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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: Thu Sep 10 2015 Return: Mon Sep 14 2015 Trip spans 5 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
US Airways
US Airways
HPN
2:59p
ORD
5:24p
2h 25m
nonstop
ORD
11:15a
HPN
1:30p
2h 15m
nonstop
Depart: Fri Sep 11 2015 Return: Tue Sep 15 2015 Trip spans 5 days
American Airlines
American Airlines
HPN
8:59a
ORD
11:30a
2h 31m
nonstop
ORD
11:15a
HPN
1:30p
2h 15m
nonstop
Depart: Fri Sep 18 2015 Return: Mon Sep 21 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: Thu Sep 24 2015 Return: Sun Sep 27 2015 Trip spans 4 days
American Airlines
American Airlines
HPN
3:20a
ORD
5:50a
2h 30m
nonstop
ORD
11:15a
HPN
1:30p
2h 15m
nonstop
Depart: Fri Sep 25 2015 Return: Sun Sep 27 2015 Trip spans 3 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 Oct 1 2015 Return: Tue Oct 27 2015 Trip spans 27 days
American Airlines
American Airlines
HPN
8:59a
ORD
11:30a
2h 31m
nonstop
ORD
11:15a
HPN
1:30p
2h 15m
nonstop
Depart: Fri Oct 2 2015 Return: Sun Oct 4 2015 Trip spans 3 days
US Airways
US Airways
HPN
2:59p
ORD
5:24p
2h 25m
nonstop
ORD
2:48p
HPN
5:03p
2h 15m
nonstop
Depart: Sat Oct 3 2015 Return: Thu Oct 15 2015 Trip spans 13 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 10 2015 Return: Mon Oct 12 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 15 2015 Return: Sun Oct 18 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
US Airways
US Airways
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
2:59p
ORD
5:24p
2h 25m
nonstop
ORD
5:14a
HPN
7:30a
2h 16m
nonstop
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: Wed May 20 2015 Return: Sun May 24 2015 Trip spans 5 days
American Airlines
American Airlines
HPN
8:54a
ORD
11:30a
2h 36m
nonstop
ORD
1:35a
HPN
6:30a
4h 55m
1 stop
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
6:35a
HPN
11:49a
5h 14m
1 stop
Depart: Sat May 16 2015 Return: Thu May 21 2015 Trip spans 6 days
Delta
Delta
HPN
11:49a
MDW
4:57p
5h 08m
1 stop
MDW
3:10a
HPN
7:01a
3h 51m
1 stop
Depart: Sun Aug 9 2015 Return: Wed Aug 12 2015 Trip spans 4 days
Delta
Delta
HPN
12:29p
ORD
6:57p
6h 28m
1 stop
ORD
5:00a
HPN
11:51a
6h 51m
1 stop
Depart: Tue Jun 23 2015 Return: Fri Jul 3 2015 Trip spans 11 days
United
United
HPN
2:30a
ORD
4:54a
2h 24m
nonstop
ORD
3:40a
HPN
5:55a
2h 15m
nonstop
Direct flights HPN to CHI on American Airlines
Flight # Depart HPN Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
3212 7:00 am 8:35 am Jun 4 - Jun 30
3097 7:29 am 9:09 am Apr 7 - May 6
3097 7:29 am 9:09 am Jun 1 - Jun 3
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 7 - May 6
3139 12:56 pm 2:32 pm Jun 4 - Jun 30
3182 6:59 pm 8:37 pm May 7 - Jun 3
3182 6:59 pm 8:37 pm Apr 7 - May 6
3297 6:59 pm 8:37 pm Jun 4 - Jun 30
Airports
Origin

White Plains
$324
Destination

Chicago
only $324
only $439