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
Students
under 26
The price shown for each flight will be the average for all passengers including any infants.
Compare vs. KAYAK all | none
Browse Origins:
Browse Destinations:

Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Chicago Midway to Portland

(Round-trip)
Depart: Sat Feb 4 2017 Return: Sun Feb 5 2017 Trip spans 2 days
Delta
Delta
MDW
11:50a
PWM
4:49p
4h 59m
1 stop
PWM
11:37a
MDW
5:00p
5h 23m
1 stop
Depart: Sun Feb 5 2017 Return: Tue Feb 7 2017 Trip spans 3 days
Delta
Delta
MDW
10:40a
PWM
5:45p
7h 05m
1 stop
PWM
11:37a
MDW
5:00p
5h 23m
1 stop
Depart: Mon Feb 6 2017 Return: Wed Feb 8 2017 Trip spans 3 days
Delta
Delta
MDW
10:40a
PWM
5:47p
7h 07m
1 stop
PWM
11:37a
MDW
5:00p
5h 23m
1 stop
Depart: Tue Feb 7 2017 Return: Thu Feb 9 2017 Trip spans 3 days
Delta
Delta
MDW
4:15a
PWM
10:02a
5h 47m
1 stop
PWM
12:40a
MDW
7:45a
7h 05m
1 stop
Depart: Wed Feb 8 2017 Return: Sat Feb 11 2017 Trip spans 4 days
Delta
Delta
MDW
4:15a
PWM
10:02a
5h 47m
1 stop
PWM
12:45a
MDW
9:01a
8h 16m
1 stop
Depart: Mon Feb 13 2017 Return: Sat Feb 25 2017 Trip spans 13 days
Delta
Delta
MDW
11:50a
PWM
4:52p
5h 02m
1 stop
PWM
7:15a
MDW
12:04p
4h 49m
1 stop
Depart: Tue Feb 14 2017 Return: Sat Feb 25 2017 Trip spans 12 days
Delta
Delta
MDW
10:40a
PWM
5:47p
7h 07m
1 stop
PWM
7:15a
MDW
12:04p
4h 49m
1 stop
Depart: Wed Feb 15 2017 Return: Sat Feb 25 2017 Trip spans 11 days
Delta
Delta
MDW
11:50a
PWM
4:52p
5h 02m
1 stop
PWM
7:15a
MDW
12:04p
4h 49m
1 stop
Depart: Mon Feb 20 2017 Return: Sat Feb 25 2017 Trip spans 6 days
Delta
Delta
MDW
1:40p
PWM
5:55p
4h 15m
1 stop
PWM
7:15a
MDW
12:04p
4h 49m
1 stop
Depart: Tue Feb 21 2017 Return: Sat Feb 25 2017 Trip spans 5 days
Delta
Delta
MDW
11:41a
PWM
5:55p
6h 14m
1 stop
PWM
7:15a
MDW
12:04p
4h 49m
1 stop
Depart: Tue Mar 28 2017 Return: Wed Mar 29 2017 Trip spans 2 days
Delta
Delta
MDW
12:35p
PWM
6:57p
6h 22m
1 stop
PWM
1:30a
MDW
5:47a
4h 17m
1 stop
Depart: Fri Feb 10 2017 Return: Fri Feb 24 2017 Trip spans 15 days
Delta
Delta
MDW
4:15a
PWM
10:02a
5h 47m
1 stop
PWM
1:20p
MDW
6:58a
17h 38m
2 stops
Depart: Sat Feb 11 2017 Return: Sat Feb 25 2017 Trip spans 15 days
Delta
Delta
MDW
1:00a
PWM
1:37p
12h 37m
2 stops
PWM
7:15a
MDW
12:04p
4h 49m
1 stop
Depart: Thu Feb 16 2017 Return: Sat Feb 25 2017 Trip spans 10 days
Delta
Delta
MDW
1:20a
PWM
5:15p
15h 55m
2 stops
PWM
7:15a
MDW
12:04p
4h 49m
1 stop
Depart: Sun Feb 12 2017 Return: Sat Feb 25 2017 Trip spans 14 days
Delta
Delta
MDW
3:30a
PWM
5:15p
13h 45m
2 stops
PWM
7:15a
MDW
12:04p
4h 49m
1 stop
Depart: Fri Jan 27 2017 Return: Fri Feb 3 2017 Trip spans 8 days
Delta
Delta
MDW
10:40a
PWM
5:47p
7h 07m
1 stop
PWM
11:37a
MDW
5:00p
5h 23m
1 stop
Depart: Sat Jan 28 2017 Return: Sat Feb 4 2017 Trip spans 8 days
Delta
Delta
MDW
11:50a
PWM
4:49p
4h 59m
1 stop
PWM
11:33a
MDW
4:56p
5h 23m
1 stop
Depart: Sun Jan 29 2017 Return: Sat Feb 4 2017 Trip spans 7 days
Delta
Delta
MDW
11:50a
PWM
4:52p
5h 02m
1 stop
PWM
11:33a
MDW
4:56p
5h 23m
1 stop
Depart: Mon Jan 30 2017 Return: Sat Feb 4 2017 Trip spans 6 days
Delta
Delta
MDW
11:50a
PWM
4:52p
5h 02m
1 stop
PWM
11:33a
MDW
4:56p
5h 23m
1 stop
Depart: Tue Jan 31 2017 Return: Sat Feb 4 2017 Trip spans 5 days
Delta
Delta
MDW
11:50a
PWM
4:52p
5h 02m
1 stop
PWM
11:33a
MDW
4:56p
5h 23m
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
$210
Destination

Portland
$210
Airlines