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

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Book cheap flights from Portland to Chicago

(Round-trip)
Depart: Wed May 27 2015 Return: Tue Jun 2 2015 Trip spans 7 days
American Airlines
American Airlines
PWM
4:05a
ORD
9:57a
5h 52m
1 stop
ORD
2:00a
PWM
5:54a
3h 54m
1 stop
Depart: Sat May 16 2015 Return: Wed May 27 2015 Trip spans 12 days
US Airways
US Airways
PWM
3:07a
ORD
9:41a
6h 34m
1 stop
ORD
2:00a
PWM
7:44a
5h 44m
1 stop
Depart: Mon Oct 5 2015 Return: Wed Oct 14 2015 Trip spans 10 days
JetBlue Airways
JetBlue Airways
PWM
11:15a
ORD
6:04p
6h 49m
1 stop
ORD
2:25p
PWM
6:53p
4h 28m
1 stop
Depart: Sat May 9 2015 Return: Tue May 12 2015 Trip spans 4 days
American Airlines
American Airlines
PWM
9:15a
ORD
2:44p
5h 29m
1 stop
ORD
3:10a
PWM
7:44a
4h 34m
1 stop
Depart: Wed May 13 2015 Return: Wed May 27 2015 Trip spans 15 days
American Airlines
American Airlines
PWM
7:26a
ORD
11:48a
4h 22m
1 stop
ORD
12:40p
PWM
5:35p
4h 55m
1 stop
Depart: Sat May 23 2015 Return: Wed May 27 2015 Trip spans 5 days
American Airlines
American Airlines
PWM
8:25a
ORD
2:54p
6h 29m
1 stop
ORD
12:40p
PWM
5:35p
4h 55m
1 stop
Depart: Tue Jun 9 2015 Return: Wed Jun 10 2015 Trip spans 2 days
American Airlines
American Airlines
PWM
2:05p
ORD
6:56p
4h 51m
1 stop
ORD
2:00a
PWM
5:55a
3h 55m
1 stop
Depart: Wed Jul 15 2015 Return: Tue Jul 21 2015 Trip spans 7 days
American Airlines
American Airlines
PWM
2:05p
ORD
6:56p
4h 51m
1 stop
ORD
2:00a
PWM
7:45a
5h 45m
1 stop
Depart: Wed Jun 3 2015 Return: Sat Jun 6 2015 Trip spans 4 days
American Airlines
American Airlines
PWM
1:59p
ORD
6:55p
4h 56m
1 stop
ORD
11:57a
PWM
5:21p
5h 24m
1 stop
Depart: Sat May 2 2015 Return: Tue May 12 2015 Trip spans 11 days
American Airlines
American Airlines
PWM
4:05a
ORD
11:06a
7h 01m
1 stop
ORD
2:00a
PWM
5:54a
3h 54m
1 stop
Depart: Thu May 28 2015 Return: Sun May 31 2015 Trip spans 4 days
American Airlines
American Airlines
PWM
1:45a
ORD
9:02a
7h 17m
1 stop
ORD
2:00a
PWM
5:54a
3h 54m
1 stop
Depart: Tue Aug 11 2015 Return: Thu Aug 13 2015 Trip spans 3 days
American Airlines
American Airlines
PWM
2:05p
ORD
6:56p
4h 51m
1 stop
ORD
2:00a
PWM
7:45a
5h 45m
1 stop
Depart: Thu Aug 13 2015 Return: Sat Aug 15 2015 Trip spans 3 days
US Airways
US Airways
PWM
3:10a
ORD
8:02a
4h 52m
1 stop
ORD
11:57a
PWM
5:21p
5h 24m
1 stop
Depart: Mon May 4 2015 Return: Tue May 12 2015 Trip spans 9 days
American Airlines
American Airlines
PWM
1:55p
ORD
6:55p
5h 00m
1 stop
ORD
12:40p
PWM
5:35p
4h 55m
1 stop
Depart: Tue May 5 2015 Return: Tue May 12 2015 Trip spans 8 days
American Airlines
American Airlines
PWM
8:08a
ORD
1:29p
5h 21m
1 stop
ORD
2:00a
PWM
5:54a
3h 54m
1 stop
Depart: Wed May 6 2015 Return: Tue May 12 2015 Trip spans 7 days
American Airlines
American Airlines
PWM
8:08a
ORD
1:29p
5h 21m
1 stop
ORD
12:40p
PWM
5:35p
4h 55m
1 stop
Depart: Thu May 21 2015 Return: Wed Jun 3 2015 Trip spans 14 days
JetBlue Airways
JetBlue Airways
PWM
1:55a
ORD
7:19a
5h 24m
1 stop
ORD
7:45a
PWM
12:44p
4h 59m
1 stop
Depart: Thu Jul 2 2015 Return: Tue Jul 7 2015 Trip spans 6 days
United
United
PWM
6:09a
ORD
1:08p
6h 59m
2 stops
ORD
9:30a
PWM
5:42p
8h 12m
2 stops
Depart: Sat May 30 2015 Return: Mon Jun 1 2015 Trip spans 3 days
Delta
Delta
PWM
2:55a
MDW
8:44a
5h 49m
1 stop
MDW
3:10a
PWM
6:58a
3h 48m
1 stop
Depart: Wed Jun 17 2015 Return: Sun Jun 21 2015 Trip spans 5 days
Delta
Delta
PWM
3:00a
ORD
8:50a
5h 50m
1 stop
ORD
12:34p
PWM
4:38p
4h 04m
1 stop
Select an airline:  United
Direct flights PWM to CHI on United
Flight # Depart PWM Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
3619 6:17 am 8:00 am Apr 21 - May 5
3619 6:17 am 8:00 am Apr 11 - May 3
3451 6:40 am 8:25 am May 10 - May 10
3619 6:40 am 8:20 am May 17 - May 23
3619 6:40 am 8:20 am May 25 - Jun 3
3619 6:40 am 8:20 am May 6 - May 16
3651 6:40 am 8:20 am May 24 - May 24
3620 12:46 pm 2:30 pm May 9 - May 30
3620 12:46 pm 2:30 pm May 17 - May 17
3620 12:46 pm 2:30 pm May 24 - May 24
3620 12:46 pm 2:30 pm May 10 - May 10
3620 1:00 pm 2:44 pm May 20 - May 22
3620 1:00 pm 2:44 pm May 21 - May 27
3620 1:00 pm 2:44 pm May 25 - May 25
3620 1:00 pm 2:44 pm May 6 - May 19
3620 1:07 pm 2:50 pm Apr 19 - May 3
3620 1:07 pm 2:50 pm Apr 11 - May 2
3620 1:07 pm 2:50 pm Apr 27 - May 4
3620 1:07 pm 2:50 pm May 5 - May 5
5938 4:28 pm 6:14 pm Apr 26 - Apr 26
5938 4:28 pm 6:14 pm Apr 27 - May 5
6129 4:35 pm 6:19 pm May 22 - May 22
6129 4:35 pm 6:19 pm May 25 - Jun 3
6129 4:35 pm 6:19 pm May 10 - May 31
6129 4:35 pm 6:19 pm May 6 - May 21
Airports
Origin

Portland
$226
Destination

Chicago
only $226
only $482