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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: Sat Apr 4 2015 Return: Tue Apr 7 2015 Trip spans 4 days
JetBlue Airways
JetBlue Airways
ORD
2:30p
PWM
6:56p
4h 26m
1 stop
PWM
12:00p
ORD
6:20p
6h 20m
1 stop
Depart: Tue Apr 7 2015 Return: Sat Apr 11 2015 Trip spans 5 days
JetBlue Airways
JetBlue Airways
ORD
2:30p
PWM
6:56p
4h 26m
1 stop
PWM
2:00a
ORD
7:56a
5h 56m
1 stop
Depart: Wed Apr 8 2015 Return: Sat Apr 11 2015 Trip spans 4 days
JetBlue Airways
JetBlue Airways
ORD
2:30p
PWM
6:56p
4h 26m
1 stop
PWM
11:45a
ORD
6:20p
6h 35m
1 stop
Depart: Tue May 12 2015 Return: Sat May 16 2015 Trip spans 5 days
JetBlue Airways
JetBlue Airways
ORD
5:46a
PWM
12:42p
6h 56m
1 stop
PWM
1:45a
ORD
7:19a
5h 34m
1 stop
Depart: Mon Aug 31 2015 Return: Wed Sep 9 2015 Trip spans 10 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: Tue Sep 1 2015 Return: Wed Sep 9 2015 Trip spans 9 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: Wed Sep 2 2015 Return: Wed Sep 9 2015 Trip spans 8 days
JetBlue Airways
JetBlue Airways
ORD
2:00a
PWM
8:01a
6h 01m
1 stop
PWM
2:00a
ORD
7:25a
5h 25m
1 stop
Depart: Tue Sep 29 2015 Return: Thu Oct 1 2015 Trip spans 3 days
JetBlue Airways
JetBlue Airways
ORD
2:25p
PWM
6:53p
4h 28m
1 stop
PWM
2:00a
ORD
7:20a
5h 20m
1 stop
Depart: Mon Mar 23 2015 Return: Mon Mar 30 2015 Trip spans 8 days
JetBlue Airways
JetBlue Airways
ORD
2:32p
PWM
6:57p
4h 25m
1 stop
PWM
2:00a
ORD
7:56a
5h 56m
1 stop
Depart: Wed Apr 1 2015 Return: Tue Apr 7 2015 Trip spans 7 days
JetBlue Airways
JetBlue Airways
ORD
2:30p
PWM
6:56p
4h 26m
1 stop
PWM
12:00p
ORD
6:20p
6h 20m
1 stop
Depart: Thu Apr 9 2015 Return: Sun Apr 12 2015 Trip spans 4 days
JetBlue Airways
JetBlue Airways
ORD
2:30p
PWM
6:56p
4h 26m
1 stop
PWM
2:00a
ORD
7:56a
5h 56m
1 stop
Depart: Fri Apr 10 2015 Return: Sat Apr 11 2015 Trip spans 2 days
JetBlue Airways
JetBlue Airways
ORD
2:30p
PWM
6:56p
4h 26m
1 stop
PWM
11:45a
ORD
6:20p
6h 35m
1 stop
Depart: Wed Sep 30 2015 Return: Thu Oct 1 2015 Trip spans 2 days
JetBlue Airways
JetBlue Airways
ORD
2:25p
PWM
6:53p
4h 28m
1 stop
PWM
2:00a
ORD
7:20a
5h 20m
1 stop
Depart: Sat Apr 11 2015 Return: Sun Apr 12 2015 Trip spans 2 days
Multiple Airlines
Multiple Airlines
ORD
2:00a
PWM
7:44a
5h 44m
1 stop
PWM
2:00a
ORD
7:56a
5h 56m
1 stop
Depart: Tue Mar 31 2015 Return: Sat Apr 11 2015 Trip spans 12 days
Multiple Airlines
Multiple Airlines
ORD
2:00a
PWM
5:54a
3h 54m
1 stop
PWM
11:45a
ORD
6:20p
6h 35m
1 stop
Depart: Tue Mar 24 2015 Return: Wed Mar 25 2015 Trip spans 2 days
US Airways
US Airways
ORD
2:10a
PWM
6:52a
4h 42m
1 stop
PWM
8:25a
ORD
1:23p
4h 58m
1 stop
Depart: Mon Apr 20 2015 Return: Fri Apr 24 2015 Trip spans 5 days
American Airlines
American Airlines
ORD
12:40p
PWM
5:18p
4h 38m
1 stop
PWM
7:26a
ORD
12:46p
5h 20m
1 stop
Depart: Mon May 18 2015 Return: Wed May 27 2015 Trip spans 10 days
United
United
ORD
5:05p
PWM
4:44a
11h 39m
1 stop
PWM
1:52p
ORD
7:13p
5h 21m
1 stop
Depart: Fri Jun 12 2015 Return: Wed Jun 17 2015 Trip spans 6 days
Delta
Delta
MDW
11:27a
PWM
6:09p
6h 42m
1 stop
PWM
7:25a
MDW
3:34p
8h 09m
1 stop
Depart: Thu Apr 16 2015 Return: Mon Apr 20 2015 Trip spans 5 days
Delta
Delta
ORD
6:00a
PWM
11:22a
5h 22m
1 stop
PWM
12:30p
ORD
7:02p
6h 32m
1 stop
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
3617 9:15 am 12:27 pm Apr 7 - Apr 7
3712 9:15 am 12:27 pm Apr 8 - Apr 20
6069 1:41 pm 4:59 pm Mar 27 - Mar 27
6069 1:43 pm 5:01 pm Mar 29 - Apr 2
6069 1:43 pm 5:01 pm Mar 8 - Mar 26
6069 1:45 pm 5:03 pm Apr 3 - Apr 6
6069 2:00 pm 5:19 pm Apr 8 - May 5
6069 2:00 pm 5:19 pm Apr 7 - Apr 7
3693 5:30 pm 8:45 pm Apr 11 - Apr 18
3693 5:30 pm 8:45 pm Apr 10 - Apr 10
3693 5:30 pm 8:45 pm Apr 9 - Apr 9
3693 5:30 pm 8:45 pm Apr 8 - Apr 8
3693 5:30 pm 8:45 pm Apr 7 - Apr 7
3455 6:32 pm 9:43 pm Mar 25 - Mar 25
3455 6:32 pm 9:43 pm Apr 1 - Apr 1
5144 6:32 pm 9:43 pm Mar 18 - Mar 18
3455 6:35 pm 9:46 pm Mar 16 - Apr 6
3455 6:35 pm 9:46 pm Mar 9 - Mar 13
3613 6:35 pm 9:42 pm Mar 14 - Mar 21
5140 6:35 pm 9:46 pm Apr 3 - Apr 3
5140 6:35 pm 9:46 pm Mar 20 - Mar 27
5975 6:40 pm 9:51 pm Mar 10 - Mar 31
3625 6:46 pm 9:53 pm Mar 28 - Mar 28
3614 6:59 pm 10:06 pm Apr 4 - Apr 4
3693 7:15 pm 10:30 pm Apr 12 - Apr 17
3539 8:35 pm 11:46 pm Mar 15 - Mar 15
3539 8:35 pm 11:46 pm Mar 22 - Mar 22
3539 8:35 pm 11:46 pm Mar 29 - Mar 29
3539 8:48 pm 11:59 pm Apr 5 - Apr 5
Airports
Origin

Chicago
only $228
only $406
Destination

Portland
$228