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Find Deals on Flights 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 Sep 1 2015 Return: Sun Sep 6 2015 Trip spans 6 days
American Airlines
American Airlines
HPN
3:25a
ORD
6:00a
2h 35m
nonstop
ORD
2:48p
HPN
5:03p
2h 15m
nonstop
Depart: Fri Sep 11 2015 Return: Sun Sep 13 2015 Trip spans 3 days
US Airways
US Airways
HPN
2:59p
ORD
5:24p
2h 25m
nonstop
ORD
11:15a
HPN
1:30p
2h 15m
nonstop
Depart: Wed Sep 2 2015 Return: Sun Sep 6 2015 Trip spans 5 days
American Airlines
American Airlines
HPN
3:25a
ORD
6:00a
2h 35m
nonstop
ORD
2:48p
HPN
5:03p
2h 15m
nonstop
Depart: Sat Sep 5 2015 Return: Sun Sep 6 2015 Trip spans 2 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 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
5:14a
HPN
7:30a
2h 16m
nonstop
Depart: Thu Sep 10 2015 Return: Sun Sep 13 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: Sat Sep 12 2015 Return: Sun Sep 13 2015 Trip spans 2 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 17 2015 Return: Sun Sep 20 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 Sep 18 2015 Return: Sun Sep 20 2015 Trip spans 3 days
US Airways
US Airways
HPN
2:59p
ORD
5:24p
2h 25m
nonstop
ORD
5:14a
HPN
7:30a
2h 16m
nonstop
Depart: Sat Sep 19 2015 Return: Sun Sep 20 2015 Trip spans 2 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
US Airways
US Airways
HPN
2:59p
ORD
5:24p
2h 25m
nonstop
ORD
2:48p
HPN
5:03p
2h 15m
nonstop
Depart: Fri Sep 25 2015 Return: Sun Sep 27 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 Sep 26 2015 Return: Wed Sep 30 2015 Trip spans 5 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 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: Sun Oct 4 2015 Trip spans 2 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 9 2015 Return: Sun Oct 11 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: 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 Jul 2 2015 Return: Mon Jul 6 2015 Trip spans 5 days
Delta
Delta
HPN
8:38a
MDW
2:53p
6h 15m
1 stop
MDW
5:07a
HPN
11:00a
5h 53m
1 stop
Depart: Mon Jul 13 2015 Return: Wed Jul 15 2015 Trip spans 3 days
Delta
Delta
HPN
8:38a
ORD
12:40p
4h 02m
1 stop
ORD
3:00a
HPN
7:13a
4h 13m
1 stop
Depart: Sun Sep 20 2015 Return: Wed Sep 23 2015 Trip spans 4 days
United
United
HPN
1:28p
ORD
3:59p
2h 31m
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
3212 7:00 am 8:35 am Jun 4 - Jun 30
3212 7:00 am 8:35 am Jul 1 - Aug 17
3139 12:56 pm 2:32 pm Jun 4 - Jun 30
3139 12:56 pm 2:32 pm Jul 1 - Aug 17
3297 6:59 pm 8:37 pm Jun 4 - Jun 30
3297 6:59 pm 8:37 pm Jul 1 - Jul 9
Airports
Origin

White Plains
$324
Destination

Chicago
only $324
only $439