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Find Deals on Flights from New York to Chicago (NYC - CHI)

Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from New York to Chicago

(Round-trip)
Depart: Tue Jul 21 2015 Return: Wed Jul 22 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
LGA
5:59p
ORD
8:16p
2h 17m
nonstop
ORD
1:52a
LGA
4:00a
2h 08m
nonstop
Depart: Fri Aug 28 2015 Return: Sat Aug 29 2015 Trip spans 2 days
JetBlue Airways
JetBlue Airways
JFK
2:36a
ORD
5:09a
2h 33m
nonstop
ORD
4:34p
JFK
6:53p
2h 19m
nonstop
Depart: Sun Aug 2 2015 Return: Tue Aug 4 2015 Trip spans 3 days
Delta
Delta
LGA
4:15a
ORD
6:48a
2h 33m
nonstop
ORD
7:30a
LGA
9:35a
2h 05m
nonstop
Depart: Sun Aug 9 2015 Return: Wed Aug 19 2015 Trip spans 11 days
American Airlines
American Airlines
LGA
2:00a
ORD
4:31a
2h 31m
nonstop
ORD
11:51a
LGA
2:00p
2h 09m
nonstop
Depart: Thu Dec 31 2015 Return: Fri Jan 1 2016 Trip spans 2 days
United
United
LGA
7:00a
ORD
9:29a
2h 29m
nonstop
ORD
8:00a
LGA
10:05a
2h 05m
nonstop
Depart: Tue Dec 22 2015 Return: Sat Dec 26 2015 Trip spans 5 days
US Airways
US Airways
LGA
2:00a
ORD
7:25a
5h 25m
1 stop
ORD
11:55a
LGA
2:25p
2h 30m
nonstop
Depart: Mon Dec 21 2015 Return: Mon Dec 28 2015 Trip spans 8 days
Delta
Delta
JFK
1:45a
ORD
4:15a
2h 30m
nonstop
ORD
11:33a
JFK
1:52p
2h 19m
nonstop
Depart: Fri Jul 17 2015 Return: Thu Jul 30 2015 Trip spans 14 days
American Airlines
American Airlines
JFK
10:53a
ORD
6:10p
7h 17m
1 stop
ORD
9:08a
JFK
11:28a
2h 20m
nonstop
Depart: Mon Oct 12 2015 Return: Thu Oct 15 2015 Trip spans 4 days
American Airlines
American Airlines
EWR
3:29p
ORD
6:09p
2h 40m
nonstop
ORD
11:45a
EWR
1:54p
2h 09m
nonstop
Depart: Mon Oct 26 2015 Return: Thu Oct 29 2015 Trip spans 4 days
United
United
EWR
11:10a
ORD
1:45p
2h 35m
nonstop
ORD
1:00p
EWR
3:21p
2h 21m
nonstop
Direct flights NYC to CHI on Delta
Flight # Depart JFK Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
4048 6:29 am 8:11 am Jul 1 - Jul 8
4048 6:29 am 8:11 am Jul 9 - Aug 20
4048 6:29 am 8:11 am Jul 10 - Aug 28
4242 6:29 am 8:11 am Jul 12 - Aug 16
4093 8:40 am 10:15 am Jul 1 - Jul 11
4093 8:40 am 10:15 am Jul 12 - Aug 16
4093 8:50 am 10:25 am Jul 2 - Jul 9
4093 8:50 am 10:25 am Jul 10 - Aug 14
4093 8:55 am 10:30 am Jul 6 - Aug 17
4092 11:55 am 1:35 pm Jul 1 - Aug 17
4092 12:10 pm 1:50 pm Jul 7 - Aug 11
4092 12:30 pm 2:13 pm Jul 4 - Aug 15
4101 1:59 pm 3:42 pm Jul 7 - Aug 4
4101 1:59 pm 3:42 pm Jul 1 - Aug 7
4095 3:30 pm 5:30 pm Jul 11 - Aug 15
4095 4:05 pm 6:05 pm Jul 10 - Aug 31
4095 4:05 pm 6:05 pm Jul 1 - Jul 9
4099 8:00 pm 10:10 pm Jul 1 - Jul 9
4099 8:00 pm 10:09 pm Jul 11 - Jul 11
4099 8:00 pm 10:10 pm Jul 10 - Aug 17
4099 8:00 pm 10:09 pm Jul 25 - Aug 15
4099 8:15 pm 10:25 pm Jul 7 - Aug 11
4210 8:29 pm 10:38 pm Jul 18 - Jul 18
Flight # Depart LGA Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
5931 6:15 am 7:45 am Jun 29 - Jul 9
5931 6:15 am 7:45 am Jul 10 - Aug 31
5933 7:15 am 8:54 am Jul 3 - Aug 17
5935 8:15 am 9:48 am Jun 29 - Jul 9
5935 8:15 am 9:45 am Jul 4 - Aug 29
5935 8:15 am 9:48 am Jul 10 - Aug 23
5937 9:15 am 10:53 am Jul 6 - Aug 31
5939 10:15 am 11:52 am Jun 27 - Aug 22
5939 10:15 am 11:55 am Jun 28 - Jul 9
5939 10:15 am 11:55 am Jul 10 - Aug 18
5941 11:15 am 12:57 pm Jul 6 - Aug 21
5943 12:15 pm 1:59 pm Jul 10 - Aug 28
5943 12:15 pm 1:56 pm Jun 27 - Aug 15
5943 12:15 pm 1:59 pm Jun 28 - Jul 9
5945 1:15 pm 2:56 pm Jul 6 - Aug 17
5947 2:15 pm 3:52 pm Jun 28 - Jul 9
5947 2:15 pm 3:52 pm Jul 10 - Aug 23
5949 3:15 pm 5:00 pm Jul 6 - Aug 31
5949 3:15 pm 4:57 pm Jul 4 - Aug 15
5951 4:15 pm 6:00 pm Jul 10 - Aug 18
5951 4:15 pm 6:00 pm Jun 29 - Jul 9
5953 5:15 pm 7:00 pm Jul 6 - Aug 21
5955 6:15 pm 8:00 pm Jun 29 - Jul 9
5955 6:15 pm 8:00 pm Jul 10 - Aug 31
5957 7:15 pm 8:53 pm Jul 6 - Aug 17
Airports
Origin

New York
only $167
only $197
Newark
$231
Destination

Chicago
$167