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

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.
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Book cheap flights from Chicago to Portland

(Round-trip)
Depart: Tue Sep 1 2015 Return: Wed Sep 23 2015 Trip spans 23 days
American Airlines
American Airlines
ORD
9:55a
PWM
3:06p
5h 11m
1 stop
PWM
4:00a
ORD
9:33a
5h 33m
1 stop
Depart: Mon Sep 14 2015 Return: Wed Sep 23 2015 Trip spans 10 days
US Airways
US Airways
ORD
9:45a
PWM
3:02p
5h 17m
1 stop
PWM
4:00a
ORD
9:33a
5h 33m
1 stop
Depart: Tue Sep 15 2015 Return: Wed Sep 23 2015 Trip spans 9 days
US Airways
US Airways
ORD
9:45a
PWM
3:02p
5h 17m
1 stop
PWM
4:00a
ORD
9:33a
5h 33m
1 stop
Depart: Sat Sep 26 2015 Return: Sat Oct 3 2015 Trip spans 8 days
US Airways
US Airways
ORD
9:45a
PWM
3:02p
5h 17m
1 stop
PWM
4:00a
ORD
9:33a
5h 33m
1 stop
Depart: Sat Sep 12 2015 Return: Wed Sep 16 2015 Trip spans 5 days
US Airways
US Airways
ORD
9:45a
PWM
3:02p
5h 17m
1 stop
PWM
3:40p
ORD
9:10p
5h 30m
1 stop
Depart: Sun Sep 13 2015 Return: Wed Sep 23 2015 Trip spans 11 days
US Airways
US Airways
ORD
2:00a
PWM
7:49a
5h 49m
1 stop
PWM
4:00a
ORD
9:33a
5h 33m
1 stop
Depart: Wed Sep 16 2015 Return: Wed Sep 23 2015 Trip spans 8 days
American Airlines
American Airlines
ORD
2:45a
PWM
7:49a
5h 04m
1 stop
PWM
4:00a
ORD
9:33a
5h 33m
1 stop
Depart: Mon Oct 5 2015 Return: Tue Oct 6 2015 Trip spans 2 days
American Airlines
American Airlines
ORD
9:45a
PWM
3:06p
5h 21m
1 stop
PWM
1:55p
ORD
6:54p
4h 59m
1 stop
Depart: Mon Aug 31 2015 Return: Mon Sep 21 2015 Trip spans 22 days
American Airlines
American Airlines
ORD
1:15p
PWM
6:35p
5h 20m
1 stop
PWM
3:40p
ORD
9:10p
5h 30m
1 stop
Depart: Wed Sep 2 2015 Return: Thu Sep 3 2015 Trip spans 2 days
American Airlines
American Airlines
ORD
2:00a
PWM
5:53a
3h 53m
1 stop
PWM
8:25a
ORD
1:22p
4h 57m
1 stop
Depart: Tue Sep 8 2015 Return: Wed Sep 16 2015 Trip spans 9 days
American Airlines
American Airlines
ORD
11:57a
PWM
5:36p
5h 39m
1 stop
PWM
3:40p
ORD
9:10p
5h 30m
1 stop
Depart: Wed Sep 9 2015 Return: Wed Sep 16 2015 Trip spans 8 days
US Airways
US Airways
ORD
2:00a
PWM
7:49a
5h 49m
1 stop
PWM
3:40p
ORD
9:10p
5h 30m
1 stop
Depart: Wed Sep 23 2015 Return: Fri Sep 25 2015 Trip spans 3 days
American Airlines
American Airlines
ORD
2:00a
PWM
7:49a
5h 49m
1 stop
PWM
3:40p
ORD
9:10p
5h 30m
1 stop
Depart: Tue Oct 20 2015 Return: Tue Oct 27 2015 Trip spans 8 days
American Airlines
American Airlines
ORD
2:00a
PWM
7:46a
5h 46m
1 stop
PWM
2:00a
ORD
8:29a
6h 29m
1 stop
Depart: Wed Oct 21 2015 Return: Tue Oct 27 2015 Trip spans 7 days
American Airlines
American Airlines
ORD
2:00a
PWM
7:46a
5h 46m
1 stop
PWM
2:00a
ORD
8:29a
6h 29m
1 stop
Depart: Sat Oct 24 2015 Return: Tue Oct 27 2015 Trip spans 4 days
American Airlines
American Airlines
ORD
2:00a
PWM
7:46a
5h 46m
1 stop
PWM
2:00a
ORD
8:29a
6h 29m
1 stop
Depart: Thu Aug 27 2015 Return: Tue Sep 1 2015 Trip spans 6 days
JetBlue Airways
JetBlue Airways
ORD
12:34p
PWM
7:06p
6h 32m
1 stop
PWM
1:35a
ORD
9:16a
7h 41m
1 stop
Depart: Mon Aug 17 2015 Return: Mon Aug 24 2015 Trip spans 8 days
United
United
ORD
6:43a
PWM
6:45p
12h 02m
1 stop
PWM
3:26p
ORD
4:24a
12h 58m
1 stop
Depart: Tue Aug 11 2015 Return: Wed Aug 19 2015 Trip spans 9 days
Delta
Delta
MDW
9:53a
PWM
6:35p
8h 42m
1 stop
PWM
8:20a
MDW
5:18p
8h 58m
1 stop
Depart: Thu Dec 31 2015 Return: Fri Jan 1 2016 Trip spans 2 days
Delta
Delta
ORD
4:00a
PWM
7:55a
3h 55m
1 stop
PWM
2:00a
ORD
8:40a
6h 40m
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
3486 6:00 am 9:20 am Aug 8 - Aug 8
3486 6:00 am 9:20 am Aug 15 - Aug 15
3644 6:00 am 9:16 am Sep 7 - Sep 13
3644 6:00 am 9:16 am Aug 23 - Aug 25
6144 6:00 am 9:20 am Aug 26 - Aug 30
3644 6:02 am 9:18 am Aug 18 - Aug 24
3644 6:02 am 9:18 am Aug 27 - Sep 4
3644 6:02 am 9:18 am Sep 5 - Sep 5
3644 6:05 am 9:23 am Jul 30 - Aug 17
6144 6:06 am 9:26 am Aug 22 - Aug 29
3712 8:55 am 12:15 pm Aug 11 - Aug 11
3712 8:59 am 12:19 pm Aug 10 - Aug 17
3815 8:59 am 12:23 pm Aug 7 - Aug 7
3823 8:59 am 12:23 pm Aug 12 - Aug 12
5938 8:59 am 12:23 pm Aug 15 - Aug 15
3712 9:04 am 12:24 pm Aug 8 - Aug 8
3652 9:10 am 12:26 pm Sep 6 - Sep 6
3652 9:10 am 12:26 pm Aug 22 - Aug 22
3652 9:10 am 12:26 pm Sep 1 - Sep 22
3652 9:10 am 12:26 pm Sep 7 - Sep 7
3652 9:10 am 12:26 pm Aug 18 - Aug 18
3652 9:10 am 12:26 pm Aug 19 - Aug 24
3652 9:10 am 12:26 pm Sep 5 - Sep 5
3652 9:10 am 12:26 pm Aug 26 - Aug 26
3652 9:10 am 12:26 pm Aug 20 - Aug 27
3652 9:10 am 12:26 pm Aug 28 - Sep 4
3823 9:10 am 12:30 pm Aug 23 - Aug 30
3823 9:20 am 12:40 pm Aug 29 - Aug 29
3712 9:27 am 12:47 pm Aug 9 - Aug 16
6069 1:41 pm 5:06 pm Aug 25 - Sep 1
6069 1:45 pm 5:10 pm Aug 18 - Aug 24
6069 1:45 pm 5:10 pm Aug 26 - Sep 7
6069 1:47 pm 5:12 pm Aug 15 - Aug 15
6069 1:47 pm 5:12 pm Aug 3 - Aug 10
6069 1:47 pm 5:12 pm Aug 13 - Aug 17
6069 1:47 pm 5:12 pm Aug 12 - Aug 12
6069 1:47 pm 5:12 pm Aug 11 - Aug 11
6069 1:47 pm 5:12 pm Aug 16 - Aug 16
3642 5:30 pm 8:44 pm Sep 5 - Sep 5
3540 5:42 pm 9:05 pm Aug 5 - Aug 12
3540 5:42 pm 9:05 pm Aug 9 - Aug 9
3696 5:42 pm 9:01 pm Aug 8 - Aug 8
3696 5:42 pm 9:01 pm Aug 15 - Aug 15
5975 5:42 pm 9:05 pm Aug 11 - Aug 16
5975 5:42 pm 9:05 pm Jul 30 - Aug 17
5975 6:00 pm 9:18 pm Aug 22 - Aug 22
3642 6:22 pm 9:36 pm Aug 20 - Sep 4
3642 6:24 pm 9:38 pm Sep 7 - Sep 14
5975 6:24 pm 9:42 pm Aug 29 - Aug 29
3642 6:25 pm 9:39 pm Aug 26 - Aug 26
3642 6:40 pm 9:54 pm Aug 30 - Aug 30
3642 6:44 pm 9:58 pm Sep 1 - Sep 2
3642 6:44 pm 9:58 pm Aug 19 - Aug 19
3642 6:44 pm 9:58 pm Aug 23 - Aug 23
5975 6:44 pm 10:02 pm Sep 6 - Sep 6
5975 6:44 pm 10:02 pm Aug 25 - Aug 25
3642 6:54 pm 10:08 pm Aug 18 - Aug 18
Airports
Origin

Chicago
only $243
only $422
Destination

Portland
$243