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

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
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 Chicago Midway to Portland

(Round-trip)
Depart: Sat Nov 5 2016 Return: Tue Nov 8 2016 Trip spans 4 days
Major Airline
Major Airline
MDW
2:45p
PDX
7:10p
4h 25m
nonstop
PDX
1:20a
MDW
5:15a
3h 55m
nonstop
Depart: Wed Nov 9 2016 Return: Sat Nov 12 2016 Trip spans 4 days
Delta
Delta
MDW
1:30a
PDX
7:55a
6h 25m
1 stop
PDX
8:53a
MDW
2:54p
6h 01m
1 stop
Depart: Wed Oct 19 2016 Return: Wed Oct 26 2016 Trip spans 8 days
Major Airline
Major Airline
MDW
2:10a
PDX
8:20a
6h 10m
1 stop
PDX
10:15a
MDW
2:20p
4h 05m
nonstop
Depart: Thu Nov 10 2016 Return: Mon Nov 14 2016 Trip spans 5 days
Major Airline
Major Airline
MDW
2:25p
PDX
7:00p
4h 35m
nonstop
PDX
6:40a
MDW
1:35p
6h 55m
1 stop
Depart: Sat Nov 12 2016 Return: Tue Nov 15 2016 Trip spans 4 days
Delta
Delta
MDW
1:30a
PDX
7:57a
6h 27m
1 stop
PDX
8:53a
MDW
2:56p
6h 03m
1 stop
Depart: Wed Nov 2 2016 Return: Wed Nov 9 2016 Trip spans 8 days
Major Airline
Major Airline
MDW
3:40p
PDX
8:15p
4h 35m
nonstop
PDX
1:20a
MDW
5:15a
3h 55m
nonstop
Depart: Tue Oct 4 2016 Return: Wed Oct 12 2016 Trip spans 9 days
Delta
Delta
MDW
2:00a
PDX
10:19a
8h 19m
1 stop
PDX
4:20a
MDW
12:58p
8h 38m
1 stop
Depart: Sat Oct 22 2016 Return: Tue Oct 25 2016 Trip spans 4 days
Delta
Delta
MDW
2:30a
PDX
8:48a
6h 18m
1 stop
PDX
9:15a
MDW
4:55p
7h 40m
1 stop
Depart: Sat Oct 29 2016 Return: Tue Nov 1 2016 Trip spans 4 days
Major Airline
Major Airline
MDW
5:00a
PDX
9:30a
4h 30m
nonstop
PDX
10:15a
MDW
2:20p
4h 05m
nonstop
Depart: Tue Nov 15 2016 Return: Wed Nov 16 2016 Trip spans 2 days
Delta
Delta
MDW
1:30a
PDX
10:13a
8h 43m
1 stop
PDX
8:53a
MDW
2:56p
6h 03m
1 stop
Depart: Mon Oct 31 2016 Return: Fri Nov 4 2016 Trip spans 5 days
Major Airline
Major Airline
MDW
3:40p
PDX
8:15p
4h 35m
nonstop
PDX
10:15a
MDW
2:20p
4h 05m
nonstop
Depart: Sat Dec 3 2016 Return: Tue Dec 6 2016 Trip spans 4 days
Delta
Delta
MDW
1:35a
PDX
7:52a
6h 17m
1 stop
PDX
6:32a
MDW
12:05p
5h 33m
1 stop
Depart: Fri Nov 4 2016 Return: Sun Nov 6 2016 Trip spans 3 days
Major Airline
Major Airline
MDW
3:40p
PDX
8:15p
4h 35m
nonstop
PDX
1:20a
MDW
5:15a
3h 55m
nonstop
Depart: Thu Dec 8 2016 Return: Mon Dec 12 2016 Trip spans 5 days
Delta
Delta
MDW
1:35a
PDX
7:50a
6h 15m
1 stop
PDX
5:59p
MDW
1:51a
7h 52m
1 stop
Depart: Sun Nov 6 2016 Return: Sun Nov 13 2016 Trip spans 8 days
Major Airline
Major Airline
MDW
3:20a
PDX
7:50a
4h 30m
nonstop
PDX
1:20a
MDW
5:15a
3h 55m
nonstop
Depart: Sat Jan 14 2017 Return: Wed Jan 18 2017 Trip spans 5 days
Delta
Delta
MDW
12:05p
PDX
6:45p
6h 40m
1 stop
PDX
1:50a
MDW
9:40a
7h 50m
1 stop
Depart: Tue Nov 8 2016 Return: Sat Nov 12 2016 Trip spans 5 days
Major Airline
Major Airline
MDW
3:20a
PDX
7:50a
4h 30m
nonstop
PDX
8:55a
MDW
12:50p
3h 55m
nonstop
Depart: Sat Feb 4 2017 Return: Tue Feb 7 2017 Trip spans 4 days
Delta
Delta
MDW
12:05p
PDX
6:45p
6h 40m
1 stop
PDX
6:46a
MDW
2:24p
7h 38m
1 stop
Depart: Wed Oct 12 2016 Return: Sun Oct 16 2016 Trip spans 5 days
Major Airline
Major Airline
MDW
2:35a
PDX
9:45a
7h 10m
1 stop
PDX
2:40a
MDW
6:45a
4h 05m
nonstop
Depart: Tue Nov 1 2016 Return: Wed Nov 2 2016 Trip spans 2 days
Delta
Delta
MDW
12:40p
PDX
9:31p
8h 51m
2 stops
PDX
9:15a
MDW
4:55p
7h 40m
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
423 8:30 am 11:00 am Nov 1 - Nov 4
423 8:30 am 11:00 am Oct 2 - Oct 30
423 8:30 am 11:00 am Oct 3 - Oct 28
874 8:30 am 11:00 am Oct 31 - Oct 31
3662 9:00 am 11:30 am Oct 8 - Nov 5
2182 6:45 pm 9:10 pm Oct 8 - Oct 15
2182 6:45 pm 9:10 pm Oct 22 - Nov 5
2648 7:40 pm 10:15 pm Oct 2 - Nov 4
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

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Airports
Origin

Chicago
$200
Destination

Portland
$200
Airlines