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Find Flight Deals from Chicago Midway to Portland (MDW - PDX)

Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Chicago Midway to Portland

(Round-trip)
Depart: Sat Aug 15 2015 Return: Fri Aug 21 2015 Trip spans 7 days
Delta
Delta
MDW
2:43a
PDX
10:19a
7h 36m
1 stop
PDX
9:20a
MDW
5:56p
8h 36m
1 stop
Depart: Tue Aug 18 2015 Return: Thu Aug 27 2015 Trip spans 10 days
Delta
Delta
MDW
5:05a
PDX
11:02a
5h 57m
1 stop
PDX
12:30p
MDW
5:56p
5h 26m
1 stop
Depart: Sat Aug 29 2015 Return: Wed Sep 9 2015 Trip spans 12 days
Delta
Delta
MDW
11:10a
PDX
5:11p
6h 01m
1 stop
PDX
12:30p
MDW
5:56p
5h 26m
1 stop
Depart: Mon Aug 31 2015 Return: Wed Sep 9 2015 Trip spans 10 days
Delta
Delta
MDW
5:05a
PDX
11:02a
5h 57m
1 stop
PDX
12:30p
MDW
5:56p
5h 26m
1 stop
Depart: Tue Sep 1 2015 Return: Fri Sep 4 2015 Trip spans 4 days
Delta
Delta
MDW
5:05a
PDX
11:02a
5h 57m
1 stop
PDX
6:45p
MDW
3:00a
8h 15m
1 stop
Depart: Wed Sep 2 2015 Return: Sat Sep 12 2015 Trip spans 11 days
Delta
Delta
MDW
2:45a
PDX
8:39a
5h 54m
1 stop
PDX
12:30p
MDW
5:56p
5h 26m
1 stop
Depart: Wed Sep 9 2015 Return: Tue Sep 15 2015 Trip spans 7 days
Delta
Delta
MDW
8:55a
PDX
2:53p
5h 58m
1 stop
PDX
12:30p
MDW
5:56p
5h 26m
1 stop
Depart: Wed Sep 16 2015 Return: Wed Sep 23 2015 Trip spans 8 days
Delta
Delta
MDW
2:43a
PDX
9:50a
7h 07m
1 stop
PDX
8:50p
MDW
2:33a
5h 43m
1 stop
Depart: Tue Sep 22 2015 Return: Wed Sep 23 2015 Trip spans 2 days
Delta
Delta
MDW
2:43a
PDX
9:50a
7h 07m
1 stop
PDX
12:30p
MDW
5:56p
5h 26m
1 stop
Depart: Wed Sep 23 2015 Return: Mon Sep 28 2015 Trip spans 6 days
Delta
Delta
MDW
2:43a
PDX
9:50a
7h 07m
1 stop
PDX
6:45p
MDW
2:45a
8h 00m
1 stop
Depart: Sun May 24 2015 Return: Tue May 26 2015 Trip spans 3 days
Delta
Delta
MDW
2:45a
PDX
1:52p
11h 07m
2 stops
PDX
6:55p
MDW
3:23a
8h 28m
1 stop
Depart: Sat May 30 2015 Return: Mon Jun 1 2015 Trip spans 3 days
Delta
Delta
MDW
11:12a
PDX
9:01p
9h 49m
2 stops
PDX
7:00p
MDW
2:50a
7h 50m
1 stop
Depart: Sat Sep 19 2015 Return: Sat Sep 26 2015 Trip spans 8 days
Delta
Delta
MDW
11:10a
PDX
8:55p
9h 45m
2 stops
PDX
2:05a
MDW
10:10a
8h 05m
2 stops
Depart: Tue May 12 2015 Return: Fri May 15 2015 Trip spans 4 days
Delta
Delta
MDW
11:12a
PDX
7:04p
7h 52m
1 stop
PDX
7:00p
MDW
3:22a
8h 22m
1 stop
Depart: Sun May 10 2015 Return: Fri May 15 2015 Trip spans 6 days
Delta
Delta
MDW
2:45a
PDX
10:25a
7h 40m
2 stops
PDX
7:00p
MDW
3:22a
8h 22m
1 stop
Depart: Sat May 23 2015 Return: Mon May 25 2015 Trip spans 3 days
Delta
Delta
MDW
1:09p
PDX
7:01p
5h 52m
1 stop
PDX
7:00p
MDW
2:50a
7h 50m
1 stop
Depart: Wed May 27 2015 Return: Fri May 29 2015 Trip spans 3 days
Delta
Delta
MDW
2:45a
PDX
8:42a
5h 57m
1 stop
PDX
7:00p
MDW
3:22a
8h 22m
1 stop
Depart: Fri May 29 2015 Return: Sun May 31 2015 Trip spans 3 days
Delta
Delta
MDW
10:26a
PDX
7:59p
9h 33m
1 stop
PDX
8:40p
MDW
2:37a
5h 57m
1 stop
Depart: Sat Aug 22 2015 Return: Tue Sep 1 2015 Trip spans 11 days
Delta
Delta
MDW
11:10a
PDX
5:11p
6h 01m
1 stop
PDX
12:30p
MDW
5:56p
5h 26m
1 stop
Depart: Sun Aug 23 2015 Return: Tue Sep 1 2015 Trip spans 10 days
Delta
Delta
MDW
5:05a
PDX
11:02a
5h 57m
1 stop
PDX
12:30p
MDW
5:56p
5h 26m
1 stop
Select an airline:  Southwest
Direct flights MDW to PDX on Southwest
Flight # Depart MDW Arrive PDX Sun Mon Tue Wed Thu Fri Sat Valid Between
3913 8:30 am 10:55 am May 25 - May 25
3913 8:30 am 10:55 am May 24 - May 24
1298 8:50 am 11:15 am Apr 11 - May 16
1298 8:50 am 11:15 am May 30 - Jun 6
1301 8:50 am 11:15 am May 23 - May 23
873 8:50 am 11:15 am May 26 - Jun 5
873 8:50 am 11:15 am May 31 - May 31
873 8:50 am 11:15 am Apr 13 - May 22
873 8:50 am 11:15 am Apr 12 - May 17
2868 7:30 pm 9:55 pm May 24 - May 24
2023 7:35 pm 10:00 pm Apr 8 - May 22
2023 7:35 pm 10:00 pm May 26 - Jun 5
650 7:35 pm 10:00 pm May 25 - May 25
Airports
Origin

Chicago
$390
Destination

Portland
$390
Airlines