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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: Mon Apr 20 2015 Return: Mon May 4 2015 Trip spans 15 days
JetBlue Airways
JetBlue Airways
ORD
2:30p
PWM
6:56p
4h 26m
1 stop
PWM
11:00a
ORD
6:35p
7h 35m
1 stop
Depart: Tue Sep 22 2015 Return: Thu Oct 1 2015 Trip spans 10 days
JetBlue Airways
JetBlue Airways
ORD
10:50a
PWM
6:53p
8h 03m
1 stop
PWM
2:00a
ORD
7:20a
5h 20m
1 stop
Depart: Sat Sep 5 2015 Return: Sat Sep 12 2015 Trip spans 8 days
JetBlue Airways
JetBlue Airways
ORD
9:12a
PWM
2:20p
5h 08m
1 stop
PWM
2:00a
ORD
7:25a
5h 25m
1 stop
Depart: Fri Apr 10 2015 Return: Wed Apr 22 2015 Trip spans 13 days
JetBlue Airways
JetBlue Airways
ORD
5:40a
PWM
9:49a
4h 09m
1 stop
PWM
12:00p
ORD
6:20p
6h 20m
1 stop
Depart: Mon Apr 13 2015 Return: Mon Apr 27 2015 Trip spans 15 days
JetBlue Airways
JetBlue Airways
ORD
2:30p
PWM
6:56p
4h 26m
1 stop
PWM
12:01p
ORD
6:20p
6h 19m
1 stop
Depart: Tue Apr 14 2015 Return: Mon Apr 27 2015 Trip spans 14 days
JetBlue Airways
JetBlue Airways
ORD
2:30p
PWM
6:56p
4h 26m
1 stop
PWM
12:01p
ORD
6:20p
6h 19m
1 stop
Depart: Wed Apr 15 2015 Return: Mon Apr 27 2015 Trip spans 13 days
JetBlue Airways
JetBlue Airways
ORD
2:30p
PWM
6:56p
4h 26m
1 stop
PWM
12:01p
ORD
6:20p
6h 19m
1 stop
Depart: Mon May 4 2015 Return: Mon May 25 2015 Trip spans 22 days
JetBlue Airways
JetBlue Airways
ORD
11:45a
PWM
6:57p
7h 12m
1 stop
PWM
1:55a
ORD
7:19a
5h 24m
1 stop
Depart: Tue May 5 2015 Return: Wed May 20 2015 Trip spans 16 days
JetBlue Airways
JetBlue Airways
ORD
2:00a
PWM
6:57a
4h 57m
1 stop
PWM
1:55a
ORD
7:19a
5h 24m
1 stop
Depart: Wed Jun 3 2015 Return: Sat Jun 6 2015 Trip spans 4 days
JetBlue Airways
JetBlue Airways
ORD
8:20a
PWM
12:42p
4h 22m
1 stop
PWM
1:45a
ORD
8:12a
6h 27m
1 stop
Depart: Mon Aug 17 2015 Return: Tue Aug 25 2015 Trip spans 9 days
JetBlue Airways
JetBlue Airways
ORD
9:12a
PWM
2:20p
5h 08m
1 stop
PWM
1:35a
ORD
8:52a
7h 17m
1 stop
Depart: Wed Sep 16 2015 Return: Mon Sep 21 2015 Trip spans 6 days
JetBlue Airways
JetBlue Airways
ORD
2:25p
PWM
6:58p
4h 33m
1 stop
PWM
2:00a
ORD
7:25a
5h 25m
1 stop
Depart: Thu Apr 16 2015 Return: Mon Apr 27 2015 Trip spans 12 days
JetBlue Airways
JetBlue Airways
ORD
5:40a
PWM
9:49a
4h 09m
1 stop
PWM
12:01p
ORD
6:20p
6h 19m
1 stop
Depart: Wed May 6 2015 Return: Wed May 20 2015 Trip spans 15 days
JetBlue Airways
JetBlue Airways
ORD
2:00a
PWM
6:57a
4h 57m
1 stop
PWM
1:55a
ORD
7:19a
5h 24m
1 stop
Depart: Fri Jun 12 2015 Return: Tue Jun 16 2015 Trip spans 5 days
JetBlue Airways
JetBlue Airways
ORD
8:20a
PWM
12:42p
4h 22m
1 stop
PWM
1:45a
ORD
8:12a
6h 27m
1 stop
Depart: Sat May 16 2015 Return: Wed May 20 2015 Trip spans 5 days
American Airlines
American Airlines
ORD
2:00a
PWM
7:44a
5h 44m
1 stop
PWM
9:15a
ORD
2:44p
5h 29m
1 stop
Depart: Tue Apr 21 2015 Return: Fri May 1 2015 Trip spans 11 days
US Airways
US Airways
ORD
2:00a
PWM
5:54a
3h 54m
1 stop
PWM
1:45a
ORD
6:36a
4h 51m
1 stop
Depart: Mon May 18 2015 Return: Sun May 24 2015 Trip spans 7 days
Delta
Delta
MDW
8:50a
PWM
5:21p
8h 31m
2 stops
PWM
3:00a
MDW
10:50a
7h 50m
1 stop
Depart: Tue May 19 2015 Return: Tue Jun 2 2015 Trip spans 15 days
Delta
Delta
ORD
12:30p
PWM
5:21p
4h 51m
1 stop
PWM
12:45p
ORD
5:00p
4h 15m
1 stop
Depart: Wed Jun 24 2015 Return: Sat Jul 4 2015 Trip spans 11 days
United
United
ORD
2:02p
PWM
4:25p
2h 23m
nonstop
PWM
12:10p
ORD
2:52p
2h 42m
nonstop
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
5126 6:02 am 9:17 am Apr 18 - Apr 18
3617 9:15 am 12:27 pm Apr 7 - Apr 7
3712 9:15 am 12:27 pm May 3 - May 5
3712 9:15 am 12:27 pm Apr 8 - Apr 20
3712 9:15 am 12:27 pm Apr 21 - Apr 28
3712 9:15 am 12:27 pm Apr 22 - May 2
3712 9:15 am 12:27 pm May 4 - May 4
6069 1:45 pm 5:03 pm Apr 3 - Apr 6
6069 2:00 pm 5:19 pm Apr 7 - Apr 7
6069 2:00 pm 5:19 pm Apr 8 - May 5
3693 5:30 pm 8:45 pm Apr 25 - May 2
3693 5:30 pm 8:45 pm Apr 9 - Apr 9
3693 5:30 pm 8:45 pm Apr 7 - Apr 7
3693 5:30 pm 8:45 pm Apr 8 - Apr 8
3693 5:30 pm 8:45 pm Apr 10 - Apr 10
3693 5:30 pm 8:45 pm Apr 11 - Apr 18
3455 6:35 pm 9:46 pm Apr 2 - Apr 6
3614 6:59 pm 10:06 pm Apr 4 - Apr 4
3661 7:10 pm 10:25 pm Apr 19 - Apr 19
3693 7:15 pm 10:30 pm Apr 20 - May 5
3693 7:15 pm 10:30 pm Apr 15 - Apr 15
3693 7:15 pm 10:30 pm Apr 12 - Apr 17
3693 7:15 pm 10:30 pm Apr 16 - Apr 16
3539 8:48 pm 11:59 pm Apr 5 - Apr 5
Airports
Origin

Chicago
only $228
only $495
Destination

Portland
$228