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Find Flight Deals 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: Wed Apr 22 2015 Return: Thu Apr 23 2015 Trip spans 2 days
Delta
Delta
HPN
1:05p
MDW
7:09p
6h 04m
1 stop
MDW
5:59a
HPN
11:29a
5h 30m
1 stop
Depart: Thu Apr 23 2015 Return: Fri Apr 24 2015 Trip spans 2 days
Delta
Delta
HPN
8:45a
MDW
12:55p
4h 10m
1 stop
MDW
8:40a
HPN
2:30p
5h 50m
1 stop
Depart: Fri Apr 24 2015 Return: Sun Apr 26 2015 Trip spans 3 days
Delta
Delta
HPN
8:30a
MDW
2:21p
5h 51m
1 stop
MDW
2:00a
HPN
6:54a
4h 54m
1 stop
Depart: Sat Apr 25 2015 Return: Sun Apr 26 2015 Trip spans 2 days
Delta
Delta
HPN
3:29a
MDW
8:40a
5h 11m
1 stop
MDW
2:00a
HPN
6:54a
4h 54m
1 stop
Depart: Sun Apr 26 2015 Return: Fri May 1 2015 Trip spans 6 days
Delta
Delta
HPN
8:45a
MDW
2:57p
6h 12m
1 stop
MDW
10:26a
HPN
3:59p
5h 33m
1 stop
Depart: Tue Apr 28 2015 Return: Tue May 19 2015 Trip spans 22 days
Delta
Delta
HPN
2:00a
MDW
5:43a
3h 43m
1 stop
MDW
3:10a
HPN
7:01a
3h 51m
1 stop
Depart: Wed Apr 29 2015 Return: Fri May 1 2015 Trip spans 3 days
Delta
Delta
HPN
8:30a
MDW
2:21p
5h 51m
1 stop
MDW
10:26a
HPN
3:59p
5h 33m
1 stop
Depart: Thu Apr 30 2015 Return: Mon May 4 2015 Trip spans 5 days
Delta
Delta
HPN
2:00a
MDW
5:43a
3h 43m
1 stop
MDW
3:10a
HPN
7:01a
3h 51m
1 stop
Depart: Fri May 1 2015 Return: Mon May 4 2015 Trip spans 4 days
Delta
Delta
HPN
2:00a
MDW
5:50a
3h 50m
1 stop
MDW
3:10a
HPN
7:01a
3h 51m
1 stop
Depart: Sat May 2 2015 Return: Mon May 4 2015 Trip spans 3 days
Delta
Delta
HPN
3:25a
MDW
8:45a
5h 20m
1 stop
MDW
3:10a
HPN
7:01a
3h 51m
1 stop
Depart: Sun May 3 2015 Return: Fri May 8 2015 Trip spans 6 days
Delta
Delta
HPN
6:18a
MDW
2:24p
8h 06m
1 stop
MDW
6:00a
HPN
11:29a
5h 29m
1 stop
Depart: Mon May 4 2015 Return: Thu May 7 2015 Trip spans 4 days
Delta
Delta
HPN
2:00a
MDW
5:50a
3h 50m
1 stop
MDW
3:10a
HPN
7:01a
3h 51m
1 stop
Depart: Tue May 5 2015 Return: Thu May 14 2015 Trip spans 10 days
Delta
Delta
HPN
2:00a
MDW
5:50a
3h 50m
1 stop
MDW
3:10a
HPN
7:01a
3h 51m
1 stop
Depart: Wed May 6 2015 Return: Fri May 8 2015 Trip spans 3 days
Delta
Delta
HPN
2:00a
MDW
5:50a
3h 50m
1 stop
MDW
3:10a
HPN
7:01a
3h 51m
1 stop
Depart: Fri May 8 2015 Return: Mon May 11 2015 Trip spans 4 days
Delta
Delta
HPN
2:00a
MDW
5:50a
3h 50m
1 stop
MDW
3:10a
HPN
7:01a
3h 51m
1 stop
Depart: Sat May 9 2015 Return: Wed May 13 2015 Trip spans 5 days
Delta
Delta
HPN
3:25a
MDW
8:45a
5h 20m
1 stop
MDW
3:10a
HPN
7:01a
3h 51m
1 stop
Depart: Tue May 12 2015 Return: Thu May 14 2015 Trip spans 3 days
Delta
Delta
HPN
2:00a
MDW
8:47a
6h 47m
1 stop
MDW
3:10a
HPN
7:01a
3h 51m
1 stop
Depart: Wed May 13 2015 Return: Mon May 18 2015 Trip spans 6 days
Delta
Delta
HPN
2:00a
MDW
5:50a
3h 50m
1 stop
MDW
3:10a
HPN
7:01a
3h 51m
1 stop
Depart: Thu May 14 2015 Return: Mon May 18 2015 Trip spans 5 days
Delta
Delta
HPN
2:00a
MDW
5:50a
3h 50m
1 stop
MDW
3:10a
HPN
7:01a
3h 51m
1 stop
Depart: Fri May 15 2015 Return: Sun May 17 2015 Trip spans 3 days
Delta
Delta
HPN
6:18a
MDW
2:24p
8h 06m
1 stop
MDW
2:00a
HPN
6:59a
4h 59m
1 stop
Airports
Origin

White Plains
$435
Destination

Chicago
$435
Airlines