Find Cheap Flights from Pittsburgh to Chicago Midway (PIT - 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 Pittsburgh to Chicago Midway

(Round-trip)
Depart: Tue Aug 22 2017 Return: Sat Aug 26 2017 Trip spans 5 days
Delta
Delta
PIT
2:25a
MDW
5:42a
3h 17m
1 stop
MDW
2:15p
PIT
7:04p
4h 49m
1 stop
Depart: Thu Aug 24 2017 Return: Sat Aug 26 2017 Trip spans 3 days
Delta
Delta
PIT
2:25a
MDW
5:42a
3h 17m
1 stop
MDW
2:15p
PIT
7:04p
4h 49m
1 stop
Depart: Sat Aug 26 2017 Return: Tue Aug 29 2017 Trip spans 4 days
Delta
Delta
PIT
11:22a
MDW
5:49p
6h 27m
1 stop
MDW
12:50p
PIT
6:15p
5h 25m
1 stop
Depart: Tue Aug 29 2017 Return: Wed Aug 30 2017 Trip spans 2 days
Delta
Delta
PIT
3:45a
MDW
8:24a
4h 39m
1 stop
MDW
2:15p
PIT
7:05p
4h 50m
1 stop
Depart: Sat Sep 2 2017 Return: Tue Sep 5 2017 Trip spans 4 days
Delta
Delta
PIT
2:20a
MDW
5:42a
3h 22m
1 stop
MDW
10:06a
PIT
3:17p
5h 11m
1 stop
Depart: Sat Sep 9 2017 Return: Wed Sep 13 2017 Trip spans 5 days
Delta
Delta
PIT
1:45p
MDW
5:54p
4h 09m
1 stop
MDW
5:08a
PIT
9:55a
4h 47m
1 stop
Depart: Mon Sep 11 2017 Return: Wed Sep 13 2017 Trip spans 3 days
Delta
Delta
PIT
1:10p
MDW
7:16p
6h 06m
1 stop
MDW
10:06a
PIT
3:17p
5h 11m
1 stop
Depart: Tue Sep 12 2017 Return: Wed Sep 13 2017 Trip spans 2 days
Delta
Delta
PIT
5:54a
MDW
10:31a
4h 37m
1 stop
MDW
5:08a
PIT
9:55a
4h 47m
1 stop
Depart: Wed Sep 13 2017 Return: Thu Sep 14 2017 Trip spans 2 days
Delta
Delta
PIT
3:45a
MDW
8:24a
4h 39m
1 stop
MDW
2:00a
PIT
7:38a
5h 38m
1 stop
Depart: Sat Sep 16 2017 Return: Mon Sep 18 2017 Trip spans 3 days
Delta
Delta
PIT
2:29a
MDW
7:38a
5h 09m
1 stop
MDW
2:15p
PIT
7:05p
4h 50m
1 stop
Depart: Sat Sep 23 2017 Return: Mon Sep 25 2017 Trip spans 3 days
Delta
Delta
PIT
7:20a
MDW
12:38p
5h 18m
1 stop
MDW
11:01a
PIT
6:38p
7h 37m
1 stop
Depart: Sat Oct 21 2017 Return: Thu Oct 26 2017 Trip spans 6 days
Delta
Delta
PIT
11:00a
MDW
4:16p
5h 16m
1 stop
MDW
3:20a
PIT
9:20a
6h 00m
1 stop
Depart: Thu Nov 2 2017 Return: Mon Nov 6 2017 Trip spans 5 days
Delta
Delta
PIT
2:30a
MDW
5:50a
3h 20m
1 stop
MDW
4:15a
PIT
9:03a
4h 48m
1 stop
Depart: Sat Nov 4 2017 Return: Mon Nov 6 2017 Trip spans 3 days
Delta
Delta
PIT
1:30p
MDW
5:11p
3h 41m
1 stop
MDW
11:15a
PIT
5:50p
6h 35m
1 stop
Depart: Tue Dec 12 2017 Return: Thu Dec 14 2017 Trip spans 3 days
Delta
Delta
PIT
1:20a
MDW
4:50a
3h 30m
1 stop
MDW
1:30a
PIT
6:11a
4h 41m
1 stop
Depart: Tue Aug 15 2017 Return: Thu Aug 24 2017 Trip spans 10 days
Delta
Delta
PIT
2:45a
MDW
8:45a
6h 00m
1 stop
MDW
3:20a
PIT
9:34a
6h 14m
1 stop
Depart: Sat Aug 19 2017 Return: Tue Aug 22 2017 Trip spans 4 days
Delta
Delta
PIT
2:35p
MDW
7:36p
5h 01m
1 stop
MDW
11:18a
PIT
6:38p
7h 20m
1 stop
Depart: Fri Aug 25 2017 Return: Sat Aug 26 2017 Trip spans 2 days
Delta
Delta
PIT
2:25a
MDW
5:42a
3h 17m
1 stop
MDW
2:15p
PIT
7:04p
4h 49m
1 stop
Depart: Sun Aug 27 2017 Return: Tue Aug 29 2017 Trip spans 3 days
Delta
Delta
PIT
2:29a
MDW
8:55a
6h 26m
1 stop
MDW
3:25a
PIT
7:38a
4h 13m
1 stop
Depart: Sun Sep 10 2017 Return: Wed Sep 13 2017 Trip spans 4 days
Delta
Delta
PIT
2:29a
MDW
7:22a
4h 53m
1 stop
MDW
5:08a
PIT
9:55a
4h 47m
1 stop
Select an airline:  Southwest
Direct flights PIT to MDW on Southwest
Flight # Depart PIT Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
731 6:10 am 6:35 am Jul 31 - Aug 14
1326 6:15 am 6:40 am Aug 15 - Sep 29
4545 6:35 am 7:00 am Aug 20 - Aug 27
3084 6:55 am 7:20 am Sep 2 - Sep 2
2241 7:00 am 7:25 am Jul 30 - Aug 13
3084 7:00 am 7:25 am Aug 19 - Aug 26
4256 7:05 am 7:30 am Aug 5 - Aug 12
1325 8:00 am 8:25 am Aug 15 - Aug 15
552 8:00 am 8:25 am Sep 4 - Sep 4
552 8:15 am 8:40 am Aug 16 - Sep 1
2137 8:20 am 8:45 am Jul 31 - Aug 14
3384 9:15 am 9:40 am Aug 20 - Aug 27
1317 9:20 am 9:45 am Jul 30 - Aug 13
391 9:25 am 9:50 am Sep 3 - Sep 3
1590 9:35 am 10:00 am Aug 15 - Sep 29
1265 11:10 am 11:35 am Aug 5 - Aug 12
4155 12:30 pm 12:55 pm Jul 30 - Aug 13
2330 12:55 pm 1:20 pm Aug 19 - Sep 23
3532 1:05 pm 1:30 pm Jul 31 - Aug 14
4364 2:25 pm 2:50 pm Jul 30 - Aug 13
3598 2:30 pm 2:55 pm Aug 5 - Aug 12
4311 3:00 pm 3:25 pm Sep 3 - Sep 3
4807 3:00 pm 3:25 pm Aug 20 - Aug 27
3146 3:10 pm 3:35 pm Jul 31 - Aug 14
2342 3:15 pm 3:40 pm Aug 19 - Sep 23
1487 4:15 pm 4:40 pm Aug 15 - Sep 4
2136 5:00 pm 5:25 pm Aug 19 - Aug 26
4142 5:10 pm 5:35 pm Sep 3 - Sep 3
4563 5:10 pm 5:35 pm Aug 20 - Aug 27
5418 5:40 pm 6:05 pm Jul 30 - Aug 13
3410 6:00 pm 6:25 pm Aug 5 - Aug 12
720 6:05 pm 6:35 pm Sep 4 - Sep 4
176 6:10 pm 6:40 pm Aug 15 - Aug 15
720 6:10 pm 6:40 pm Aug 16 - Sep 1
1010 6:30 pm 6:55 pm Jul 31 - Aug 14
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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.

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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

Pittsburgh
$162
Destination

Chicago
$162
Airlines