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Find Flight Deals from Chicago to Portland (CHI - PWM)

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

Book cheap flights from Chicago to Portland

(Round-trip)
Depart: Sun Feb 15 2015 Return: Fri Feb 20 2015 Trip spans 6 days
US Airways
US Airways
ORD
8:55a
PWM
4:07p
7h 12m
1 stop
PWM
4:12a
ORD
8:58a
4h 46m
1 stop
Depart: Mon Feb 16 2015 Return: Sat Feb 21 2015 Trip spans 6 days
US Airways
US Airways
ORD
2:30a
PWM
6:39a
4h 09m
1 stop
PWM
4:12a
ORD
9:00a
4h 48m
1 stop
Depart: Tue Feb 17 2015 Return: Fri Feb 20 2015 Trip spans 4 days
US Airways
US Airways
ORD
10:55a
PWM
4:07p
5h 12m
1 stop
PWM
6:23a
ORD
10:55a
4h 32m
1 stop
Depart: Wed Feb 18 2015 Return: Mon Feb 23 2015 Trip spans 6 days
US Airways
US Airways
ORD
2:30a
PWM
6:39a
4h 09m
1 stop
PWM
6:23a
ORD
10:55a
4h 32m
1 stop
Depart: Thu Feb 26 2015 Return: Mon Mar 2 2015 Trip spans 5 days
US Airways
US Airways
ORD
2:30a
PWM
6:39a
4h 09m
1 stop
PWM
12:40p
ORD
5:56p
5h 16m
1 stop
Depart: Thu Mar 5 2015 Return: Sun Mar 8 2015 Trip spans 3 days
US Airways
US Airways
ORD
2:30a
PWM
6:39a
4h 09m
1 stop
PWM
4:45a
ORD
10:00a
5h 15m
1 stop
Depart: Wed Mar 11 2015 Return: Mon Mar 16 2015 Trip spans 6 days
US Airways
US Airways
ORD
3:30a
PWM
7:39a
4h 09m
1 stop
PWM
1:40p
ORD
6:56p
5h 16m
1 stop
Depart: Thu Mar 12 2015 Return: Mon Mar 16 2015 Trip spans 5 days
US Airways
US Airways
ORD
3:30a
PWM
7:39a
4h 09m
1 stop
PWM
1:40p
ORD
6:56p
5h 16m
1 stop
Depart: Sat Mar 14 2015 Return: Mon Mar 16 2015 Trip spans 3 days
US Airways
US Airways
ORD
2:00a
PWM
7:39a
5h 39m
1 stop
PWM
1:40p
ORD
6:56p
5h 16m
1 stop
Depart: Mon Mar 16 2015 Return: Thu Mar 19 2015 Trip spans 4 days
US Airways
US Airways
ORD
11:55a
PWM
5:07p
5h 12m
1 stop
PWM
7:23a
ORD
11:55a
4h 32m
1 stop
Depart: Tue Mar 17 2015 Return: Thu Mar 19 2015 Trip spans 3 days
US Airways
US Airways
ORD
3:30a
PWM
7:39a
4h 09m
1 stop
PWM
7:23a
ORD
11:55a
4h 32m
1 stop
Depart: Thu Mar 19 2015 Return: Mon Mar 23 2015 Trip spans 5 days
US Airways
US Airways
ORD
2:00a
PWM
7:39a
5h 39m
1 stop
PWM
7:23a
ORD
11:55a
4h 32m
1 stop
Depart: Wed Mar 25 2015 Return: Wed Apr 1 2015 Trip spans 8 days
US Airways
US Airways
ORD
2:00a
PWM
7:39a
5h 39m
1 stop
PWM
7:26a
ORD
11:48a
4h 22m
1 stop
Depart: Sat Mar 28 2015 Return: Sat Apr 4 2015 Trip spans 8 days
US Airways
US Airways
ORD
2:00a
PWM
7:39a
5h 39m
1 stop
PWM
7:26a
ORD
11:48a
4h 22m
1 stop
Depart: Mon Mar 30 2015 Return: Wed Apr 8 2015 Trip spans 10 days
Multiple Airlines
Multiple Airlines
ORD
2:00a
PWM
7:44a
5h 44m
1 stop
PWM
12:05p
ORD
6:30p
6h 25m
1 stop
Depart: Thu May 28 2015 Return: Tue Jun 2 2015 Trip spans 6 days
JetBlue Airways
JetBlue Airways
ORD
2:00a
PWM
6:58a
4h 58m
1 stop
PWM
1:45a
ORD
8:12a
6h 27m
1 stop
Depart: Fri Feb 6 2015 Return: Sun Feb 8 2015 Trip spans 3 days
American Airlines
American Airlines
ORD
8:55a
PWM
4:01p
7h 06m
1 stop
PWM
3:06a
ORD
9:00a
5h 54m
1 stop
Depart: Tue Feb 24 2015 Return: Sat Feb 28 2015 Trip spans 5 days
Delta
Delta
MDW
11:34a
PWM
4:09p
4h 35m
1 stop
PWM
3:30a
MDW
8:37a
5h 07m
1 stop
Depart: Mon Feb 2 2015 Return: Tue Feb 3 2015 Trip spans 2 days
Delta
Delta
ORD
10:30a
PWM
5:05p
6h 35m
1 stop
PWM
11:20a
ORD
4:15p
4h 55m
1 stop
Depart: Wed Apr 15 2015 Return: Sun Apr 19 2015 Trip spans 5 days
United
United
ORD
3:40a
PWM
10:49a
7h 09m
1 stop
PWM
3:47p
ORD
4:40a
12h 53m
1 stop
Change your search
Select an airline:  United
Direct flights CHI to PWM on United
Flight # Depart ORD Arrive PWM Sun Mon Tue Wed Thu Fri Sat Valid Between
3641 11:30 am 2:44 pm Feb 21 - Feb 21
3692 11:30 am 2:44 pm Feb 14 - Feb 14
3692 11:30 am 2:44 pm Feb 1 - Feb 1
3692 11:30 am 2:44 pm Feb 28 - Feb 28
6069 1:15 pm 4:33 pm Jan 24 - Feb 7
3606 1:44 pm 4:58 pm Feb 18 - Feb 23
3606 1:44 pm 4:58 pm Feb 26 - Mar 3
3606 1:44 pm 4:58 pm Feb 25 - Feb 25
3656 1:44 pm 4:58 pm Feb 12 - Feb 19
3656 1:44 pm 4:58 pm Feb 17 - Feb 17
3656 1:44 pm 4:58 pm Feb 20 - Feb 20
3656 1:44 pm 4:58 pm Mar 1 - Mar 1
3692 1:44 pm 4:58 pm Feb 15 - Feb 15
3692 1:44 pm 4:58 pm Feb 24 - Feb 24
3693 1:44 pm 4:58 pm Mar 4 - Mar 4
3701 1:44 pm 4:58 pm Feb 22 - Feb 22
3656 1:45 pm 4:59 pm Feb 10 - Feb 11
3656 1:45 pm 4:59 pm Jan 28 - Feb 4
3656 1:45 pm 4:59 pm Jan 27 - Feb 3
3692 1:45 pm 4:59 pm Feb 8 - Feb 8
3693 1:45 pm 4:59 pm Jan 22 - Feb 5
3693 1:45 pm 4:59 pm Jan 23 - Feb 9
Airports
Origin

Chicago
only $228
only $324
Destination

Portland
$228