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

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: Thu May 4 2017 Return: Mon May 8 2017 Trip spans 5 days
Delta
Delta
MDW
2:40p
PWM
6:55p
4h 15m
1 stop
PWM
1:30a
MDW
5:46a
4h 16m
1 stop
Depart: Sat May 6 2017 Return: Sat May 13 2017 Trip spans 8 days
Delta
Delta
MDW
8:29a
PWM
12:30p
4h 01m
1 stop
PWM
12:40p
MDW
5:34p
4h 54m
1 stop
Depart: Sat Jun 3 2017 Return: Wed Jun 7 2017 Trip spans 5 days
Delta
Delta
MDW
8:29a
PWM
12:30p
4h 01m
1 stop
PWM
1:30a
MDW
5:46a
4h 16m
1 stop
Depart: Tue Sep 12 2017 Return: Tue Sep 19 2017 Trip spans 8 days
Delta
Delta
MDW
9:40a
PWM
6:35p
8h 55m
1 stop
PWM
1:45p
MDW
7:48p
6h 03m
1 stop
Depart: Thu Apr 6 2017 Return: Wed Apr 12 2017 Trip spans 7 days
Delta
Delta
MDW
2:45a
PWM
6:56a
4h 11m
1 stop
PWM
1:30a
MDW
5:47a
4h 17m
1 stop
Depart: Sun Apr 16 2017 Return: Wed Apr 19 2017 Trip spans 4 days
Delta
Delta
MDW
12:46p
PWM
5:40p
4h 54m
1 stop
PWM
1:30a
MDW
5:47a
4h 17m
1 stop
Depart: Tue Apr 18 2017 Return: Fri Apr 21 2017 Trip spans 4 days
Delta
Delta
MDW
2:45a
PWM
6:56a
4h 11m
1 stop
PWM
1:00p
MDW
7:25p
6h 25m
1 stop
Depart: Wed May 3 2017 Return: Sat May 6 2017 Trip spans 4 days
Delta
Delta
MDW
2:55a
PWM
6:59a
4h 04m
1 stop
PWM
12:40p
MDW
5:34p
4h 54m
1 stop
Depart: Fri May 5 2017 Return: Sat May 6 2017 Trip spans 2 days
Delta
Delta
MDW
1:00p
PWM
6:55p
5h 55m
1 stop
PWM
2:03a
MDW
8:59a
6h 56m
1 stop
Depart: Mon May 15 2017 Return: Sat May 20 2017 Trip spans 6 days
Delta
Delta
MDW
1:00p
PWM
6:55p
5h 55m
1 stop
PWM
12:40p
MDW
5:34p
4h 54m
1 stop
Depart: Sat May 20 2017 Return: Mon May 22 2017 Trip spans 3 days
Delta
Delta
MDW
8:29a
PWM
12:30p
4h 01m
1 stop
PWM
1:30a
MDW
5:46a
4h 16m
1 stop
Depart: Mon Apr 17 2017 Return: Wed Apr 19 2017 Trip spans 3 days
Delta
Delta
MDW
2:45p
PWM
6:45p
4h 00m
1 stop
PWM
1:30a
MDW
5:47a
4h 17m
1 stop
Depart: Thu Apr 27 2017 Return: Mon May 1 2017 Trip spans 5 days
Delta
Delta
MDW
5:22a
PWM
10:59a
5h 37m
1 stop
PWM
8:40a
MDW
2:59p
6h 19m
1 stop
Depart: Sat Apr 29 2017 Return: Mon May 1 2017 Trip spans 3 days
Delta
Delta
MDW
5:00a
PWM
9:20a
4h 20m
1 stop
PWM
12:40p
MDW
5:35p
4h 55m
1 stop
Depart: Sun Apr 30 2017 Return: Wed May 10 2017 Trip spans 11 days
Delta
Delta
MDW
2:45p
PWM
6:45p
4h 00m
1 stop
PWM
1:30a
MDW
5:46a
4h 16m
1 stop
Depart: Wed May 24 2017 Return: Thu Jun 1 2017 Trip spans 9 days
Delta
Delta
MDW
1:00p
PWM
6:55p
5h 55m
1 stop
PWM
1:30a
MDW
5:46a
4h 16m
1 stop
Depart: Tue Sep 5 2017 Return: Sat Sep 9 2017 Trip spans 5 days
Delta
Delta
MDW
11:55a
PWM
6:35p
6h 40m
1 stop
PWM
8:40a
MDW
5:41p
9h 01m
1 stop
Depart: Wed Jun 7 2017 Return: Wed Jun 14 2017 Trip spans 8 days
Delta
Delta
MDW
9:00a
PWM
6:50p
9h 50m
2 stops
PWM
1:45p
MDW
7:53p
6h 08m
1 stop
Depart: Wed Apr 19 2017 Return: Thu Apr 20 2017 Trip spans 2 days
Delta
Delta
MDW
5:22a
PWM
10:59a
5h 37m
1 stop
PWM
1:30a
MDW
5:47a
4h 17m
1 stop
Depart: Sat Jun 10 2017 Return: Mon Jun 19 2017 Trip spans 10 days
Delta
Delta
MDW
8:29a
PWM
12:30p
4h 01m
1 stop
PWM
8:35a
MDW
12:59p
4h 24m
1 stop
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

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.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

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.

If you have more questions or if you have a bad price to report to us,
please send us an email and someone from our team will get back to you promptly.

Airports
Origin

Chicago
$260
Destination

Portland
$260
Airlines