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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: Sat Jan 31 2015 Return: Tue Feb 3 2015 Trip spans 4 days
Delta
Delta
HPN
5:15a
MDW
10:42a
5h 27m
1 stop
MDW
2:00a
HPN
6:03a
4h 03m
1 stop
Depart: Fri Feb 20 2015 Return: Fri Feb 27 2015 Trip spans 8 days
Delta
Delta
HPN
7:40a
MDW
11:57a
4h 17m
1 stop
MDW
2:00a
HPN
6:03a
4h 03m
1 stop
Depart: Thu Feb 26 2015 Return: Mon Mar 2 2015 Trip spans 5 days
Delta
Delta
HPN
7:40a
MDW
11:57a
4h 17m
1 stop
MDW
2:00a
HPN
6:13a
4h 13m
1 stop
Depart: Fri Mar 13 2015 Return: Mon Mar 16 2015 Trip spans 4 days
Delta
Delta
HPN
8:45a
MDW
2:58p
6h 13m
1 stop
MDW
8:26a
HPN
3:59p
7h 33m
1 stop
Depart: Thu Mar 19 2015 Return: Tue Mar 24 2015 Trip spans 6 days
Delta
Delta
HPN
8:45a
MDW
12:51p
4h 06m
1 stop
MDW
3:00a
HPN
7:13a
4h 13m
1 stop
Depart: Wed Feb 18 2015 Return: Sun Feb 22 2015 Trip spans 5 days
Delta
Delta
HPN
2:15a
MDW
10:39a
8h 24m
1 stop
MDW
4:18a
HPN
10:00a
5h 42m
1 stop
Depart: Thu Feb 19 2015 Return: Sun Feb 22 2015 Trip spans 4 days
Delta
Delta
HPN
2:15a
MDW
7:50a
5h 35m
1 stop
MDW
4:18a
HPN
10:00a
5h 42m
1 stop
Depart: Mon Mar 16 2015 Return: Sun Mar 22 2015 Trip spans 7 days
Delta
Delta
HPN
12:35p
MDW
6:55p
6h 20m
1 stop
MDW
5:20a
HPN
11:08a
5h 48m
1 stop
Depart: Fri Mar 27 2015 Return: Mon Mar 30 2015 Trip spans 4 days
Delta
Delta
HPN
8:45a
MDW
12:51p
4h 06m
1 stop
MDW
5:20a
HPN
11:08a
5h 48m
1 stop
Depart: Thu Apr 16 2015 Return: Sun Apr 19 2015 Trip spans 4 days
Delta
Delta
HPN
8:35a
MDW
2:50p
6h 15m
1 stop
MDW
5:15a
HPN
10:56a
5h 41m
1 stop
Depart: Thu Mar 26 2015 Return: Sun Mar 29 2015 Trip spans 4 days
Delta
Delta
HPN
2:00a
MDW
9:05a
7h 05m
2 stops
MDW
5:20a
HPN
11:08a
5h 48m
1 stop
Depart: Sat Feb 21 2015 Return: Sun Feb 22 2015 Trip spans 2 days
Delta
Delta
HPN
4:00a
MDW
8:37a
4h 37m
1 stop
MDW
4:18a
HPN
10:00a
5h 42m
1 stop
Depart: Sun Feb 22 2015 Return: Mon Feb 23 2015 Trip spans 2 days
Delta
Delta
HPN
7:40a
MDW
11:57a
4h 17m
1 stop
MDW
2:00a
HPN
6:03a
4h 03m
1 stop
Depart: Thu Mar 5 2015 Return: Mon Mar 9 2015 Trip spans 4 days
Delta
Delta
HPN
7:45a
MDW
11:51a
4h 06m
1 stop
MDW
3:00a
HPN
7:13a
4h 13m
1 stop
Depart: Fri Mar 6 2015 Return: Sun Mar 8 2015 Trip spans 3 days
Delta
Delta
HPN
7:45a
MDW
1:58p
6h 13m
1 stop
MDW
1:00a
HPN
6:55a
4h 55m
1 stop
Depart: Sat Mar 7 2015 Return: Wed Mar 11 2015 Trip spans 4 days
Delta
Delta
HPN
7:30a
MDW
1:20p
5h 50m
1 stop
MDW
3:00a
HPN
7:13a
4h 13m
1 stop
Depart: Sun Mar 15 2015 Return: Wed Mar 18 2015 Trip spans 4 days
Delta
Delta
HPN
8:45a
MDW
2:58p
6h 13m
1 stop
MDW
3:05a
HPN
9:54a
6h 49m
1 stop
Depart: Fri Mar 20 2015 Return: Sun Mar 22 2015 Trip spans 3 days
Delta
Delta
HPN
12:35p
MDW
6:55p
6h 20m
1 stop
MDW
5:20a
HPN
11:08a
5h 48m
1 stop
Depart: Mon Mar 23 2015 Return: Wed Mar 25 2015 Trip spans 3 days
Delta
Delta
HPN
11:29a
MDW
5:03p
5h 34m
1 stop
MDW
3:00a
HPN
7:13a
4h 13m
1 stop
Depart: Thu Apr 2 2015 Return: Sun Apr 5 2015 Trip spans 4 days
Delta
Delta
HPN
3:25a
MDW
8:44a
5h 19m
1 stop
MDW
8:45a
HPN
11:58a
3h 13m
1 stop
Change your search
Airports
Origin

White Plains
$240
Destination

Chicago
$240
Airlines