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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 Jul 21 2015 Return: Tue Aug 4 2015 Trip spans 15 days
United
United
HPN
1:29p
ORD
3:55p
2h 26m
nonstop
ORD
3:40a
HPN
5:55a
2h 15m
nonstop
Depart: Sat Sep 26 2015 Return: Wed Sep 30 2015 Trip spans 5 days
American Airlines
American Airlines
HPN
8:35a
ORD
10:58a
2h 23m
nonstop
ORD
4:49a
HPN
7:02a
2h 13m
nonstop
Depart: Thu Oct 1 2015 Return: Sun Oct 4 2015 Trip spans 4 days
US Airways
US Airways
HPN
3:27a
ORD
5:50a
2h 23m
nonstop
ORD
4:49a
HPN
7:02a
2h 13m
nonstop
Depart: Wed Jul 22 2015 Return: Tue Jul 28 2015 Trip spans 7 days
United
United
HPN
8:00a
ORD
10:30a
2h 30m
nonstop
ORD
3:40a
HPN
5:55a
2h 15m
nonstop
Depart: Tue Jul 28 2015 Return: Tue Aug 4 2015 Trip spans 8 days
United
United
HPN
2:30a
ORD
4:58a
2h 28m
nonstop
ORD
3:40a
HPN
5:55a
2h 15m
nonstop
Depart: Wed Jul 29 2015 Return: Tue Aug 4 2015 Trip spans 7 days
United
United
HPN
1:29p
ORD
3:55p
2h 26m
nonstop
ORD
9:40a
HPN
11:58a
2h 18m
nonstop
Depart: Tue Aug 4 2015 Return: Tue Aug 11 2015 Trip spans 8 days
United
United
HPN
8:00a
ORD
10:30a
2h 30m
nonstop
ORD
3:40a
HPN
5:55a
2h 15m
nonstop
Depart: Wed Aug 5 2015 Return: Wed Aug 12 2015 Trip spans 8 days
United
United
HPN
1:29p
ORD
3:55p
2h 26m
nonstop
ORD
3:40a
HPN
5:55a
2h 15m
nonstop
Depart: Wed Aug 12 2015 Return: Tue Aug 18 2015 Trip spans 7 days
United
United
HPN
1:29p
ORD
3:55p
2h 26m
nonstop
ORD
3:50a
HPN
5:58a
2h 08m
nonstop
Depart: Tue Aug 18 2015 Return: Thu Aug 27 2015 Trip spans 10 days
United
United
HPN
8:00a
ORD
10:27a
2h 27m
nonstop
ORD
3:50a
HPN
5:58a
2h 08m
nonstop
Depart: Thu Aug 20 2015 Return: Mon Aug 24 2015 Trip spans 5 days
United
United
HPN
2:30a
ORD
4:57a
2h 27m
nonstop
ORD
3:50a
HPN
5:58a
2h 08m
nonstop
Depart: Fri Aug 21 2015 Return: Mon Aug 24 2015 Trip spans 4 days
United
United
HPN
1:28p
ORD
3:55p
2h 27m
nonstop
ORD
3:50a
HPN
5:58a
2h 08m
nonstop
Depart: Sat Aug 22 2015 Return: Wed Aug 26 2015 Trip spans 5 days
United
United
HPN
2:30a
ORD
4:57a
2h 27m
nonstop
ORD
9:41a
HPN
11:54a
2h 13m
nonstop
Depart: Tue Aug 25 2015 Return: Sun Aug 30 2015 Trip spans 6 days
United
United
HPN
2:30a
ORD
4:57a
2h 27m
nonstop
ORD
2:00p
HPN
4:13p
2h 13m
nonstop
Depart: Wed Aug 26 2015 Return: Sun Aug 30 2015 Trip spans 5 days
United
United
HPN
1:28p
ORD
3:55p
2h 27m
nonstop
ORD
2:00p
HPN
4:13p
2h 13m
nonstop
Depart: Thu Aug 27 2015 Return: Sun Aug 30 2015 Trip spans 4 days
United
United
HPN
8:00a
ORD
10:27a
2h 27m
nonstop
ORD
2:00p
HPN
4:13p
2h 13m
nonstop
Depart: Fri Aug 28 2015 Return: Sun Aug 30 2015 Trip spans 3 days
United
United
HPN
2:30a
ORD
4:57a
2h 27m
nonstop
ORD
2:00p
HPN
4:13p
2h 13m
nonstop
Depart: Wed Sep 2 2015 Return: Sun Sep 6 2015 Trip spans 5 days
United
United
HPN
8:00a
ORD
10:27a
2h 27m
nonstop
ORD
2:00p
HPN
4:13p
2h 13m
nonstop
Depart: Tue Sep 29 2015 Return: Sat Oct 3 2015 Trip spans 5 days
Delta
Delta
HPN
2:05a
MDW
5:42a
3h 37m
1 stop
MDW
8:30a
HPN
1:25p
4h 55m
1 stop
Depart: Mon Sep 21 2015 Return: Fri Sep 25 2015 Trip spans 5 days
Delta
Delta
HPN
8:50a
ORD
12:43p
3h 53m
1 stop
ORD
12:38p
HPN
4:53p
4h 15m
1 stop
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 Jul 2 - Aug 17
3139 12:56 pm 2:32 pm Jul 2 - Aug 17
3297 6:59 pm 8:37 pm Jul 2 - Jul 9
3297 6:59 pm 8:37 pm Jul 10 - Aug 17
Airports
Origin

White Plains
$324
Destination

Chicago
only $324
only $445