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
Students
under 26
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: Mon Feb 13 2017 Return: Tue Feb 14 2017 Trip spans 2 days
Delta
Delta
MDW
9:08a
PDX
7:02p
9h 54m
1 stop
PDX
1:50a
MDW
9:51a
8h 01m
1 stop
Depart: Tue Feb 14 2017 Return: Tue Mar 7 2017 Trip spans 22 days
Delta
Delta
MDW
1:20a
PDX
8:02a
6h 42m
1 stop
PDX
1:55a
MDW
8:23a
6h 28m
1 stop
Depart: Tue Mar 7 2017 Return: Wed Mar 8 2017 Trip spans 2 days
Delta
Delta
MDW
10:40a
PDX
7:16p
8h 36m
1 stop
PDX
7:48p
MDW
4:36a
8h 48m
1 stop
Depart: Wed Apr 26 2017 Return: Fri Apr 28 2017 Trip spans 3 days
Delta
Delta
MDW
3:30p
PDX
9:41p
6h 11m
1 stop
PDX
8:46p
MDW
4:36a
7h 50m
1 stop
Depart: Thu Apr 27 2017 Return: Fri Apr 28 2017 Trip spans 2 days
Delta
Delta
MDW
3:30p
PDX
9:41p
6h 11m
1 stop
PDX
8:46p
MDW
4:36a
7h 50m
1 stop
Depart: Fri Apr 28 2017 Return: Mon May 1 2017 Trip spans 4 days
Delta
Delta
MDW
3:30p
PDX
9:41p
6h 11m
1 stop
PDX
8:45p
MDW
2:36a
5h 51m
1 stop
Depart: Mon May 1 2017 Return: Mon May 8 2017 Trip spans 8 days
Delta
Delta
MDW
1:05p
PDX
9:32p
8h 27m
1 stop
PDX
8:45p
MDW
4:36a
7h 51m
1 stop
Depart: Wed May 3 2017 Return: Mon May 8 2017 Trip spans 6 days
Delta
Delta
MDW
8:50a
PDX
5:28p
8h 38m
1 stop
PDX
8:45p
MDW
4:36a
7h 51m
1 stop
Depart: Sat May 6 2017 Return: Fri May 12 2017 Trip spans 7 days
Delta
Delta
MDW
2:25a
PDX
10:48a
8h 23m
1 stop
PDX
8:46p
MDW
4:34a
7h 48m
1 stop
Depart: Wed Apr 19 2017 Return: Fri Apr 21 2017 Trip spans 3 days
Delta
Delta
MDW
3:30p
PDX
9:41p
6h 11m
1 stop
PDX
8:46p
MDW
4:36a
7h 50m
1 stop
Depart: Sun Feb 12 2017 Return: Thu Feb 16 2017 Trip spans 5 days
Delta
Delta
MDW
12:26p
PDX
7:31p
7h 05m
1 stop
PDX
1:50a
MDW
9:51a
8h 01m
1 stop
Depart: Sat Feb 18 2017 Return: Thu Feb 23 2017 Trip spans 6 days
Delta
Delta
MDW
12:29p
PDX
6:54p
6h 25m
1 stop
PDX
8:59a
MDW
3:00p
6h 01m
1 stop
Depart: Sat Feb 25 2017 Return: Tue Feb 28 2017 Trip spans 4 days
Delta
Delta
MDW
8:08a
PDX
4:55p
8h 47m
1 stop
PDX
1:55a
MDW
9:47a
7h 52m
1 stop
Depart: Mon Feb 27 2017 Return: Tue Mar 7 2017 Trip spans 9 days
Delta
Delta
MDW
8:08a
PDX
5:04p
8h 56m
1 stop
PDX
1:55a
MDW
8:23a
6h 28m
1 stop
Depart: Sat Mar 4 2017 Return: Tue Mar 7 2017 Trip spans 4 days
Delta
Delta
MDW
8:04a
PDX
4:55p
8h 51m
1 stop
PDX
1:55a
MDW
9:47a
7h 52m
1 stop
Depart: Mon Mar 6 2017 Return: Tue Mar 7 2017 Trip spans 2 days
Delta
Delta
MDW
9:11a
PDX
7:16p
10h 05m
1 stop
PDX
1:55a
MDW
8:23a
6h 28m
1 stop
Depart: Tue May 2 2017 Return: Sat May 6 2017 Trip spans 5 days
Delta
Delta
MDW
11:05a
PDX
5:28p
6h 23m
1 stop
PDX
3:00a
MDW
10:45a
7h 45m
1 stop
Depart: Tue May 9 2017 Return: Fri May 12 2017 Trip spans 4 days
Delta
Delta
MDW
1:05p
PDX
9:32p
8h 27m
1 stop
PDX
8:46p
MDW
4:34a
7h 48m
1 stop
Depart: Wed May 10 2017 Return: Fri May 12 2017 Trip spans 3 days
Delta
Delta
MDW
3:30p
PDX
9:32p
6h 02m
1 stop
PDX
8:46p
MDW
4:34a
7h 48m
1 stop
Depart: Wed Feb 15 2017 Return: Tue Mar 7 2017 Trip spans 21 days
Delta
Delta
MDW
10:29a
PDX
7:31p
9h 02m
1 stop
PDX
1:55a
MDW
8:23a
6h 28m
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
1678 8:50 am 11:25 am Feb 20 - Mar 8
1678 8:50 am 11:25 am Jan 23 - Feb 10
1678 8:50 am 11:25 am Feb 13 - Feb 17
4579 8:50 am 11:25 am Feb 14 - Feb 14
3237 8:55 am 11:30 am Feb 18 - Feb 18
3237 8:55 am 11:30 am Jan 21 - Feb 11
3237 8:55 am 11:30 am Feb 25 - Feb 25
2054 6:30 pm 9:05 pm Jan 21 - Mar 4
2805 7:45 pm 10:25 pm Jan 23 - Feb 13
2805 7:45 pm 10:25 pm Feb 15 - Mar 8
3171 8:15 pm 10:55 pm Feb 5 - Feb 5
5122 8:15 pm 10:55 pm Feb 12 - Mar 5
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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We’re not the seller.
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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Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

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Airports
Origin

Chicago
$264
Destination

Portland
$264
Airlines