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

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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Book cheap flights from Portland to Chicago

(Round-trip)
Depart: Thu Jan 11 2018 Return: Tue Jan 16 2018 Trip spans 6 days
Frontier
Frontier
PDX
ORD
10h 25m
1 stop
ORD
PDX
19h 00m
1 stop
Depart: Tue Dec 5 2017 Return: Wed Dec 6 2017 Trip spans 2 days
Multiple Airlines
Multiple Airlines
PDX
ORD
12h 44m
1 stop
ORD
PDX
23h 48m
1 stop
Depart: Sat May 5 2018 Return: Thu May 10 2018 Trip spans 6 days
Spirit Airlines
Spirit Airlines
PDX
ORD
9h 44m
1 stop
ORD
PDX
4h 17m
nonstop
Depart: Wed Dec 6 2017 Return: Wed Dec 13 2017 Trip spans 8 days
Frontier
Frontier
PDX
ORD
17h 20m
1 stop
ORD
PDX
17h 00m
1 stop
Depart: Thu Dec 7 2017 Return: Mon Dec 11 2017 Trip spans 5 days
Frontier
Frontier
PDX
ORD
21h 20m
1 stop
ORD
PDX
16h 55m
1 stop
Depart: Fri Dec 8 2017 Return: Wed Dec 13 2017 Trip spans 6 days
Frontier
Frontier
PDX
ORD
17h 20m
1 stop
ORD
PDX
17h 00m
1 stop
Depart: Sat Jan 13 2018 Return: Wed Jan 17 2018 Trip spans 5 days
Frontier
Frontier
PDX
ORD
7h 10m
1 stop
ORD
PDX
15h 45m
1 stop
Depart: Tue Mar 13 2018 Return: Wed Mar 21 2018 Trip spans 9 days
Spirit Airlines
Spirit Airlines
PDX
ORD
12h 43m
1 stop
ORD
PDX
7h 57m
1 stop
Depart: Tue Jan 16 2018 Return: Wed Jan 24 2018 Trip spans 9 days
Frontier
Frontier
PDX
ORD
10h 25m
1 stop
ORD
PDX
8h 46m
1 stop
Depart: Wed Jan 17 2018 Return: Wed Jan 24 2018 Trip spans 8 days
Frontier
Frontier
PDX
ORD
17h 53m
1 stop
ORD
PDX
8h 46m
1 stop
Depart: Thu Jan 18 2018 Return: Wed Jan 24 2018 Trip spans 7 days
Frontier
Frontier
PDX
ORD
10h 25m
1 stop
ORD
PDX
8h 46m
1 stop
Depart: Tue Jan 23 2018 Return: Wed Jan 31 2018 Trip spans 9 days
Frontier
Frontier
PDX
ORD
21h 08m
1 stop
ORD
PDX
15h 45m
1 stop
Depart: Wed Jan 24 2018 Return: Wed Jan 31 2018 Trip spans 8 days
Frontier
Frontier
PDX
ORD
17h 53m
1 stop
ORD
PDX
8h 46m
1 stop
Depart: Tue Jan 30 2018 Return: Wed Feb 7 2018 Trip spans 9 days
Frontier
Frontier
PDX
ORD
21h 08m
1 stop
ORD
PDX
15h 45m
1 stop
Depart: Wed Jan 31 2018 Return: Wed Feb 7 2018 Trip spans 8 days
Frontier
Frontier
PDX
ORD
17h 53m
1 stop
ORD
PDX
15h 45m
1 stop
Depart: Tue Feb 6 2018 Return: Tue Feb 13 2018 Trip spans 8 days
Frontier
Frontier
PDX
ORD
10h 25m
1 stop
ORD
PDX
19h 00m
1 stop
Depart: Wed Feb 7 2018 Return: Tue Feb 13 2018 Trip spans 7 days
Frontier
Frontier
PDX
ORD
7h 10m
1 stop
ORD
PDX
19h 00m
1 stop
Depart: Tue Feb 13 2018 Return: Wed Feb 21 2018 Trip spans 9 days
Frontier
Frontier
PDX
ORD
21h 08m
1 stop
ORD
PDX
15h 45m
1 stop
Depart: Wed Feb 14 2018 Return: Wed Feb 21 2018 Trip spans 8 days
Frontier
Frontier
PDX
ORD
7h 10m
1 stop
ORD
PDX
15h 45m
1 stop
Depart: Thu Nov 30 2017 Return: Wed Dec 6 2017 Trip spans 7 days
Frontier
Frontier
PDX
ORD
21h 20m
1 stop
ORD
PDX
9h 08m
1 stop
Direct flights PDX to CHI on American Airlines
Flight # Depart PDX Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
2719 12:15 am 6:10 am Dec 15 - Dec 24
2719 12:15 am 6:10 am Dec 26 - Jan 7
398 7:15 am 1:15 pm Dec 3 - Dec 10
86 7:15 am 1:17 pm Dec 17 - Jan 7
398 8:10 am 2:10 pm Nov 29 - Dec 14
86 8:10 am 2:12 pm Dec 15 - Dec 23
86 8:10 am 2:12 pm Dec 25 - Dec 25
86 8:10 am 2:12 pm Dec 26 - Jan 6
86 8:10 am 2:10 pm Nov 21 - Nov 28
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Airports
Origin

Portland
$149
Destination

Chicago
$149