Find Cheap 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: Wed May 31 2017 Return: Tue Jun 6 2017 Trip spans 7 days
Delta
Delta
PWM
2:05a
MDW
10:33a
8h 28m
1 stop
MDW
10:10a
PWM
6:50p
8h 40m
1 stop
Depart: Thu Jun 1 2017 Return: Sat Jun 3 2017 Trip spans 3 days
Delta
Delta
PWM
2:05a
MDW
10:33a
8h 28m
1 stop
MDW
11:55a
PWM
6:49p
6h 54m
1 stop
Depart: Fri Jun 2 2017 Return: Mon Jun 5 2017 Trip spans 4 days
Delta
Delta
PWM
1:15p
MDW
6:44a
17h 29m
1 stop
MDW
11:55a
PWM
6:50p
6h 55m
1 stop
Depart: Sat Jun 3 2017 Return: Mon Jun 5 2017 Trip spans 3 days
Delta
Delta
PWM
2:03a
MDW
2:15p
12h 12m
1 stop
MDW
11:55a
PWM
6:50p
6h 55m
1 stop
Depart: Sun Jun 4 2017 Return: Sat Jun 10 2017 Trip spans 7 days
Delta
Delta
PWM
2:05a
MDW
8:29a
6h 24m
1 stop
MDW
11:55a
PWM
6:49p
6h 54m
1 stop
Depart: Mon Jun 5 2017 Return: Sun Jun 11 2017 Trip spans 7 days
Delta
Delta
PWM
1:15p
MDW
7:20p
6h 05m
1 stop
MDW
2:00a
PWM
6:50p
16h 50m
1 stop
Depart: Tue Jun 6 2017 Return: Mon Jun 12 2017 Trip spans 7 days
Delta
Delta
PWM
2:05a
MDW
12:20p
10h 15m
1 stop
MDW
3:20a
PWM
6:55p
15h 35m
1 stop
Depart: Wed Jun 7 2017 Return: Tue Jun 13 2017 Trip spans 7 days
Delta
Delta
PWM
2:05a
MDW
12:20p
10h 15m
1 stop
MDW
3:20a
PWM
6:55p
15h 35m
1 stop
Depart: Thu Jun 8 2017 Return: Sat Jun 10 2017 Trip spans 3 days
Delta
Delta
PWM
1:15p
MDW
7:20p
6h 05m
1 stop
MDW
11:55a
PWM
6:49p
6h 54m
1 stop
Depart: Fri Jun 9 2017 Return: Sun Jun 11 2017 Trip spans 3 days
Delta
Delta
PWM
1:15p
MDW
7:20p
6h 05m
1 stop
MDW
2:00a
PWM
6:50p
16h 50m
1 stop
Depart: Tue Jun 13 2017 Return: Mon Jun 19 2017 Trip spans 7 days
Delta
Delta
PWM
2:00a
MDW
8:20a
6h 20m
1 stop
MDW
3:20a
PWM
6:55p
15h 35m
1 stop
Depart: Wed Jun 14 2017 Return: Sat Jun 17 2017 Trip spans 4 days
Delta
Delta
PWM
8:44a
MDW
2:24p
5h 40m
1 stop
MDW
11:50a
PWM
6:53p
7h 03m
1 stop
Depart: Thu Jun 15 2017 Return: Sat Jun 17 2017 Trip spans 3 days
Delta
Delta
PWM
2:00a
MDW
4:17p
14h 17m
1 stop
MDW
11:50a
PWM
6:53p
7h 03m
1 stop
Depart: Fri Jun 16 2017 Return: Sun Jun 18 2017 Trip spans 3 days
Delta
Delta
PWM
2:00a
MDW
12:14p
10h 14m
1 stop
MDW
3:53p
PWM
12:57p
21h 04m
1 stop
Depart: Sat Jun 17 2017 Return: Mon Jun 19 2017 Trip spans 3 days
Delta
Delta
PWM
2:00a
MDW
8:18a
6h 18m
1 stop
MDW
11:50a
PWM
6:55p
7h 05m
1 stop
Depart: Mon Jun 19 2017 Return: Mon Jun 26 2017 Trip spans 8 days
Delta
Delta
PWM
2:00a
MDW
10:07a
8h 07m
1 stop
MDW
6:10a
PWM
12:57p
6h 47m
1 stop
Depart: Tue Jun 20 2017 Return: Mon Jun 26 2017 Trip spans 7 days
Delta
Delta
PWM
8:44a
MDW
4:17p
7h 33m
1 stop
MDW
6:10a
PWM
12:57p
6h 47m
1 stop
Depart: Wed Jun 21 2017 Return: Tue Jun 27 2017 Trip spans 7 days
Delta
Delta
PWM
8:44a
MDW
4:17p
7h 33m
1 stop
MDW
11:50a
PWM
6:55p
7h 05m
1 stop
Depart: Tue Jun 27 2017 Return: Tue Jul 4 2017 Trip spans 8 days
Delta
Delta
PWM
2:00a
MDW
10:07a
8h 07m
1 stop
MDW
6:10a
PWM
12:03p
5h 53m
1 stop
Depart: Wed Jun 28 2017 Return: Tue Jul 4 2017 Trip spans 7 days
Delta
Delta
PWM
8:44a
MDW
4:17p
7h 33m
1 stop
MDW
6:10a
PWM
12:03p
5h 53m
1 stop
* 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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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.

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Airports
Origin

Portland
$410
Destination

Chicago
$410
Airlines