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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: Tue Aug 25 2015 Return: Tue Sep 15 2015 Trip spans 22 days
Delta
Delta
MDW
2:43a
PDX
9:50a
7h 07m
1 stop
PDX
9:20a
MDW
5:56p
8h 36m
1 stop
Depart: Thu Sep 3 2015 Return: Sun Sep 6 2015 Trip spans 4 days
Delta
Delta
MDW
2:43a
PDX
9:50a
7h 07m
1 stop
PDX
6:25a
MDW
3:01p
8h 36m
1 stop
Depart: Sat Sep 12 2015 Return: Sat Sep 19 2015 Trip spans 8 days
Delta
Delta
MDW
2:43a
PDX
9:50a
7h 07m
1 stop
PDX
12:30p
MDW
5:56p
5h 26m
1 stop
Depart: Tue Sep 15 2015 Return: Tue Sep 22 2015 Trip spans 8 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 16 2015 Return: Tue Sep 22 2015 Trip spans 7 days
Delta
Delta
MDW
2:43a
PDX
9:50a
7h 07m
1 stop
PDX
12:30p
MDW
5:56p
5h 26m
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 30 2015 Return: Mon Oct 5 2015 Trip spans 6 days
Delta
Delta
MDW
5:05a
PDX
11:02a
5h 57m
1 stop
PDX
6:45p
MDW
2:45a
8h 00m
1 stop
Depart: Sat Oct 3 2015 Return: Tue Oct 6 2015 Trip spans 4 days
Delta
Delta
MDW
2:45a
PDX
8:39a
5h 54m
1 stop
PDX
9:20a
MDW
5:56p
8h 36m
1 stop
Depart: Thu Oct 22 2015 Return: Sun Oct 25 2015 Trip spans 4 days
Delta
Delta
MDW
2:43a
PDX
9:50a
7h 07m
1 stop
PDX
6:45p
MDW
2:45a
8h 00m
1 stop
Depart: Wed Oct 28 2015 Return: Mon Nov 2 2015 Trip spans 6 days
Delta
Delta
MDW
2:43a
PDX
10:30a
7h 47m
1 stop
PDX
11:30a
MDW
4:56p
5h 26m
1 stop
Depart: Thu Oct 29 2015 Return: Sun Nov 1 2015 Trip spans 4 days
Delta
Delta
MDW
2:43a
PDX
10:30a
7h 47m
1 stop
PDX
5:45p
MDW
1:45a
8h 00m
1 stop
Depart: Fri Oct 30 2015 Return: Wed Nov 4 2015 Trip spans 6 days
Delta
Delta
MDW
8:30a
PDX
7:10p
10h 40m
1 stop
PDX
11:30a
MDW
4:56p
5h 26m
1 stop
Depart: Fri Nov 6 2015 Return: Sun Nov 8 2015 Trip spans 3 days
Delta
Delta
MDW
1:43a
PDX
9:30a
7h 47m
1 stop
PDX
11:30a
MDW
4:56p
5h 26m
1 stop
Depart: Sat Sep 19 2015 Return: Sat Sep 26 2015 Trip spans 8 days
Delta
Delta
MDW
2:45a
PDX
1:56p
11h 11m
2 stops
PDX
7:32a
MDW
2:53p
7h 21m
1 stop
Depart: Sat Jun 6 2015 Return: Tue Jun 9 2015 Trip spans 4 days
Delta
Delta
MDW
5:08a
PDX
10:48a
5h 40m
1 stop
PDX
8:50p
MDW
2:33a
5h 43m
1 stop
Depart: Thu May 28 2015 Return: Wed Jun 3 2015 Trip spans 7 days
Delta
Delta
MDW
2:45a
PDX
10:46a
8h 01m
1 stop
PDX
8:50p
MDW
4:26a
7h 36m
1 stop
Depart: Fri May 29 2015 Return: Wed Jun 3 2015 Trip spans 6 days
Delta
Delta
MDW
2:45a
PDX
8:42a
5h 57m
1 stop
PDX
8:50p
MDW
4:26a
7h 36m
1 stop
Depart: Wed Jun 3 2015 Return: Fri Jun 5 2015 Trip spans 3 days
Delta
Delta
MDW
10:26a
PDX
7:59p
9h 33m
1 stop
PDX
7:34a
MDW
3:49p
8h 15m
1 stop
Depart: Thu Jun 4 2015 Return: Sat Jun 6 2015 Trip spans 3 days
Delta
Delta
MDW
2:35a
PDX
8:48a
6h 13m
1 stop
PDX
3:00a
MDW
8:33a
5h 33m
1 stop
Depart: Sat May 30 2015 Return: Sun May 31 2015 Trip spans 2 days
Delta
Delta
MDW
2:45a
PDX
10:48a
8h 03m
1 stop
PDX
8:40p
MDW
4:27a
7h 47m
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
2425 8:15 am 10:35 am Jun 7 - Aug 2
2425 8:15 am 10:35 am Jun 8 - Jul 2
2014 8:40 am 11:05 am Jun 13 - Jun 27
1298 8:50 am 11:15 am May 30 - Jun 6
873 8:50 am 11:15 am May 21 - May 29
873 8:50 am 11:15 am May 31 - May 31
873 8:50 am 11:15 am Jun 1 - Jun 5
3763 12:35 pm 2:55 pm Jun 7 - Aug 7
1315 3:00 pm 5:20 pm Jun 13 - Jun 27
4513 7:15 pm 9:35 pm Jun 13 - Jun 27
2023 7:35 pm 10:00 pm May 21 - May 29
2023 7:35 pm 10:00 pm May 31 - Jun 5
4554 8:00 pm 10:25 pm Jun 7 - Aug 2
4213 8:05 pm 10:30 pm Jun 8 - Jul 2
Airports
Origin

Chicago
$390
Destination

Portland
$390
Airlines