Find Deals on Flights from White Plains Westchester County to Chicago (HPN - CHI)

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youth
12-17
Child
2-11
Seat Infant
under 2
Lap Infant
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Book cheap flights from White Plains Westchester County to Chicago

(Round-trip)
Depart: Mon Sep 21 2015 Return: Tue Sep 22 2015 Trip spans 2 days
Delta
Delta
HPN
3:00p
ORD
8:03p
5h 03m
1 stop
ORD
3:45a
HPN
9:31a
5h 46m
1 stop
Depart: Wed Sep 30 2015 Return: Thu Oct 1 2015 Trip spans 2 days
Delta
Delta
HPN
3:20a
MDW
8:50a
5h 30m
1 stop
MDW
5:18a
HPN
11:00a
5h 42m
1 stop
Depart: Tue Sep 22 2015 Return: Wed Sep 23 2015 Trip spans 2 days
Delta
Delta
HPN
8:50a
ORD
12:43p
3h 53m
1 stop
ORD
12:40p
HPN
4:53p
4h 13m
1 stop
Depart: Wed Sep 23 2015 Return: Thu Sep 24 2015 Trip spans 2 days
Delta
Delta
HPN
2:05a
ORD
6:13a
4h 08m
1 stop
ORD
5:05a
HPN
11:00a
5h 55m
1 stop
Depart: Thu Sep 24 2015 Return: Fri Sep 25 2015 Trip spans 2 days
Delta
Delta
HPN
2:05a
ORD
7:39a
5h 34m
1 stop
ORD
5:05a
HPN
11:00a
5h 55m
1 stop
Depart: Sat Oct 3 2015 Return: Tue Oct 6 2015 Trip spans 4 days
Delta
Delta
HPN
11:05a
MDW
5:17p
6h 12m
1 stop
MDW
8:30a
HPN
2:58p
6h 28m
1 stop
Depart: Mon Oct 5 2015 Return: Wed Oct 7 2015 Trip spans 3 days
Delta
Delta
HPN
2:00a
MDW
8:53a
6h 53m
1 stop
MDW
8:30a
HPN
2:58p
6h 28m
1 stop
Depart: Thu Oct 15 2015 Return: Mon Oct 19 2015 Trip spans 5 days
Delta
Delta
HPN
2:00a
ORD
7:36a
5h 36m
1 stop
ORD
12:34p
HPN
4:29p
3h 55m
1 stop
Depart: Sat Oct 17 2015 Return: Wed Oct 21 2015 Trip spans 5 days
Delta
Delta
HPN
3:20a
MDW
8:51a
5h 31m
1 stop
MDW
6:29a
HPN
11:54a
5h 25m
1 stop
Depart: Fri Oct 30 2015 Return: Sun Nov 1 2015 Trip spans 3 days
Delta
Delta
HPN
2:00a
ORD
6:18a
4h 18m
1 stop
ORD
1:40a
HPN
6:13a
4h 33m
1 stop
Depart: Thu Nov 12 2015 Return: Mon Nov 16 2015 Trip spans 5 days
Delta
Delta
HPN
7:50a
MDW
11:53a
4h 03m
1 stop
MDW
11:28a
HPN
3:25p
3h 57m
1 stop
Depart: Fri Nov 13 2015 Return: Mon Nov 16 2015 Trip spans 4 days
Delta
Delta
HPN
7:50a
MDW
11:53a
4h 03m
1 stop
MDW
11:28a
HPN
3:25p
3h 57m
1 stop
Depart: Thu Sep 10 2015 Return: Thu Sep 17 2015 Trip spans 8 days
Delta
Delta
HPN
3:00p
ORD
8:03p
5h 03m
1 stop
ORD
1:45a
HPN
6:50a
5h 05m
1 stop
Depart: Fri Sep 11 2015 Return: Thu Sep 17 2015 Trip spans 7 days
Delta
Delta
HPN
11:06a
ORD
5:32p
6h 26m
1 stop
ORD
5:05a
HPN
11:00a
5h 55m
1 stop
Depart: Sun Sep 13 2015 Return: Thu Sep 17 2015 Trip spans 5 days
Delta
Delta
HPN
8:50a
MDW
2:54p
6h 04m
1 stop
MDW
8:25a
HPN
1:25p
5h 00m
1 stop
Depart: Mon Sep 14 2015 Return: Sat Sep 19 2015 Trip spans 6 days
Delta
Delta
HPN
3:00p
ORD
8:03p
5h 03m
1 stop
ORD
2:00a
HPN
6:49a
4h 49m
1 stop
Depart: Tue Sep 15 2015 Return: Thu Sep 17 2015 Trip spans 3 days
Delta
Delta
HPN
2:05a
MDW
5:42a
3h 37m
1 stop
MDW
3:00a
HPN
7:12a
4h 12m
1 stop
Depart: Wed Sep 16 2015 Return: Sat Sep 19 2015 Trip spans 4 days
Delta
Delta
HPN
2:05a
MDW
5:42a
3h 37m
1 stop
MDW
2:00a
HPN
6:49a
4h 49m
1 stop
Depart: Fri Oct 16 2015 Return: Mon Oct 19 2015 Trip spans 4 days
United
United
HPN
2:55a
ORD
5:22a
2h 27m
nonstop
ORD
9:46a
HPN
11:59a
2h 13m
nonstop
Depart: Mon Oct 19 2015 Return: Sun Oct 25 2015 Trip spans 7 days
American Airlines
American Airlines
HPN
2:59p
ORD
5:24p
2h 25m
nonstop
ORD
4:50a
HPN
7:04a
2h 14m
nonstop
Direct flights HPN to CHI on American Airlines
Flight # Depart HPN Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
3212 7:25 am 8:56 am Aug 27 - Sep 5
3212 7:25 am 8:56 am Sep 8 - Sep 8
3212 7:27 am 8:50 am Sep 9 - Oct 3
3139 12:35 pm 2:07 pm Sep 7 - Sep 8
3139 12:35 pm 1:58 pm Sep 9 - Oct 4
3139 12:35 pm 2:07 pm Aug 27 - Sep 4
3297 6:59 pm 8:24 pm Sep 9 - Oct 16
3297 6:59 pm 8:37 pm Aug 27 - Sep 8
Airports
Origin

White Plains
$241
Destination

Chicago
only $241
only $241