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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 Feb 14 2015 Return: Tue Feb 17 2015 Trip spans 4 days
Delta
Delta
MDW
12:03p
PDX
6:39p
6h 36m
1 stop
PDX
8:05a
MDW
2:49p
6h 44m
1 stop
Depart: Wed Feb 18 2015 Return: Tue Feb 24 2015 Trip spans 7 days
Delta
Delta
MDW
1:30a
PDX
7:56a
6h 26m
1 stop
PDX
2:00a
MDW
9:33a
7h 33m
1 stop
Depart: Sat Feb 21 2015 Return: Tue Feb 24 2015 Trip spans 4 days
Delta
Delta
MDW
12:03p
PDX
6:39p
6h 36m
1 stop
PDX
2:00a
MDW
7:40a
5h 40m
1 stop
Depart: Tue Feb 24 2015 Return: Wed Feb 25 2015 Trip spans 2 days
Delta
Delta
MDW
6:16a
PDX
4:51p
10h 35m
2 stops
PDX
6:36a
MDW
11:55a
5h 19m
1 stop
Depart: Mon Feb 23 2015 Return: Tue Feb 24 2015 Trip spans 2 days
Delta
Delta
MDW
9:06a
PDX
7:17p
10h 11m
1 stop
PDX
2:00a
MDW
7:40a
5h 40m
1 stop
Depart: Thu Feb 19 2015 Return: Sat Feb 21 2015 Trip spans 3 days
Delta
Delta
MDW
6:16a
PDX
4:51p
10h 35m
2 stops
PDX
9:00a
MDW
3:03p
6h 03m
1 stop
Depart: Fri Feb 20 2015 Return: Tue Feb 24 2015 Trip spans 5 days
Delta
Delta
MDW
6:16a
PDX
4:51p
10h 35m
2 stops
PDX
2:00a
MDW
9:33a
7h 33m
1 stop
Depart: Tue Mar 3 2015 Return: Wed Mar 4 2015 Trip spans 2 days
Delta
Delta
MDW
10:37a
PDX
7:09p
8h 32m
1 stop
PDX
6:34a
MDW
11:50a
5h 16m
1 stop
Depart: Mon Mar 2 2015 Return: Tue Mar 3 2015 Trip spans 2 days
Delta
Delta
MDW
7:56a
PDX
2:03p
6h 07m
1 stop
PDX
7:45p
MDW
1:41a
5h 56m
1 stop
Depart: Wed Mar 4 2015 Return: Thu Mar 5 2015 Trip spans 2 days
Delta
Delta
MDW
4:11a
PDX
10:00a
5h 49m
1 stop
PDX
7:30p
MDW
1:41a
6h 11m
1 stop
Depart: Sat Mar 7 2015 Return: Tue Mar 10 2015 Trip spans 3 days
Delta
Delta
MDW
12:14p
PDX
6:52p
6h 38m
1 stop
PDX
7:34a
MDW
12:50p
5h 16m
1 stop
Depart: Mon Mar 9 2015 Return: Tue Mar 10 2015 Trip spans 2 days
Delta
Delta
MDW
5:11a
PDX
11:00a
5h 49m
1 stop
PDX
7:34a
MDW
12:50p
5h 16m
1 stop
Depart: Tue Mar 10 2015 Return: Thu Mar 12 2015 Trip spans 3 days
Delta
Delta
MDW
8:56a
PDX
3:03p
6h 07m
1 stop
PDX
8:30p
MDW
2:41a
6h 11m
1 stop
Depart: Wed Mar 11 2015 Return: Thu Mar 12 2015 Trip spans 2 days
Delta
Delta
MDW
5:11a
PDX
11:00a
5h 49m
1 stop
PDX
9:00a
MDW
3:47p
6h 47m
1 stop
Depart: Thu Mar 12 2015 Return: Tue Mar 17 2015 Trip spans 6 days
Delta
Delta
MDW
10:11a
PDX
8:09p
9h 58m
1 stop
PDX
8:45p
MDW
2:41a
5h 56m
1 stop
Depart: Fri Mar 13 2015 Return: Sun Mar 15 2015 Trip spans 3 days
Delta
Delta
MDW
2:00a
PDX
10:28a
8h 28m
1 stop
PDX
8:30p
MDW
4:32a
8h 02m
1 stop
Depart: Sat Mar 14 2015 Return: Mon Mar 16 2015 Trip spans 3 days
Delta
Delta
MDW
1:14p
PDX
7:52p
6h 38m
1 stop
PDX
8:30p
MDW
2:41a
6h 11m
1 stop
Depart: Mon Mar 16 2015 Return: Tue Mar 24 2015 Trip spans 9 days
Delta
Delta
MDW
8:56a
PDX
3:03p
6h 07m
1 stop
PDX
8:45p
MDW
2:41a
5h 56m
1 stop
Depart: Tue Mar 17 2015 Return: Tue Mar 24 2015 Trip spans 8 days
Delta
Delta
MDW
8:56a
PDX
3:03p
6h 07m
1 stop
PDX
8:45p
MDW
2:41a
5h 56m
1 stop
Depart: Wed Mar 18 2015 Return: Tue Mar 24 2015 Trip spans 7 days
Delta
Delta
MDW
8:26a
PDX
4:38p
8h 12m
1 stop
PDX
8:45p
MDW
2:41a
5h 56m
1 stop
Change your search
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
4078 8:45 am 11:15 am Mar 8 - Mar 8
481 8:45 am 11:25 am Jan 29 - Feb 6
481 8:45 am 11:25 am Feb 8 - Mar 6
864 8:45 am 11:15 am Mar 9 - Mar 13
2973 9:20 am 11:55 am Jan 31 - Feb 28
2082 1:20 pm 3:45 pm Mar 7 - Mar 7
1892 3:35 pm 6:00 pm Mar 8 - Mar 13
Airports
Origin

Chicago
$354
Destination

Portland
$354
Airlines