Valid Between
55 1:39 pm 4:12 pm Mar 13 - Mar 20
7120 5:20 pm 8:05 pm Mar 10 - Mar 12
7120 5:20 pm 8:05 pm Feb 14 - Feb 25
7120 5:20 pm 8:05 pm Feb 27 - Mar 9
7120 5:20 pm 8:05 pm Feb 26 - Mar 3
7120 5:40 pm 8:10 pm Mar 16 - Mar 23
7120 5:40 pm 8:10 pm Mar 13 - Mar 21
87 5:43 pm 8:16 pm Mar 1 - Mar 12
87 5:43 pm 8:16 pm Feb 12 - Feb 29
87 5:43 pm 8:16 pm Feb 11 - Feb 25
87 5:43 pm 8:16 pm Mar 14 - Mar 25
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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

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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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Airports
Origin

Chicago
only $187
only $274
Destination

Portland
$187