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

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 Portland to Chicago

(Round-trip)
Depart: Sat Sep 12 2015 Return: Tue Sep 15 2015 Trip spans 4 days
American Airlines
American Airlines
PWM
10:35a
ORD
4:36p
6h 01m
1 stop
ORD
7:50a
PWM
3:02p
7h 12m
1 stop
Depart: Thu Sep 10 2015 Return: Sat Sep 12 2015 Trip spans 3 days
American Airlines
American Airlines
PWM
10:20a
ORD
4:39p
6h 19m
1 stop
ORD
9:45a
PWM
3:02p
5h 17m
1 stop
Depart: Fri Sep 11 2015 Return: Mon Sep 14 2015 Trip spans 4 days
American Airlines
American Airlines
PWM
1:05p
ORD
6:07p
5h 02m
1 stop
ORD
9:45a
PWM
3:02p
5h 17m
1 stop
Depart: Thu Oct 1 2015 Return: Sat Oct 3 2015 Trip spans 3 days
American Airlines
American Airlines
PWM
3:10a
ORD
9:41a
6h 31m
1 stop
ORD
9:45a
PWM
3:02p
5h 17m
1 stop
Depart: Fri Oct 2 2015 Return: Mon Oct 5 2015 Trip spans 4 days
American Airlines
American Airlines
PWM
3:40p
ORD
9:10p
5h 30m
1 stop
ORD
9:45a
PWM
3:06p
5h 21m
1 stop
Depart: Wed Oct 7 2015 Return: Sat Oct 10 2015 Trip spans 4 days
US Airways
US Airways
PWM
1:55p
ORD
6:54p
4h 59m
1 stop
ORD
11:55a
PWM
5:16p
5h 21m
1 stop
Depart: Wed Sep 2 2015 Return: Tue Sep 8 2015 Trip spans 7 days
American Airlines
American Airlines
PWM
8:25a
ORD
1:22p
4h 57m
1 stop
ORD
1:15p
PWM
6:35p
5h 20m
1 stop
Depart: Thu Sep 3 2015 Return: Tue Sep 8 2015 Trip spans 6 days
American Airlines
American Airlines
PWM
1:50a
ORD
8:21a
6h 31m
1 stop
ORD
1:15p
PWM
6:35p
5h 20m
1 stop
Depart: Thu Sep 17 2015 Return: Sat Sep 19 2015 Trip spans 3 days
American Airlines
American Airlines
PWM
3:40p
ORD
9:10p
5h 30m
1 stop
ORD
2:00a
PWM
7:49a
5h 49m
1 stop
Depart: Fri Sep 18 2015 Return: Mon Sep 21 2015 Trip spans 4 days
American Airlines
American Airlines
PWM
3:40p
ORD
9:10p
5h 30m
1 stop
ORD
11:01a
PWM
6:33p
7h 32m
1 stop
Depart: Fri Sep 25 2015 Return: Mon Sep 28 2015 Trip spans 4 days
American Airlines
American Airlines
PWM
3:40p
ORD
9:10p
5h 30m
1 stop
ORD
11:01a
PWM
6:33p
7h 32m
1 stop
Depart: Sat Sep 26 2015 Return: Mon Sep 28 2015 Trip spans 3 days
American Airlines
American Airlines
PWM
8:25a
ORD
1:19p
4h 54m
1 stop
ORD
2:49a
PWM
7:01a
4h 12m
1 stop
Depart: Tue Oct 6 2015 Return: Wed Oct 14 2015 Trip spans 9 days
US Airways
US Airways
PWM
1:05p
ORD
6:07p
5h 02m
1 stop
ORD
9:45a
PWM
3:06p
5h 21m
1 stop
Depart: Thu Aug 27 2015 Return: Mon Aug 31 2015 Trip spans 5 days
US Airways
US Airways
PWM
2:05p
ORD
6:56p
4h 51m
1 stop
ORD
9:55a
PWM
3:06p
5h 11m
1 stop
Depart: Mon Oct 5 2015 Return: Wed Oct 14 2015 Trip spans 10 days
US Airways
US Airways
PWM
1:55p
ORD
6:54p
4h 59m
1 stop
ORD
9:45a
PWM
3:06p
5h 21m
1 stop
Depart: Thu Oct 8 2015 Return: Wed Oct 14 2015 Trip spans 7 days
US Airways
US Airways
PWM
2:00a
ORD
8:29a
6h 29m
1 stop
ORD
9:45a
PWM
3:06p
5h 21m
1 stop
Depart: Fri Oct 9 2015 Return: Wed Oct 14 2015 Trip spans 6 days
US Airways
US Airways
PWM
2:00a
ORD
8:29a
6h 29m
1 stop
ORD
9:45a
PWM
3:06p
5h 21m
1 stop
Depart: Wed Aug 12 2015 Return: Tue Aug 18 2015 Trip spans 7 days
Delta
Delta
PWM
8:21a
MDW
3:52p
7h 31m
1 stop
MDW
5:00a
PWM
10:59a
5h 59m
1 stop
Depart: Tue Aug 11 2015 Return: Tue Aug 18 2015 Trip spans 8 days
Delta
Delta
PWM
1:50p
ORD
8:18p
6h 28m
1 stop
ORD
6:45a
PWM
10:59a
4h 14m
1 stop
Depart: Wed Nov 25 2015 Return: Sat Nov 28 2015 Trip spans 4 days
United
United
PWM
12:45p
ORD
6:30p
5h 45m
1 stop
ORD
12:00p
PWM
5:32p
5h 32m
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
3681 6:20 am 7:57 am Aug 22 - Aug 22
3681 6:20 am 7:57 am Aug 27 - Sep 5
3681 6:20 am 7:57 am Aug 25 - Aug 25
3681 6:20 am 7:57 am Sep 6 - Sep 13
3681 6:20 am 7:57 am Aug 19 - Aug 24
3931 6:20 am 8:02 am Aug 26 - Aug 26
3931 6:20 am 8:02 am Aug 18 - Aug 18
3931 6:20 am 8:02 am Sep 7 - Sep 7
3931 6:20 am 8:02 am Aug 23 - Aug 30
3465 6:38 am 8:20 am Jul 30 - Aug 17
3681 6:38 am 8:14 am Aug 2 - Aug 16
3922 6:38 am 8:20 am Aug 4 - Aug 11
5982 6:38 am 8:20 am Aug 12 - Aug 12
3922 6:42 am 8:24 am Aug 15 - Aug 15
3922 6:42 am 8:24 am Aug 8 - Aug 8
4269 9:30 am 11:12 am Aug 15 - Aug 15
4269 9:30 am 11:12 am Aug 1 - Aug 8
3666 9:54 am 11:31 am Sep 4 - Sep 4
3666 9:54 am 11:31 am Sep 5 - Sep 5
3666 9:54 am 11:31 am Sep 7 - Sep 7
3666 9:54 am 11:31 am Aug 23 - Aug 23
3666 9:54 am 11:31 am Aug 18 - Aug 18
3666 9:54 am 11:31 am Aug 19 - Aug 25
3666 9:54 am 11:31 am Aug 27 - Sep 3
3666 9:54 am 11:31 am Aug 24 - Aug 31
4736 9:58 am 11:40 am Aug 22 - Aug 29
5982 9:58 am 11:40 am Aug 26 - Aug 30
3666 10:03 am 11:40 am Aug 17 - Aug 17
3666 10:03 am 11:40 am Aug 6 - Aug 10
3666 10:03 am 11:40 am Aug 7 - Aug 16
3932 12:58 pm 2:40 pm Aug 15 - Aug 15
3634 1:08 pm 2:45 pm Aug 8 - Aug 8
3634 1:09 pm 2:46 pm Aug 11 - Aug 11
3634 1:10 pm 2:50 pm Aug 31 - Sep 7
3634 1:10 pm 2:50 pm Aug 19 - Aug 24
3645 1:10 pm 2:50 pm Aug 26 - Aug 26
3932 1:10 pm 2:55 pm Aug 25 - Aug 25
3932 1:10 pm 2:55 pm Aug 23 - Aug 23
3634 1:14 pm 2:54 pm Sep 3 - Sep 3
3932 1:14 pm 2:59 pm Aug 29 - Aug 30
3634 1:19 pm 2:59 pm Aug 27 - Sep 2
3634 1:19 pm 2:59 pm Aug 18 - Aug 22
3634 1:19 pm 2:59 pm Sep 4 - Sep 11
3634 1:22 pm 2:59 pm Aug 16 - Aug 16
3634 1:22 pm 2:59 pm Aug 9 - Aug 9
3634 1:22 pm 2:59 pm Aug 10 - Aug 17
4280 1:22 pm 3:04 pm Aug 12 - Aug 12
5982 1:22 pm 3:04 pm Aug 7 - Aug 7
4219 4:11 pm 6:00 pm Sep 6 - Sep 6
4219 4:22 pm 6:11 pm Aug 30 - Aug 30
4219 4:26 pm 6:15 pm Aug 19 - Aug 19
5130 4:26 pm 6:15 pm Aug 20 - Aug 31
5130 4:26 pm 6:15 pm Sep 4 - Sep 8
5130 4:33 pm 6:22 pm Sep 7 - Sep 7
5130 4:34 pm 6:23 pm Sep 2 - Sep 2
4219 4:39 pm 6:28 pm Aug 18 - Aug 18
4219 4:39 pm 6:28 pm Aug 25 - Aug 26
4219 4:40 pm 6:20 pm Aug 17 - Aug 17
4219 4:40 pm 6:20 pm Aug 4 - Aug 11
4219 4:40 pm 6:20 pm Jul 30 - Aug 7
4219 4:40 pm 6:20 pm Aug 9 - Aug 14
4219 4:41 pm 6:30 pm Aug 29 - Aug 29
4219 4:41 pm 6:30 pm Aug 23 - Aug 23
5130 4:41 pm 6:21 pm Aug 16 - Aug 16
5130 4:41 pm 6:30 pm Sep 5 - Sep 5
5130 4:42 pm 6:31 pm Sep 1 - Sep 1
4219 4:45 pm 6:25 pm Aug 8 - Aug 15
4219 4:46 pm 6:35 pm Sep 3 - Sep 3
4219 5:10 pm 6:59 pm Aug 22 - Aug 22
Airports
Origin

Portland
$243
Destination

Chicago
only $243
only $422