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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: Sun May 3 2015 Return: Mon May 4 2015 Trip spans 2 days
American Airlines
American Airlines
HPN
2:50p
ORD
3:33a
12h 43m
1 stop
ORD
5:05a
HPN
7:22a
2h 17m
nonstop
Depart: Thu Sep 10 2015 Return: Sun Sep 13 2015 Trip spans 4 days
US Airways
US Airways
HPN
2:59p
ORD
5:24p
2h 25m
nonstop
ORD
11:15a
HPN
1:30p
2h 15m
nonstop
Depart: Fri May 8 2015 Return: Mon May 11 2015 Trip spans 4 days
American Airlines
American Airlines
HPN
3:29a
ORD
6:09a
2h 40m
nonstop
ORD
2:30p
HPN
4:52p
2h 22m
nonstop
Depart: Sat May 9 2015 Return: Mon May 11 2015 Trip spans 3 days
American Airlines
American Airlines
HPN
3:29a
ORD
6:09a
2h 40m
nonstop
ORD
5:05a
HPN
7:22a
2h 17m
nonstop
Depart: Mon May 11 2015 Return: Tue May 19 2015 Trip spans 9 days
American Airlines
American Airlines
HPN
2:59p
ORD
5:37p
2h 38m
nonstop
ORD
5:05a
HPN
7:22a
2h 17m
nonstop
Depart: Tue May 12 2015 Return: Tue May 19 2015 Trip spans 8 days
American Airlines
American Airlines
HPN
2:59p
ORD
5:37p
2h 38m
nonstop
ORD
5:05a
HPN
7:22a
2h 17m
nonstop
Depart: Wed May 13 2015 Return: Tue May 19 2015 Trip spans 7 days
American Airlines
American Airlines
HPN
3:29a
ORD
6:09a
2h 40m
nonstop
ORD
5:05a
HPN
7:22a
2h 17m
nonstop
Depart: Wed Sep 9 2015 Return: Mon Sep 14 2015 Trip spans 6 days
American Airlines
American Airlines
HPN
8:59a
ORD
11:30a
2h 31m
nonstop
ORD
11:15a
HPN
1:30p
2h 15m
nonstop
Depart: Thu Sep 17 2015 Return: Sun Sep 20 2015 Trip spans 4 days
American Airlines
American Airlines
HPN
2:59p
ORD
5:24p
2h 25m
nonstop
ORD
11:15a
HPN
1:30p
2h 15m
nonstop
Depart: Fri Sep 18 2015 Return: Sun Sep 20 2015 Trip spans 3 days
US Airways
US Airways
HPN
3:20a
ORD
5:50a
2h 30m
nonstop
ORD
2:48p
HPN
5:03p
2h 15m
nonstop
Depart: Wed Sep 23 2015 Return: Sun Sep 27 2015 Trip spans 5 days
American Airlines
American Airlines
HPN
3:20a
ORD
5:50a
2h 30m
nonstop
ORD
5:14a
HPN
7:30a
2h 16m
nonstop
Depart: Thu Sep 24 2015 Return: Sun Sep 27 2015 Trip spans 4 days
US Airways
US Airways
HPN
2:59p
ORD
5:24p
2h 25m
nonstop
ORD
11:15a
HPN
1:30p
2h 15m
nonstop
Depart: Thu Oct 1 2015 Return: Sun Oct 4 2015 Trip spans 4 days
US Airways
US Airways
HPN
2:59p
ORD
5:24p
2h 25m
nonstop
ORD
11:15a
HPN
1:30p
2h 15m
nonstop
Depart: Thu Oct 8 2015 Return: Sun Oct 11 2015 Trip spans 4 days
US Airways
US Airways
HPN
2:59p
ORD
5:24p
2h 25m
nonstop
ORD
11:15a
HPN
1:30p
2h 15m
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
11:15a
HPN
1:30p
2h 15m
nonstop
Depart: Sat Oct 17 2015 Return: Mon Oct 19 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: Thu Oct 22 2015 Return: Sun Oct 25 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 Jun 10 2015 Return: Sun Jun 14 2015 Trip spans 5 days
Delta
Delta
HPN
2:00a
ORD
6:17a
4h 17m
1 stop
ORD
10:34a
HPN
2:31p
3h 57m
1 stop
Depart: Tue Jun 9 2015 Return: Tue Jun 16 2015 Trip spans 8 days
United
United
HPN
2:30a
ORD
4:54a
2h 24m
nonstop
ORD
1:55p
HPN
4:09p
2h 14m
nonstop
Depart: Tue Jun 23 2015 Return: Tue Jun 30 2015 Trip spans 8 days
Delta
Delta
HPN
1:26p
MDW
7:17p
5h 51m
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 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 12 - May 3
3215 12:54 pm 2:30 pm Apr 7 - May 6
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
$314
Destination

Chicago
only $314
only $439