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Find Flight Deals from White Plains Westchester County to Chicago (HPN - CHI)

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

Book cheap flights from White Plains Westchester County to Chicago

(Round-trip)
Depart: Tue Apr 14 2015 Return: Wed Apr 22 2015 Trip spans 9 days
US Airways
US Airways
HPN
2:59p
ORD
5:37p
2h 38m
nonstop
ORD
11:05a
HPN
1:21p
2h 16m
nonstop
Depart: Wed Apr 15 2015 Return: Mon Apr 20 2015 Trip spans 6 days
US Airways
US Airways
HPN
2:59p
ORD
5:37p
2h 38m
nonstop
ORD
2:30p
HPN
4:52p
2h 22m
nonstop
Depart: Thu Apr 16 2015 Return: Mon Apr 20 2015 Trip spans 5 days
US Airways
US Airways
HPN
3:29a
ORD
6:09a
2h 40m
nonstop
ORD
2:30p
HPN
4:52p
2h 22m
nonstop
Depart: Wed Apr 22 2015 Return: Mon Apr 27 2015 Trip spans 6 days
US Airways
US Airways
HPN
3:29a
ORD
6:09a
2h 40m
nonstop
ORD
2:30p
HPN
4:52p
2h 22m
nonstop
Depart: Thu Apr 23 2015 Return: Fri Apr 24 2015 Trip spans 2 days
US Airways
US Airways
HPN
3:29a
ORD
6:09a
2h 40m
nonstop
ORD
5:05a
HPN
7:22a
2h 17m
nonstop
Depart: Fri Apr 24 2015 Return: Sun Apr 26 2015 Trip spans 3 days
US Airways
US Airways
HPN
3:29a
ORD
6:09a
2h 40m
nonstop
ORD
5:05a
HPN
7:22a
2h 17m
nonstop
Depart: Wed Apr 29 2015 Return: Mon May 4 2015 Trip spans 6 days
US Airways
US Airways
HPN
2:59p
ORD
5:37p
2h 38m
nonstop
ORD
5:05a
HPN
7:22a
2h 17m
nonstop
Depart: Thu Apr 30 2015 Return: Fri May 1 2015 Trip spans 2 days
US Airways
US Airways
HPN
2:59p
ORD
5:37p
2h 38m
nonstop
ORD
11:05a
HPN
1:21p
2h 16m
nonstop
Depart: Fri May 1 2015 Return: Fri May 15 2015 Trip spans 15 days
US Airways
US Airways
HPN
3:29a
ORD
6:09a
2h 40m
nonstop
ORD
5:05a
HPN
7:22a
2h 17m
nonstop
Depart: Sun May 3 2015 Return: Tue May 5 2015 Trip spans 3 days
US Airways
US Airways
HPN
3:29a
ORD
6:09a
2h 40m
nonstop
ORD
11:05a
HPN
1:21p
2h 16m
nonstop
Depart: Thu May 7 2015 Return: Sun May 10 2015 Trip spans 4 days
US Airways
US Airways
HPN
2:59p
ORD
5:37p
2h 38m
nonstop
ORD
5:05a
HPN
7:22a
2h 17m
nonstop
Depart: Fri May 8 2015 Return: Mon May 11 2015 Trip spans 4 days
US Airways
US Airways
HPN
2:59p
ORD
5:37p
2h 38m
nonstop
ORD
11:00a
HPN
1:16p
2h 16m
nonstop
Depart: Sat May 9 2015 Return: Sun May 10 2015 Trip spans 2 days
US Airways
US Airways
HPN
3:29a
ORD
6:09a
2h 40m
nonstop
ORD
5:05a
HPN
7:22a
2h 17m
nonstop
Depart: Sun May 10 2015 Return: Wed May 13 2015 Trip spans 4 days
US Airways
US Airways
HPN
8:54a
ORD
11:30a
2h 36m
nonstop
ORD
11:00a
HPN
1:16p
2h 16m
nonstop
Depart: Wed May 13 2015 Return: Sat May 16 2015 Trip spans 4 days
US Airways
US Airways
HPN
8:54a
ORD
11:30a
2h 36m
nonstop
ORD
5:05a
HPN
7:22a
2h 17m
nonstop
Depart: Thu May 14 2015 Return: Sun May 17 2015 Trip spans 4 days
US Airways
US Airways
HPN
2:59p
ORD
5:37p
2h 38m
nonstop
ORD
5:05a
HPN
7:22a
2h 17m
nonstop
Depart: Sat Mar 7 2015 Return: Tue Mar 10 2015 Trip spans 3 days
American Airlines
American Airlines
HPN
11:37a
ORD
2:25p
2h 48m
nonstop
ORD
2:50a
HPN
4:58a
2h 08m
nonstop
Depart: Mon Apr 20 2015 Return: Fri Apr 24 2015 Trip spans 5 days
Delta
Delta
HPN
1:05p
MDW
7:09p
6h 04m
1 stop
MDW
2:00a
HPN
10:09a
8h 09m
1 stop
Depart: Sun Apr 19 2015 Return: Thu Apr 23 2015 Trip spans 5 days
Delta
Delta
HPN
1:05p
ORD
6:43p
5h 38m
1 stop
ORD
4:45a
HPN
11:29a
6h 44m
1 stop
Depart: Thu Aug 20 2015 Return: Mon Aug 24 2015 Trip spans 5 days
United
United
HPN
8:00a
ORD
10:23a
2h 23m
nonstop
ORD
3:45a
HPN
5:57a
2h 12m
nonstop
Direct flights HPN to CHI on American Airlines
Flight # Depart HPN Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
3051 7:00 am 8:59 am Mar 8 - Mar 27
3097 7:29 am 9:09 am Mar 29 - May 8
3063 10:26 am 12:10 pm Mar 8 - Mar 27
3063 10:26 am 12:10 pm Mar 14 - Mar 28
3215 12:54 pm 2:30 pm Mar 30 - May 6
3215 12:54 pm 2:30 pm Apr 4 - May 2
3215 12:54 pm 2:30 pm Mar 29 - May 3
3654 4:37 pm 6:25 pm Mar 8 - Mar 28
3686 6:30 pm 8:18 pm Mar 9 - Mar 27
3182 6:59 pm 8:37 pm Mar 30 - May 6
Airports
Origin

White Plains
$200
Destination

Chicago
only $200
only $435