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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: Mon Apr 13 2015 Return: Wed Apr 15 2015 Trip spans 3 days
US Airways
US Airways
HPN
2:59p
ORD
5:37p
2h 38m
nonstop
ORD
11:05a
HPN
1:21p
2h 16m
nonstop
Depart: Tue Apr 14 2015 Return: Wed Apr 15 2015 Trip spans 2 days
US Airways
US Airways
HPN
3:29a
ORD
6:09a
2h 40m
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
5:05a
HPN
7:22a
2h 17m
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: Fri Apr 17 2015 Return: Mon Apr 20 2015 Trip spans 4 days
US Airways
US Airways
HPN
2:59p
ORD
5:37p
2h 38m
nonstop
ORD
2:30p
HPN
4:52p
2h 22m
nonstop
Depart: Sun Apr 19 2015 Return: Mon Apr 20 2015 Trip spans 2 days
US Airways
US Airways
HPN
3:29a
ORD
6:09a
2h 40m
nonstop
ORD
2:30p
HPN
4:52p
2h 22m
nonstop
Depart: Tue Apr 21 2015 Return: Wed Apr 22 2015 Trip spans 2 days
US Airways
US Airways
HPN
8:54a
ORD
11:30a
2h 36m
nonstop
ORD
11:05a
HPN
1:21p
2h 16m
nonstop
Depart: Wed Apr 22 2015 Return: Thu Apr 23 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: Thu Apr 23 2015 Return: Mon Apr 27 2015 Trip spans 5 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
8:54a
ORD
11:30a
2h 36m
nonstop
ORD
5:05a
HPN
7:22a
2h 17m
nonstop
Depart: Sun Apr 26 2015 Return: Mon Apr 27 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: Wed Apr 29 2015 Return: Thu Apr 30 2015 Trip spans 2 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: Mon May 4 2015 Trip spans 5 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 May 1 2015 Return: Mon May 4 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: Sat May 2 2015 Return: Mon May 4 2015 Trip spans 3 days
US Airways
US Airways
HPN
8:54a
ORD
11:30a
2h 36m
nonstop
ORD
5:05a
HPN
7:22a
2h 17m
nonstop
Depart: Sun May 3 2015 Return: Mon May 4 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: Sat Mar 14 2015 Return: Mon Mar 16 2015 Trip spans 3 days
American Airlines
American Airlines
HPN
12:37p
ORD
3:25p
2h 48m
nonstop
ORD
2:50p
HPN
4:59p
2h 09m
nonstop
Depart: Wed Jun 24 2015 Return: Mon Jun 29 2015 Trip spans 6 days
Delta
Delta
HPN
11:05a
MDW
4:54p
5h 49m
1 stop
MDW
8:30a
HPN
1:29p
4h 59m
1 stop
Depart: Sun Jul 12 2015 Return: Mon Jul 13 2015 Trip spans 2 days
Delta
Delta
HPN
8:35a
ORD
12:39p
4h 04m
1 stop
ORD
3:00a
HPN
6:51a
3h 51m
1 stop
Depart: Mon Jun 8 2015 Return: Wed Jun 10 2015 Trip spans 3 days
$1108
Select
United
United
HPN
2:30a
ORD
5:05a
2h 35m
nonstop
ORD
3:45a
HPN
5:57a
2h 12m
nonstop
Change your search
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 Apr 4 - May 2
3215 12:54 pm 2:30 pm Mar 30 - May 6
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