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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: Mon Apr 13 2015 Return: Mon Apr 20 2015 Trip spans 8 days
Delta
Delta
HPN
8:45a
MDW
12:55p
4h 10m
1 stop
MDW
3:00a
HPN
7:03a
4h 03m
1 stop
Depart: Tue Apr 14 2015 Return: Sun Apr 19 2015 Trip spans 6 days
Delta
Delta
HPN
2:00a
MDW
5:43a
3h 43m
1 stop
MDW
2:00a
HPN
6:54a
4h 54m
1 stop
Depart: Wed Apr 15 2015 Return: Mon Apr 20 2015 Trip spans 6 days
Delta
Delta
HPN
8:30a
MDW
2:21p
5h 51m
1 stop
MDW
12:00p
HPN
5:55p
5h 55m
1 stop
Depart: Thu Apr 16 2015 Return: Mon Apr 20 2015 Trip spans 5 days
Delta
Delta
HPN
2:00a
MDW
5:43a
3h 43m
1 stop
MDW
3:00a
HPN
7:03a
4h 03m
1 stop
Depart: Fri Apr 17 2015 Return: Sun Apr 19 2015 Trip spans 3 days
Delta
Delta
HPN
11:44a
MDW
7:09p
7h 25m
1 stop
MDW
2:00a
HPN
6:54a
4h 54m
1 stop
Depart: Sat Apr 18 2015 Return: Mon Apr 20 2015 Trip spans 3 days
Delta
Delta
HPN
11:44a
MDW
4:51p
5h 07m
1 stop
MDW
3:00a
HPN
7:03a
4h 03m
1 stop
Depart: Wed Apr 22 2015 Return: Sun Apr 26 2015 Trip spans 5 days
Delta
Delta
HPN
11:44a
MDW
4:54p
5h 10m
1 stop
MDW
2:00a
HPN
6:54a
4h 54m
1 stop
Depart: Thu Apr 23 2015 Return: Sun Apr 26 2015 Trip spans 4 days
Delta
Delta
HPN
11:44a
MDW
7:11p
7h 27m
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
11:44a
MDW
4:51p
5h 07m
1 stop
MDW
2:00a
HPN
6:54a
4h 54m
1 stop
Depart: Thu May 7 2015 Return: Sun May 10 2015 Trip spans 4 days
Delta
Delta
HPN
8:35a
MDW
1:10p
4h 35m
1 stop
MDW
5:15a
HPN
10:56a
5h 41m
1 stop
Depart: Fri May 8 2015 Return: Mon May 11 2015 Trip spans 4 days
Delta
Delta
HPN
2:00a
MDW
9:15a
7h 15m
1 stop
MDW
11:27a
HPN
5:50p
6h 23m
1 stop
Depart: Thu May 14 2015 Return: Tue May 19 2015 Trip spans 6 days
Delta
Delta
HPN
11:05a
MDW
6:32p
7h 27m
1 stop
MDW
3:00a
HPN
6:51a
3h 51m
1 stop
Depart: Thu May 21 2015 Return: Sun May 24 2015 Trip spans 4 days
Delta
Delta
HPN
8:35a
MDW
1:10p
4h 35m
1 stop
MDW
9:50a
HPN
5:50p
8h 00m
1 stop
Depart: Fri May 22 2015 Return: Sun May 24 2015 Trip spans 3 days
Delta
Delta
HPN
2:00a
MDW
9:15a
7h 15m
1 stop
MDW
8:30a
HPN
3:56p
7h 26m
1 stop
Depart: Sat May 23 2015 Return: Tue May 26 2015 Trip spans 4 days
Delta
Delta
HPN
2:00a
MDW
6:00a
4h 00m
1 stop
MDW
3:00a
HPN
6:51a
3h 51m
1 stop
Depart: Sat May 30 2015 Return: Sun May 31 2015 Trip spans 2 days
Delta
Delta
HPN
2:00a
MDW
8:49a
6h 49m
1 stop
MDW
2:00a
HPN
6:59a
4h 59m
1 stop
Depart: Sun Apr 5 2015 Return: Tue Apr 14 2015 Trip spans 10 days
Delta
Delta
HPN
11:29a
MDW
5:45p
6h 16m
1 stop
MDW
3:00a
HPN
7:03a
4h 03m
1 stop
Depart: Mon Apr 6 2015 Return: Tue Apr 14 2015 Trip spans 9 days
Delta
Delta
HPN
1:05p
MDW
7:21p
6h 16m
1 stop
MDW
3:00a
HPN
7:03a
4h 03m
1 stop
Depart: Tue Apr 7 2015 Return: Mon Apr 13 2015 Trip spans 7 days
Delta
Delta
HPN
2:00a
MDW
5:43a
3h 43m
1 stop
MDW
8:18a
HPN
1:27p
5h 09m
1 stop
Depart: Wed Apr 8 2015 Return: Mon Apr 13 2015 Trip spans 6 days
Delta
Delta
HPN
2:00a
MDW
5:43a
3h 43m
1 stop
MDW
3:00a
HPN
7:03a
4h 03m
1 stop
Change your search
Airports
Origin

White Plains
$409
Destination

Chicago
$409
Airlines