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Find Deals on Flights from White Plains Westchester County to Chicago Midway (HPN - MDW)

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

Book cheap flights from White Plains Westchester County to Chicago Midway

(Round-trip)
Depart: Tue Jul 21 2015 Return: Tue Jul 28 2015 Trip spans 8 days
Delta
Delta
HPN
12:29p
MDW
5:28p
4h 59m
1 stop
MDW
9:53a
HPN
5:59p
8h 06m
1 stop
Depart: Wed Jul 22 2015 Return: Tue Jul 28 2015 Trip spans 7 days
Delta
Delta
HPN
12:29p
MDW
5:28p
4h 59m
1 stop
MDW
2:00a
HPN
6:56a
4h 56m
1 stop
Depart: Tue Jul 28 2015 Return: Tue Aug 4 2015 Trip spans 8 days
Delta
Delta
HPN
12:29p
MDW
5:28p
4h 59m
1 stop
MDW
12:34p
HPN
5:02p
4h 28m
1 stop
Depart: Wed Jul 29 2015 Return: Tue Aug 4 2015 Trip spans 7 days
Delta
Delta
HPN
8:38a
MDW
2:53p
6h 15m
1 stop
MDW
8:19a
HPN
1:29p
5h 10m
1 stop
Depart: Tue Aug 4 2015 Return: Wed Aug 5 2015 Trip spans 2 days
Delta
Delta
HPN
8:38a
MDW
12:59p
4h 21m
1 stop
MDW
5:55a
HPN
1:29p
7h 34m
1 stop
Depart: Wed Aug 5 2015 Return: Tue Aug 11 2015 Trip spans 7 days
Delta
Delta
HPN
12:29p
MDW
5:28p
4h 59m
1 stop
MDW
12:34p
HPN
5:02p
4h 28m
1 stop
Depart: Tue Aug 18 2015 Return: Thu Aug 20 2015 Trip spans 3 days
Delta
Delta
HPN
1:29p
MDW
7:12p
5h 43m
1 stop
MDW
3:00a
HPN
7:13a
4h 13m
1 stop
Depart: Fri Aug 21 2015 Return: Mon Aug 24 2015 Trip spans 4 days
Delta
Delta
HPN
12:29p
MDW
5:27p
4h 58m
1 stop
MDW
8:19a
HPN
1:29p
5h 10m
1 stop
Depart: Sat Aug 22 2015 Return: Wed Aug 26 2015 Trip spans 5 days
Delta
Delta
HPN
8:35a
MDW
2:20p
5h 45m
1 stop
MDW
3:00a
HPN
7:13a
4h 13m
1 stop
Depart: Mon Aug 31 2015 Return: Tue Sep 1 2015 Trip spans 2 days
Delta
Delta
HPN
12:29p
MDW
5:27p
4h 58m
1 stop
MDW
3:00a
HPN
7:12a
4h 12m
1 stop
Depart: Fri Sep 4 2015 Return: Tue Sep 8 2015 Trip spans 5 days
Delta
Delta
HPN
2:05a
MDW
5:42a
3h 37m
1 stop
MDW
3:00a
HPN
7:12a
4h 12m
1 stop
Depart: Sat Sep 5 2015 Return: Sun Sep 6 2015 Trip spans 2 days
Delta
Delta
HPN
11:06a
MDW
5:10p
6h 04m
1 stop
MDW
2:00a
HPN
9:31a
7h 31m
1 stop
Depart: Wed Sep 9 2015 Return: Thu Sep 10 2015 Trip spans 2 days
Delta
Delta
HPN
2:05a
MDW
5:42a
3h 37m
1 stop
MDW
1:45a
HPN
5:29a
3h 44m
1 stop
Depart: Sun Sep 13 2015 Return: Tue Sep 22 2015 Trip spans 10 days
Delta
Delta
HPN
2:00a
MDW
10:15a
8h 15m
1 stop
MDW
5:17a
HPN
11:00a
5h 43m
1 stop
Depart: Mon Sep 14 2015 Return: Tue Sep 15 2015 Trip spans 2 days
Delta
Delta
HPN
11:06a
MDW
5:12p
6h 06m
1 stop
MDW
2:00a
HPN
6:50a
4h 50m
1 stop
Depart: Sat Sep 19 2015 Return: Mon Sep 21 2015 Trip spans 3 days
Delta
Delta
HPN
3:20a
MDW
8:54a
5h 34m
1 stop
MDW
3:00a
HPN
7:12a
4h 12m
1 stop
Depart: Tue Sep 29 2015 Return: Sat Oct 3 2015 Trip spans 5 days
Delta
Delta
HPN
2:05a
MDW
5:42a
3h 37m
1 stop
MDW
8:30a
HPN
1:25p
4h 55m
1 stop
Depart: Wed Sep 30 2015 Return: Sat Oct 3 2015 Trip spans 4 days
Delta
Delta
HPN
2:05a
MDW
5:42a
3h 37m
1 stop
MDW
8:30a
HPN
1:25p
4h 55m
1 stop
Depart: Fri Oct 2 2015 Return: Tue Oct 6 2015 Trip spans 5 days
Delta
Delta
HPN
8:50a
MDW
12:56p
4h 06m
1 stop
MDW
12:35p
HPN
4:25p
3h 50m
1 stop
Depart: Sat Oct 3 2015 Return: Sat Oct 10 2015 Trip spans 8 days
Delta
Delta
HPN
8:35a
MDW
2:25p
5h 50m
1 stop
MDW
8:30a
HPN
1:25p
4h 55m
1 stop
Airports
Origin

White Plains
$445
Destination

Chicago
$445
Airlines