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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: Sat Sep 26 2015 Return: Tue Sep 29 2015 Trip spans 4 days
American Airlines
American Airlines
HPN
8:59a
ORD
11:30a
2h 31m
nonstop
ORD
5:14a
HPN
7:30a
2h 16m
nonstop
Depart: Fri Oct 16 2015 Return: Sun Oct 18 2015 Trip spans 3 days
American Airlines
American Airlines
HPN
8:59a
ORD
11:30a
2h 31m
nonstop
ORD
5:14a
HPN
7:30a
2h 16m
nonstop
Depart: Wed May 27 2015 Return: Tue Jun 2 2015 Trip spans 7 days
US Airways
US Airways
HPN
3:29a
ORD
6:09a
2h 40m
nonstop
ORD
1:35a
HPN
6:30a
4h 55m
1 stop
Depart: Mon May 18 2015 Return: Sun May 24 2015 Trip spans 7 days
American Airlines
American Airlines
HPN
2:59p
ORD
5:37p
2h 38m
nonstop
ORD
1:35a
HPN
6:30a
4h 55m
1 stop
Depart: Tue May 19 2015 Return: Sun May 24 2015 Trip spans 6 days
American Airlines
American Airlines
HPN
2:59p
ORD
5:37p
2h 38m
nonstop
ORD
1:35a
HPN
6:30a
4h 55m
1 stop
Depart: Sat May 16 2015 Return: Tue May 19 2015 Trip spans 4 days
American Airlines
American Airlines
HPN
1:59p
ORD
6:55p
4h 56m
1 stop
ORD
5:05a
HPN
7:22a
2h 17m
nonstop
Depart: Thu Sep 3 2015 Return: Sun Sep 6 2015 Trip spans 4 days
American Airlines
American Airlines
HPN
8:59a
ORD
11:30a
2h 31m
nonstop
ORD
11:15a
HPN
1:30p
2h 15m
nonstop
Depart: Wed May 20 2015 Return: Sun May 24 2015 Trip spans 5 days
US Airways
US Airways
HPN
8:00a
ORD
1:00p
5h 00m
1 stop
ORD
1:35a
HPN
6:30a
4h 55m
1 stop
Depart: Sat May 23 2015 Return: Tue Jun 2 2015 Trip spans 11 days
US Airways
US Airways
HPN
5:45a
ORD
9:41a
3h 56m
1 stop
ORD
6:35a
HPN
11:49a
5h 14m
1 stop
Depart: Sun May 24 2015 Return: Tue Jun 2 2015 Trip spans 10 days
US Airways
US Airways
HPN
11:24a
ORD
4:35p
5h 11m
1 stop
ORD
1:35a
HPN
6:30a
4h 55m
1 stop
Depart: Thu May 21 2015 Return: Sun May 24 2015 Trip spans 4 days
American Airlines
American Airlines
HPN
3:29a
ORD
6:09a
2h 40m
nonstop
ORD
1:35a
HPN
6:30a
4h 55m
1 stop
Depart: Tue May 26 2015 Return: Tue Jun 2 2015 Trip spans 8 days
US Airways
US Airways
HPN
2:59p
ORD
5:37p
2h 38m
nonstop
ORD
1:35a
HPN
6:30a
4h 55m
1 stop
Depart: Thu May 28 2015 Return: Tue Jun 2 2015 Trip spans 6 days
US Airways
US Airways
HPN
3:29a
ORD
6:09a
2h 40m
nonstop
ORD
6:35a
HPN
11:49a
5h 14m
1 stop
Depart: Fri May 29 2015 Return: Tue Jun 2 2015 Trip spans 5 days
US Airways
US Airways
HPN
2:59p
ORD
5:37p
2h 38m
nonstop
ORD
6:35a
HPN
11:49a
5h 14m
1 stop
Depart: Sat May 30 2015 Return: Tue Jun 2 2015 Trip spans 4 days
US Airways
US Airways
HPN
3:29a
ORD
6:09a
2h 40m
nonstop
ORD
1:35a
HPN
6:30a
4h 55m
1 stop
Depart: Sat Jun 6 2015 Return: Wed Jun 10 2015 Trip spans 5 days
US Airways
US Airways
HPN
3:00a
ORD
5:35a
2h 35m
nonstop
ORD
1:35a
HPN
6:33a
4h 58m
1 stop
Depart: Fri Jun 12 2015 Return: Tue Jun 16 2015 Trip spans 5 days
US Airways
US Airways
HPN
3:00a
ORD
5:35a
2h 35m
nonstop
ORD
1:35a
HPN
6:33a
4h 58m
1 stop
Depart: Tue Aug 18 2015 Return: Mon Aug 24 2015 Trip spans 7 days
American Airlines
American Airlines
HPN
5:30a
ORD
9:35a
4h 05m
1 stop
ORD
4:30a
HPN
8:13a
3h 43m
1 stop
Depart: Thu Jul 2 2015 Return: Fri Jul 10 2015 Trip spans 9 days
Delta
Delta
HPN
8:50a
ORD
12:40p
3h 50m
1 stop
ORD
6:45a
HPN
11:00a
4h 15m
1 stop
Depart: Sun Jun 28 2015 Return: Tue Jun 30 2015 Trip spans 3 days
Delta
Delta
HPN
12:29p
MDW
5:22p
4h 53m
1 stop
MDW
5:20a
HPN
8:58a
3h 38m
1 stop
Direct flights HPN to CHI on American Airlines
Flight # Depart HPN Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
3097 7:29 am 9:09 am Jun 1 - Jun 3
3097 7:29 am 9:09 am Apr 7 - May 6
3097 7:30 am 9:10 am May 7 - May 31
3024 12:54 pm 2:30 pm May 7 - May 23
3024 12:54 pm 2:30 pm May 25 - Jun 3
3215 12:54 pm 2:30 pm Apr 11 - May 2
3215 12:54 pm 2:30 pm Apr 7 - May 6
3215 12:54 pm 2:30 pm Apr 12 - May 3
3182 6:59 pm 8:37 pm May 7 - Jun 3
3182 6:59 pm 8:37 pm Apr 7 - May 6
Airports
Origin

White Plains
$324
Destination

Chicago
only $324
only $506