Find Deals on Flights from Chicago to Portland (CHI - PDX)

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youth
12-17
Child
2-11
Seat Infant
under 2
Lap Infant
under 2
The price shown for each flight will be the average for all passengers including any infants.
Compare vs. KAYAK all | none
Browse Origins:
Browse Destinations:

Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Chicago to Portland

(Round-trip)
Depart: Sat Oct 17 2015 Return: Thu Oct 22 2015 Trip spans 6 days
American Airlines
American Airlines
ORD
1:39p
PDX
6:11p
4h 32m
nonstop
PDX
9:15a
ORD
1:14p
3h 59m
nonstop
Depart: Tue Nov 10 2015 Return: Sat Nov 14 2015 Trip spans 5 days
United
United
ORD
1:00a
PDX
9:43a
8h 43m
1 stop
PDX
5:57a
ORD
9:48a
3h 51m
nonstop
Depart: Wed Nov 11 2015 Return: Sat Nov 14 2015 Trip spans 4 days
United
United
ORD
1:00a
PDX
9:43a
8h 43m
1 stop
PDX
5:57a
ORD
9:48a
3h 51m
nonstop
Depart: Thu Nov 12 2015 Return: Sat Nov 14 2015 Trip spans 3 days
United
United
ORD
1:00a
PDX
9:43a
8h 43m
1 stop
PDX
5:57a
ORD
9:48a
3h 51m
nonstop
Depart: Tue Sep 8 2015 Return: Sun Sep 13 2015 Trip spans 6 days
Spirit Airlines
Spirit Airlines
ORD
4:45p
PDX
9:03p
4h 18m
nonstop
PDX
7:56p
ORD
11:45p
3h 49m
nonstop
Depart: Thu Sep 10 2015 Return: Sun Sep 13 2015 Trip spans 4 days
Spirit Airlines
Spirit Airlines
ORD
3:50p
PDX
8:13p
4h 23m
nonstop
PDX
7:56p
ORD
11:45p
3h 49m
nonstop
Depart: Fri Sep 11 2015 Return: Sun Sep 13 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
ORD
3:50p
PDX
8:13p
4h 23m
nonstop
PDX
7:56p
ORD
11:45p
3h 49m
nonstop
Depart: Sat Sep 12 2015 Return: Mon Sep 14 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
ORD
3:50p
PDX
8:13p
4h 23m
nonstop
PDX
7:56p
ORD
11:45p
3h 49m
nonstop
Depart: Mon Sep 14 2015 Return: Tue Sep 15 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
3:50p
PDX
8:13p
4h 23m
nonstop
PDX
7:56p
ORD
11:45p
3h 49m
nonstop
Depart: Tue Sep 15 2015 Return: Wed Sep 16 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
3:50p
PDX
8:13p
4h 23m
nonstop
PDX
7:56p
ORD
11:45p
3h 49m
nonstop
Depart: Wed Sep 16 2015 Return: Fri Sep 18 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
ORD
3:50p
PDX
8:13p
4h 23m
nonstop
PDX
7:56p
ORD
11:45p
3h 49m
nonstop
Depart: Thu Sep 17 2015 Return: Fri Sep 18 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
3:50p
PDX
8:13p
4h 23m
nonstop
PDX
7:56p
ORD
11:45p
3h 49m
nonstop
Depart: Fri Sep 18 2015 Return: Sat Sep 19 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
3:50p
PDX
8:13p
4h 23m
nonstop
PDX
7:56p
ORD
11:45p
3h 49m
nonstop
Depart: Sat Sep 19 2015 Return: Sun Sep 20 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
3:50p
PDX
8:13p
4h 23m
nonstop
PDX
7:56p
ORD
11:45p
3h 49m
nonstop
Depart: Mon Sep 21 2015 Return: Tue Sep 22 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
3:50p
PDX
8:13p
4h 23m
nonstop
PDX
7:56p
ORD
11:45p
3h 49m
nonstop
Depart: Tue Sep 22 2015 Return: Thu Sep 24 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
ORD
3:50p
PDX
8:13p
4h 23m
nonstop
PDX
7:56p
ORD
11:45p
3h 49m
nonstop
Depart: Wed Sep 23 2015 Return: Thu Sep 24 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
ORD
3:50p
PDX
8:13p
4h 23m
nonstop
PDX
7:56p
ORD
11:45p
3h 49m
nonstop
Depart: Fri Jan 8 2016 Return: Sat Jan 16 2016 Trip spans 9 days
Delta
Delta
MDW
4:05a
PDX
10:02a
5h 57m
1 stop
PDX
2:00a
MDW
9:56a
7h 56m
1 stop
Depart: Mon Nov 23 2015 Return: Thu Dec 3 2015 Trip spans 11 days
Delta
Delta
ORD
8:40a
PDX
6:16p
9h 36m
1 stop
PDX
1:05a
ORD
8:04a
6h 59m
1 stop
Depart: Wed Nov 18 2015 Return: Wed Dec 2 2015 Trip spans 15 days
Alaska Airlines
Alaska Airlines
ORD
12:20p
PDX
4:57p
4h 37m
nonstop
PDX
5:20a
ORD
9:18a
3h 58m
nonstop
Direct flights CHI to PDX on American Airlines
Flight # Depart ORD Arrive PDX Sun Mon Tue Wed Thu Fri Sat Valid Between
125 10:00 am 12:27 pm Oct 11 - Oct 11
125 10:00 am 12:27 pm Oct 10 - Oct 10
125 10:00 am 12:27 pm Oct 5 - Oct 15
125 10:00 am 12:27 pm Oct 6 - Oct 16
47 10:00 am 12:27 pm Sep 9 - Oct 4
47 10:00 am 12:27 pm Sep 10 - Oct 1
47 12:05 pm 2:39 pm Sep 12 - Oct 3
7120 5:30 pm 7:50 pm Oct 7 - Oct 31
7120 5:30 pm 7:50 pm Oct 6 - Oct 6
7120 5:30 pm 7:50 pm Sep 21 - Oct 5
7120 5:30 pm 7:50 pm Sep 14 - Sep 14
7120 5:30 pm 7:50 pm Sep 12 - Sep 20
7120 5:30 pm 7:50 pm Sep 1 - Sep 11
1490 5:39 pm 8:11 pm Sep 9 - Oct 16
Airports
Origin

Chicago
only $152
only $224
Destination

Portland
$152