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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 20 2015 Return: Sun Apr 26 2015 Trip spans 7 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 Apr 22 2015 Return: Sun Apr 26 2015 Trip spans 5 days
US Airways
US Airways
HPN
8:54a
ORD
11:30a
2h 36m
nonstop
ORD
5:05a
HPN
7:22a
2h 17m
nonstop
Depart: Tue Apr 21 2015 Return: Sun Apr 26 2015 Trip spans 6 days
American Airlines
American Airlines
HPN
2:59p
ORD
5:37p
2h 38m
nonstop
ORD
5:05a
HPN
7:22a
2h 17m
nonstop
Depart: Thu Apr 23 2015 Return: Sun Apr 26 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: Fri Apr 24 2015 Return: Sun Apr 26 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: Sat Apr 25 2015 Return: Sun Apr 26 2015 Trip spans 2 days
American Airlines
American Airlines
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 May 4 2015 Trip spans 9 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 Apr 27 2015 Return: Mon May 4 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: Tue Apr 28 2015 Return: Mon May 4 2015 Trip spans 7 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 Apr 29 2015 Return: Mon May 4 2015 Trip spans 6 days
American Airlines
American Airlines
HPN
8:54a
ORD
11:30a
2h 36m
nonstop
ORD
5:05a
HPN
7:22a
2h 17m
nonstop
Depart: Thu Apr 30 2015 Return: Mon May 4 2015 Trip spans 5 days
American Airlines
American Airlines
HPN
8:54a
ORD
11:30a
2h 36m
nonstop
ORD
5:05a
HPN
7:22a
2h 17m
nonstop
Depart: Mon May 4 2015 Return: Sun May 10 2015 Trip spans 7 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 5 2015 Return: Thu May 14 2015 Trip spans 10 days
US Airways
US Airways
HPN
2:59p
ORD
5:37p
2h 38m
nonstop
ORD
11:00a
HPN
1:16p
2h 16m
nonstop
Depart: Wed May 6 2015 Return: Sun May 10 2015 Trip spans 5 days
American Airlines
American Airlines
HPN
8:54a
ORD
11:30a
2h 36m
nonstop
ORD
5:05a
HPN
7:22a
2h 17m
nonstop
Depart: Thu May 7 2015 Return: Sun May 10 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: Fri May 8 2015 Return: Sun May 10 2015 Trip spans 3 days
American Airlines
American Airlines
HPN
2:59p
ORD
5:37p
2h 38m
nonstop
ORD
5:05a
HPN
7:22a
2h 17m
nonstop
Depart: Sat May 9 2015 Return: Wed May 13 2015 Trip spans 5 days
American Airlines
American Airlines
HPN
8:54a
ORD
11:30a
2h 36m
nonstop
ORD
11:00a
HPN
1:16p
2h 16m
nonstop
Depart: Sun Apr 19 2015 Return: Fri Apr 24 2015 Trip spans 6 days
Delta
Delta
HPN
3:25a
MDW
8:41a
5h 16m
1 stop
MDW
8:40a
HPN
2:30p
5h 50m
1 stop
Depart: Mon May 25 2015 Return: Wed May 27 2015 Trip spans 3 days
Delta
Delta
HPN
2:00a
ORD
7:33a
5h 33m
1 stop
ORD
10:37a
HPN
2:30p
3h 53m
1 stop
Depart: Mon May 18 2015 Return: Sat May 23 2015 Trip spans 6 days
United
United
HPN
2:30a
ORD
5:02a
2h 32m
nonstop
ORD
2:14p
HPN
4:29p
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
3097 7:29 am 9:09 am Mar 29 - May 8
3024 12:54 pm 2:30 pm May 7 - May 23
3215 12:54 pm 2:30 pm Apr 5 - May 3
3215 12:54 pm 2:30 pm Apr 4 - May 2
3215 12:54 pm 2:30 pm Apr 2 - May 6
3182 6:59 pm 8:37 pm Apr 2 - May 6
3182 6:59 pm 8:37 pm May 7 - Jun 3
Airports
Origin

White Plains
$324
Destination

Chicago
only $324
only $435