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: Sat Aug 26 2017 Return: Tue Sep 12 2017 Trip spans 18 days
Delta
Delta
PIT
2:30a
MDW
6:18a
3h 48m
1 stop
MDW
12:30p
PIT
6:11p
5h 41m
1 stop
Depart: Tue Oct 3 2017 Return: Wed Oct 4 2017 Trip spans 2 days
Delta
Delta
PIT
2:30a
MDW
5:50a
3h 20m
1 stop
MDW
5:15a
PIT
10:03a
4h 48m
1 stop
Depart: Tue Oct 17 2017 Return: Sat Oct 21 2017 Trip spans 5 days
Delta
Delta
PIT
5:45a
MDW
10:37a
4h 52m
1 stop
MDW
3:00a
PIT
9:18a
6h 18m
1 stop
Depart: Tue Aug 29 2017 Return: Thu Aug 31 2017 Trip spans 3 days
Delta
Delta
PIT
2:40p
MDW
8:02p
5h 22m
1 stop
MDW
3:00a
PIT
6:06a
3h 06m
1 stop
Depart: Mon Sep 4 2017 Return: Sat Sep 9 2017 Trip spans 6 days
Delta
Delta
PIT
2:40p
MDW
7:53p
5h 13m
1 stop
MDW
12:15p
PIT
6:49p
6h 34m
1 stop
Depart: Sat Sep 23 2017 Return: Mon Sep 25 2017 Trip spans 3 days
Delta
Delta
PIT
9:32a
MDW
12:57p
3h 25m
1 stop
MDW
12:30p
PIT
6:11p
5h 41m
1 stop
Depart: Sat Oct 7 2017 Return: Mon Oct 9 2017 Trip spans 3 days
Delta
Delta
PIT
1:30p
MDW
5:11p
3h 41m
1 stop
MDW
12:30p
PIT
6:11p
5h 41m
1 stop
Depart: Tue Oct 24 2017 Return: Thu Nov 2 2017 Trip spans 10 days
Delta
Delta
PIT
2:40a
MDW
7:32a
4h 52m
1 stop
MDW
3:00a
PIT
6:06a
3h 06m
1 stop
Depart: Thu Aug 10 2017 Return: Sat Sep 9 2017 Trip spans 31 days
Delta
Delta
PIT
2:40p
MDW
7:55p
5h 15m
1 stop
MDW
12:15p
PIT
6:49p
6h 34m
1 stop
Depart: Fri Sep 1 2017 Return: Tue Sep 5 2017 Trip spans 5 days
Delta
Delta
PIT
2:30a
MDW
5:50a
3h 20m
1 stop
MDW
1:10p
PIT
6:22p
5h 12m
1 stop
Depart: Wed Oct 25 2017 Return: Thu Nov 2 2017 Trip spans 9 days
Delta
Delta
PIT
5:45a
MDW
10:37a
4h 52m
1 stop
MDW
3:00a
PIT
6:06a
3h 06m
1 stop
Depart: Fri Oct 27 2017 Return: Sat Oct 28 2017 Trip spans 2 days
Delta
Delta
PIT
2:30a
MDW
5:50a
3h 20m
1 stop
MDW
8:00a
PIT
1:03p
5h 03m
1 stop
Depart: Wed Nov 1 2017 Return: Sat Nov 4 2017 Trip spans 4 days
Delta
Delta
PIT
1:30p
MDW
5:12p
3h 42m
1 stop
MDW
8:00a
PIT
1:03p
5h 03m
1 stop
Depart: Thu Sep 14 2017 Return: Mon Sep 18 2017 Trip spans 5 days
Delta
Delta
PIT
5:45a
MDW
12:46p
7h 01m
1 stop
MDW
10:05a
PIT
2:18p
4h 13m
1 stop
Depart: Thu Oct 12 2017 Return: Mon Oct 16 2017 Trip spans 5 days
Delta
Delta
PIT
2:30a
MDW
5:50a
3h 20m
1 stop
MDW
12:30p
PIT
6:11p
5h 41m
1 stop
Depart: Mon Aug 21 2017 Return: Thu Aug 24 2017 Trip spans 4 days
Delta
Delta
PIT
2:40p
MDW
7:53p
5h 13m
1 stop
MDW
2:30a
PIT
8:01a
5h 31m
1 stop
Depart: Fri Sep 22 2017 Return: Mon Sep 25 2017 Trip spans 4 days
Delta
Delta
PIT
2:30a
MDW
5:50a
3h 20m
1 stop
MDW
8:00a
PIT
1:04p
5h 04m
1 stop
Depart: Fri Jun 23 2017 Return: Sun Jun 25 2017 Trip spans 3 days
Delta
Delta
PIT
2:40p
MDW
8:02p
5h 22m
1 stop
MDW
2:50p
PIT
6:18p
3h 28m
1 stop
Depart: Sat Jun 24 2017 Return: Sun Jun 25 2017 Trip spans 2 days
Delta
Delta
PIT
2:25a
MDW
6:25a
4h 00m
1 stop
MDW
2:50p
PIT
6:18p
3h 28m
1 stop
Depart: Fri Jun 30 2017 Return: Tue Jul 4 2017 Trip spans 5 days
Delta
Delta
PIT
2:25a
MDW
5:46a
3h 21m
1 stop
MDW
1:35a
PIT
4:42a
3h 07m
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
1306 6:00 am 6:25 am May 30 - Jun 2
731 6:10 am 6:35 am Jun 5 - Jun 30
2241 7:00 am 7:25 am Jun 4 - Aug 13
4256 7:05 am 7:30 am Jun 10 - Aug 12
5083 7:20 am 7:50 am May 20 - Jun 3
152 7:40 am 8:10 am May 30 - Jun 2
2137 8:20 am 8:45 am Jun 5 - Jun 30
1317 9:20 am 9:45 am Jun 4 - Aug 13
1265 11:10 am 11:35 am Jun 10 - Aug 12
2560 11:25 am 11:50 am Jul 3 - Jul 3
4155 12:30 pm 12:55 pm Jun 4 - Aug 13
2115 12:45 pm 1:10 pm May 20 - Jun 3
3532 1:05 pm 1:30 pm Jun 5 - Jul 3
4364 2:25 pm 2:50 pm Jun 4 - Aug 13
3598 2:30 pm 2:55 pm Jun 10 - Aug 12
3142 3:00 pm 3:25 pm May 30 - Jun 2
279 3:10 pm 3:35 pm Jul 3 - Jul 3
3146 3:10 pm 3:35 pm Jun 5 - Jun 30
1163 5:00 pm 5:25 pm May 20 - Jun 3
1602 5:05 pm 5:30 pm May 30 - Jun 2
5418 5:40 pm 6:05 pm Jun 4 - Aug 13
3410 6:00 pm 6:25 pm Jun 10 - Aug 12
1010 6:30 pm 6:55 pm Jun 5 - Aug 14
3388 7:05 pm 7:30 pm May 30 - Jun 2
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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Airports
Origin

Pittsburgh
$260
Destination

Chicago
$260
Airlines