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 29 2017 Return: Wed May 3 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
PDX
4h 16m
nonstop
PDX
ORD
3h 55m
nonstop
Depart: Wed May 10 2017 Return: Sat May 13 2017 Trip spans 4 days
Major Airline
Major Airline
ORD
PDX
4h 16m
nonstop
PDX
ORD
4h 06m
nonstop
Depart: Sat Mar 4 2017 Return: Tue Mar 7 2017 Trip spans 4 days
Frontier
Frontier
ORD
PDX
19h 34m
1 stop
PDX
ORD
13h 10m
1 stop
Depart: Wed Mar 29 2017 Return: Wed Apr 5 2017 Trip spans 8 days
United
United
ORD
PDX
8h 29m
1 stop
PDX
ORD
4h 00m
nonstop
Depart: Tue Feb 28 2017 Return: Tue Mar 7 2017 Trip spans 8 days
Delta
Delta
MDW
PDX
8h 52m
1 stop
PDX
MDW
8h 38m
1 stop
Depart: Sat Apr 29 2017 Return: Tue May 2 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
PDX
4h 16m
nonstop
PDX
ORD
3h 55m
nonstop
Depart: Thu Jun 1 2017 Return: Sat Jun 3 2017 Trip spans 3 days
Major Airline
Major Airline
ORD
PDX
4h 16m
nonstop
PDX
ORD
3h 54m
nonstop
Depart: Wed May 24 2017 Return: Wed May 31 2017 Trip spans 8 days
Spirit Airlines
Spirit Airlines
ORD
PDX
4h 16m
nonstop
PDX
ORD
3h 54m
nonstop
Depart: Sat Jun 3 2017 Return: Wed Jun 7 2017 Trip spans 5 days
Major Airline
Major Airline
ORD
PDX
4h 24m
nonstop
PDX
ORD
4h 07m
nonstop
Depart: Tue Jun 6 2017 Return: Tue Jun 13 2017 Trip spans 8 days
Major Airline
Major Airline
ORD
PDX
4h 30m
nonstop
PDX
ORD
3h 54m
nonstop
Depart: Tue Aug 22 2017 Return: Sat Aug 26 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
PDX
4h 20m
nonstop
PDX
ORD
3h 48m
nonstop
Depart: Thu Apr 27 2017 Return: Tue May 2 2017 Trip spans 6 days
Spirit Airlines
Spirit Airlines
ORD
PDX
4h 16m
nonstop
PDX
ORD
3h 55m
nonstop
Depart: Wed Mar 8 2017 Return: Tue Mar 14 2017 Trip spans 6 days
United
United
ORD
PDX
4h 36m
nonstop
PDX
ORD
4h 02m
nonstop
Depart: Sat May 27 2017 Return: Wed May 31 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
PDX
4h 16m
nonstop
PDX
ORD
3h 54m
nonstop
Depart: Mon Mar 6 2017 Return: Wed Mar 8 2017 Trip spans 3 days
Delta
Delta
MDW
PDX
10h 05m
1 stop
PDX
MDW
6h 01m
1 stop
Depart: Tue Jul 18 2017 Return: Tue Jul 25 2017 Trip spans 8 days
Major Airline
Major Airline
ORD
PDX
4h 25m
nonstop
PDX
ORD
3h 48m
nonstop
Depart: Thu Aug 24 2017 Return: Mon Aug 28 2017 Trip spans 5 days
Spirit Airlines
Spirit Airlines
ORD
PDX
4h 20m
nonstop
PDX
ORD
3h 48m
nonstop
Depart: Thu Apr 20 2017 Return: Sun Apr 23 2017 Trip spans 4 days
Delta
Delta
MDW
PDX
6h 02m
1 stop
PDX
MDW
8h 52m
1 stop
Depart: Tue Apr 25 2017 Return: Fri Apr 28 2017 Trip spans 4 days
Major Airline
Major Airline
ORD
PDX
4h 26m
nonstop
PDX
ORD
4h 03m
nonstop
Depart: Tue Apr 25 2017 Return: Thu Apr 27 2017 Trip spans 3 days
Delta
Delta
MDW
PDX
8h 14m
1 stop
PDX
MDW
8h 52m
1 stop
Direct flights CHI to PDX on American Airlines
Flight # Depart ORD Arrive PDX Sun Mon Tue Wed Thu Fri Sat Valid Between
87 4:54 pm 7:27 pm Apr 1 - Apr 3
87 4:54 pm 7:27 pm Mar 25 - Mar 25
87 4:54 pm 7:27 pm Mar 12 - Mar 24
87 4:54 pm 7:27 pm Mar 6 - Mar 11
87 4:54 pm 7:27 pm Feb 23 - Mar 5
87 4:54 pm 7:27 pm Mar 26 - Mar 31
87 4:55 pm 7:16 pm Apr 4 - Apr 4
1564 8:30 pm 11:00 pm Mar 12 - Mar 31
1564 8:30 pm 11:00 pm Mar 5 - Mar 10
1564 8:30 pm 11:00 pm Apr 2 - Apr 2
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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 $130
only $264
Destination

Portland
$130
Airlines Airline reviews

171 travelers who booked a flight from Chicago to Portland rated their chosen airlines with an average of 5.8.

Overall
6.0
Boarding
6.3
Crew
6.7
Comfort
5.6
Food
4.6
Entertainment
4.5