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

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 Portland to Chicago Midway

(Round-trip)
Depart: Thu Mar 16 2017 Return: Mon Mar 20 2017 Trip spans 5 days
Delta
Delta
PWM
1:30a
MDW
5:47a
4h 17m
1 stop
MDW
12:35p
PWM
6:57p
6h 22m
1 stop
Depart: Wed Mar 22 2017 Return: Tue Mar 28 2017 Trip spans 7 days
Delta
Delta
PWM
1:30a
MDW
5:47a
4h 17m
1 stop
MDW
12:35p
PWM
6:57p
6h 22m
1 stop
Depart: Thu Mar 23 2017 Return: Tue Mar 28 2017 Trip spans 6 days
Delta
Delta
PWM
1:30a
MDW
5:47a
4h 17m
1 stop
MDW
12:35p
PWM
6:57p
6h 22m
1 stop
Depart: Thu Mar 30 2017 Return: Mon Apr 3 2017 Trip spans 5 days
Delta
Delta
PWM
1:30a
MDW
5:47a
4h 17m
1 stop
MDW
2:45p
PWM
6:45p
4h 00m
1 stop
Depart: Wed Apr 19 2017 Return: Tue Apr 25 2017 Trip spans 7 days
Delta
Delta
PWM
1:30a
MDW
5:47a
4h 17m
1 stop
MDW
12:46p
PWM
6:45p
5h 59m
1 stop
Depart: Thu Apr 20 2017 Return: Tue Apr 25 2017 Trip spans 6 days
Delta
Delta
PWM
1:30a
MDW
5:47a
4h 17m
1 stop
MDW
12:46p
PWM
6:45p
5h 59m
1 stop
Depart: Wed Apr 5 2017 Return: Wed Apr 12 2017 Trip spans 8 days
Delta
Delta
PWM
1:30a
MDW
11:35a
10h 05m
2 stops
MDW
3:20a
PWM
11:33a
8h 13m
1 stop
Depart: Sat Apr 29 2017 Return: Tue May 2 2017 Trip spans 4 days
Delta
Delta
PWM
4:40a
MDW
2:41p
10h 01m
2 stops
MDW
12:30p
PWM
6:57p
6h 27m
1 stop
Depart: Thu Mar 9 2017 Return: Mon Mar 13 2017 Trip spans 4 days
Delta
Delta
PWM
12:30a
MDW
4:47a
4h 17m
1 stop
MDW
2:45p
PWM
6:57p
4h 12m
1 stop
Depart: Mon Mar 20 2017 Return: Tue Mar 28 2017 Trip spans 9 days
Delta
Delta
PWM
1:30a
MDW
5:47a
4h 17m
1 stop
MDW
12:35p
PWM
6:57p
6h 22m
1 stop
Depart: Tue Mar 21 2017 Return: Tue Mar 28 2017 Trip spans 8 days
Delta
Delta
PWM
1:30a
MDW
5:47a
4h 17m
1 stop
MDW
12:35p
PWM
6:57p
6h 22m
1 stop
Depart: Fri Mar 24 2017 Return: Tue Mar 28 2017 Trip spans 5 days
Delta
Delta
PWM
1:30a
MDW
5:47a
4h 17m
1 stop
MDW
12:35p
PWM
6:57p
6h 22m
1 stop
Depart: Thu Apr 13 2017 Return: Tue Apr 25 2017 Trip spans 13 days
Delta
Delta
PWM
1:30a
MDW
5:47a
4h 17m
1 stop
MDW
12:46p
PWM
6:45p
5h 59m
1 stop
Depart: Mon Mar 27 2017 Return: Thu Mar 30 2017 Trip spans 4 days
Delta
Delta
PWM
1:30a
MDW
5:47a
4h 17m
1 stop
MDW
7:00a
PWM
6:57p
11h 57m
2 stops
Depart: Thu Mar 2 2017 Return: Sat Mar 4 2017 Trip spans 3 days
Delta
Delta
PWM
12:40a
MDW
9:34a
8h 54m
1 stop
MDW
11:41a
PWM
4:17p
4h 36m
1 stop
Depart: Fri Mar 3 2017 Return: Sun Mar 5 2017 Trip spans 3 days
Delta
Delta
PWM
12:40a
MDW
9:34a
8h 54m
1 stop
MDW
1:40p
PWM
5:55p
4h 15m
1 stop
Depart: Thu Apr 6 2017 Return: Mon Apr 10 2017 Trip spans 5 days
Delta
Delta
PWM
12:40p
MDW
5:35p
4h 55m
1 stop
MDW
2:45p
PWM
6:45p
4h 00m
1 stop
Depart: Mon Mar 6 2017 Return: Wed Mar 8 2017 Trip spans 3 days
Delta
Delta
PWM
11:33a
MDW
4:46p
5h 13m
1 stop
MDW
4:14a
PWM
9:58a
5h 44m
1 stop
Depart: Fri Mar 10 2017 Return: Tue Mar 14 2017 Trip spans 4 days
Delta
Delta
PWM
12:30a
MDW
4:47a
4h 17m
1 stop
MDW
2:45p
PWM
6:57p
4h 12m
1 stop
Depart: Sat Mar 11 2017 Return: Mon Mar 13 2017 Trip spans 2 days
Delta
Delta
PWM
11:46a
MDW
4:20p
4h 34m
1 stop
MDW
2:45p
PWM
6:57p
4h 12m
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

Portland
$210
Destination

Chicago
$210
Airlines