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: Wed Apr 19 2017 Return: Fri Apr 21 2017 Trip spans 3 days
Delta
Delta
MDW
3:53p
PDX
9:48p
5h 55m
1 stop
PDX
8:55p
MDW
4:27a
7h 32m
1 stop
Depart: Sun May 14 2017 Return: Sat May 20 2017 Trip spans 7 days
Southwest
Southwest
MDW
5:10a
PDX
9:30a
4h 20m
nonstop
PDX
2:40a
MDW
6:40a
4h 00m
nonstop
Depart: Fri May 5 2017 Return: Sat May 6 2017 Trip spans 2 days
Delta
Delta
MDW
1:00p
PDX
7:47p
6h 47m
1 stop
PDX
3:00a
MDW
10:55a
7h 55m
1 stop
Depart: Wed Apr 12 2017 Return: Fri Apr 14 2017 Trip spans 3 days
Delta
Delta
MDW
10:08a
PDX
7:55p
9h 47m
1 stop
PDX
8:55p
MDW
4:27a
7h 32m
1 stop
Depart: Fri Mar 31 2017 Return: Mon Apr 3 2017 Trip spans 4 days
Major Airline
Major Airline
MDW
2:00a
PDX
7:29a
5h 29m
nonstop
PDX
2:00a
MDW
3:29a
1h 29m
nonstop
Depart: Fri Apr 21 2017 Return: Wed Apr 26 2017 Trip spans 6 days
Delta
Delta
MDW
1:27p
PDX
9:48p
8h 21m
1 stop
PDX
7:40a
MDW
4:11p
8h 31m
1 stop
Depart: Fri Apr 28 2017 Return: Fri May 5 2017 Trip spans 8 days
Delta
Delta
MDW
3:53p
PDX
9:48p
5h 55m
1 stop
PDX
7:00p
MDW
3:18a
8h 18m
1 stop
Depart: Wed May 3 2017 Return: Tue May 9 2017 Trip spans 7 days
Delta
Delta
MDW
1:00p
PDX
7:47p
6h 47m
1 stop
PDX
9:35a
MDW
4:10p
6h 35m
1 stop
Depart: Thu Jun 22 2017 Return: Sun Jun 25 2017 Trip spans 4 days
Southwest
Southwest
MDW
4:40p
PDX
9:00p
4h 20m
nonstop
PDX
2:40a
MDW
6:35a
3h 55m
nonstop
Depart: Thu May 4 2017 Return: Mon May 8 2017 Trip spans 5 days
Delta
Delta
MDW
1:00p
PDX
7:47p
6h 47m
1 stop
PDX
6:55p
MDW
5:29a
10h 34m
1 stop
Depart: Fri May 19 2017 Return: Sun May 21 2017 Trip spans 3 days
Delta
Delta
MDW
11:55a
PDX
9:37p
9h 42m
1 stop
PDX
8:45p
MDW
5:38a
8h 53m
1 stop
Depart: Sat Apr 29 2017 Return: Tue May 2 2017 Trip spans 4 days
Delta
Delta
MDW
11:10a
PDX
5:44p
6h 34m
1 stop
PDX
9:35a
MDW
4:10p
6h 35m
1 stop
Depart: Sun Apr 16 2017 Return: Wed Apr 19 2017 Trip spans 4 days
Delta
Delta
MDW
3:53p
PDX
9:44p
5h 51m
1 stop
PDX
9:47a
MDW
4:11p
6h 24m
1 stop
Depart: Thu Apr 27 2017 Return: Tue May 2 2017 Trip spans 6 days
Delta
Delta
MDW
8:59a
PDX
5:47p
8h 48m
1 stop
PDX
9:35a
MDW
4:10p
6h 35m
1 stop
Depart: Sun May 7 2017 Return: Wed May 10 2017 Trip spans 4 days
Delta
Delta
MDW
1:32p
PDX
9:27p
7h 55m
1 stop
PDX
8:45p
MDW
5:38a
8h 53m
1 stop
Depart: Sat Apr 15 2017 Return: Sun Apr 16 2017 Trip spans 2 days
Delta
Delta
MDW
1:27p
PDX
7:29p
6h 02m
1 stop
PDX
8:55p
MDW
2:40a
5h 45m
1 stop
Depart: Mon Apr 10 2017 Return: Wed Apr 12 2017 Trip spans 3 days
Delta
Delta
MDW
8:59a
PDX
5:47p
8h 48m
1 stop
PDX
7:00p
MDW
2:47a
7h 47m
1 stop
Depart: Fri Apr 14 2017 Return: Wed Apr 19 2017 Trip spans 6 days
Delta
Delta
MDW
1:27p
PDX
9:48p
8h 21m
1 stop
PDX
9:47a
MDW
4:11p
6h 24m
1 stop
Depart: Tue Apr 25 2017 Return: Tue May 9 2017 Trip spans 15 days
Delta
Delta
MDW
11:10a
PDX
5:47p
6h 37m
1 stop
PDX
2:15a
MDW
12:45p
10h 30m
1 stop
Depart: Mon May 1 2017 Return: Tue May 9 2017 Trip spans 9 days
Delta
Delta
MDW
11:20a
PDX
5:40p
6h 20m
1 stop
PDX
2:15a
MDW
12:45p
10h 30m
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
1226 8:20 am 10:40 am Mar 22 - Apr 24
1523 8:35 am 10:55 am Apr 25 - May 26
3477 9:05 am 11:25 am Mar 26 - Apr 23
4478 9:10 am 11:30 am Apr 30 - May 7
479 6:40 pm 8:55 pm Apr 29 - Jun 3
1022 6:55 pm 9:15 pm Mar 25 - Apr 22
1125 7:25 pm 9:40 pm Apr 25 - Jun 2
626 7:25 pm 9:45 pm Mar 22 - Apr 24
3738 8:10 pm 10:35 pm Mar 26 - Apr 23
1280 8:35 pm 10:50 pm Apr 30 - May 7
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Airports
Origin

Chicago
$254
Destination

Portland
$254
Airlines Airline reviews

3 travelers who booked a flight from Chicago to Portland rated their chosen airlines with an average of 7.3.

Overall
7.3
Boarding
6.7
Crew
6.7
Comfort
6.7
Food
6.7
Entertainment
6.7