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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: Wed Apr 15 2015 Return: Mon Apr 20 2015 Trip spans 6 days
Delta
Delta
MDW
10:30a
PDX
8:08p
9h 38m
1 stop
PDX
8:40p
MDW
2:38a
5h 58m
1 stop
Depart: Mon Apr 20 2015 Return: Thu Apr 23 2015 Trip spans 4 days
Delta
Delta
MDW
11:07a
PDX
7:21p
8h 14m
1 stop
PDX
8:40p
MDW
2:38a
5h 58m
1 stop
Depart: Tue Apr 21 2015 Return: Wed Apr 22 2015 Trip spans 2 days
Delta
Delta
MDW
1:12p
PDX
7:21p
6h 09m
1 stop
PDX
8:40p
MDW
2:38a
5h 58m
1 stop
Depart: Sat Apr 25 2015 Return: Sun Apr 26 2015 Trip spans 2 days
Delta
Delta
MDW
1:12p
PDX
7:22p
6h 10m
1 stop
PDX
8:40p
MDW
2:38a
5h 58m
1 stop
Depart: Tue Apr 28 2015 Return: Wed Apr 29 2015 Trip spans 2 days
Delta
Delta
MDW
8:55a
PDX
2:57p
6h 02m
1 stop
PDX
9:33a
MDW
3:17p
5h 44m
1 stop
Depart: Wed Apr 29 2015 Return: Thu Apr 30 2015 Trip spans 2 days
Delta
Delta
MDW
2:25a
PDX
8:56a
6h 31m
1 stop
PDX
8:40p
MDW
2:38a
5h 58m
1 stop
Depart: Fri May 1 2015 Return: Sat May 2 2015 Trip spans 2 days
Delta
Delta
MDW
12:34p
PDX
8:04p
7h 30m
1 stop
PDX
3:00a
MDW
8:41a
5h 41m
1 stop
Depart: Sat May 2 2015 Return: Sun May 3 2015 Trip spans 2 days
Delta
Delta
MDW
2:00a
PDX
10:11a
8h 11m
1 stop
PDX
7:00p
MDW
2:50a
7h 50m
1 stop
Depart: Tue May 5 2015 Return: Wed May 6 2015 Trip spans 2 days
Delta
Delta
MDW
2:45a
PDX
8:42a
5h 57m
1 stop
PDX
9:05a
MDW
3:02p
5h 57m
1 stop
Depart: Wed May 6 2015 Return: Thu May 7 2015 Trip spans 2 days
Delta
Delta
MDW
5:08a
PDX
10:46a
5h 38m
1 stop
PDX
9:05a
MDW
3:02p
5h 57m
1 stop
Depart: Thu May 7 2015 Return: Fri May 8 2015 Trip spans 2 days
Delta
Delta
MDW
2:45a
PDX
8:42a
5h 57m
1 stop
PDX
9:05a
MDW
3:02p
5h 57m
1 stop
Depart: Mon May 11 2015 Return: Sat May 16 2015 Trip spans 6 days
Delta
Delta
MDW
12:34p
PDX
8:04p
7h 30m
1 stop
PDX
9:05a
MDW
3:01p
5h 56m
1 stop
Depart: Thu May 28 2015 Return: Mon Jun 1 2015 Trip spans 5 days
Delta
Delta
MDW
10:26a
PDX
7:59p
9h 33m
1 stop
PDX
8:40p
MDW
4:27a
7h 47m
1 stop
Depart: Mon Apr 13 2015 Return: Tue Apr 14 2015 Trip spans 2 days
Delta
Delta
MDW
12:34p
PDX
9:01p
8h 27m
2 stops
PDX
3:00a
MDW
8:37a
5h 37m
1 stop
Depart: Tue Apr 14 2015 Return: Mon Apr 20 2015 Trip spans 7 days
Delta
Delta
MDW
12:34p
PDX
9:01p
8h 27m
2 stops
PDX
8:40p
MDW
2:38a
5h 58m
1 stop
Depart: Wed Apr 22 2015 Return: Thu Apr 23 2015 Trip spans 2 days
Delta
Delta
MDW
8:55a
PDX
5:21p
8h 26m
2 stops
PDX
8:40p
MDW
2:38a
5h 58m
1 stop
Depart: Mon Apr 27 2015 Return: Sat May 2 2015 Trip spans 6 days
Delta
Delta
MDW
7:05a
PDX
4:05p
9h 00m
2 stops
PDX
3:00a
MDW
8:41a
5h 41m
1 stop
Depart: Tue May 12 2015 Return: Sun May 17 2015 Trip spans 6 days
Delta
Delta
MDW
10:26a
PDX
8:00p
9h 34m
1 stop
PDX
2:49a
MDW
12:56p
10h 07m
2 stops
Depart: Sat May 30 2015 Return: Sun May 31 2015 Trip spans 2 days
Delta
Delta
MDW
11:12a
PDX
9:01p
9h 49m
2 stops
PDX
7:00p
MDW
2:50a
7h 50m
1 stop
Depart: Wed May 13 2015 Return: Mon May 18 2015 Trip spans 6 days
Delta
Delta
MDW
5:08a
PDX
3:59p
10h 51m
2 stops
PDX
4:05p
MDW
2:38a
10h 33m
2 stops
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
1902 8:45 am 11:15 am Apr 7 - Apr 7
4078 8:45 am 11:15 am Mar 15 - Apr 5
864 8:45 am 11:15 am Mar 9 - Mar 13
864 8:45 am 11:15 am Mar 23 - Apr 6
864 8:45 am 11:15 am Mar 16 - Mar 20
873 8:50 am 11:15 am Apr 8 - Apr 10
2082 1:20 pm 3:45 pm Mar 14 - Mar 14
2082 1:20 pm 3:45 pm Mar 21 - Apr 4
1892 3:35 pm 6:00 pm Apr 5 - Apr 6
1892 3:35 pm 6:00 pm Mar 8 - Mar 13
1892 3:35 pm 6:00 pm Mar 15 - Apr 3
2959 3:35 pm 6:00 pm Apr 7 - Apr 7
2023 7:35 pm 10:00 pm Apr 8 - May 22
Airports
Origin

Chicago
$372
Destination

Portland
$372
Airlines