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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 28 2015 Return: Wed Jul 29 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
LGA
4:35a
ORD
7:05a
2h 30m
nonstop
ORD
1:59p
LGA
4:10p
2h 11m
nonstop
Depart: Mon Sep 7 2015 Return: Wed Sep 9 2015 Trip spans 3 days
JetBlue Airways
JetBlue Airways
JFK
2:30a
ORD
5:03a
2h 33m
nonstop
ORD
3:00a
JFK
5:08a
2h 08m
nonstop
Depart: Fri Jul 24 2015 Return: Tue Jul 28 2015 Trip spans 5 days
American Airlines
American Airlines
LGA
10:15a
ORD
12:56p
2h 41m
nonstop
ORD
11:51a
LGA
2:00p
2h 09m
nonstop
Depart: Fri Sep 4 2015 Return: Tue Sep 8 2015 Trip spans 5 days
Delta
Delta
LGA
9:15a
ORD
11:57a
2h 42m
nonstop
ORD
6:30a
LGA
8:38a
2h 08m
nonstop
Depart: Fri Sep 18 2015 Return: Sun Sep 20 2015 Trip spans 3 days
US Airways
US Airways
LGA
11:56a
ORD
2:42p
2h 46m
nonstop
ORD
3:15a
LGA
5:30a
2h 15m
nonstop
Depart: Tue Dec 1 2015 Return: Thu Dec 3 2015 Trip spans 3 days
United
United
LGA
6:00a
ORD
8:40a
2h 40m
nonstop
ORD
6:00a
LGA
8:18a
2h 18m
nonstop
Depart: Wed Nov 25 2015 Return: Mon Nov 30 2015 Trip spans 6 days
Delta
Delta
JFK
3:30a
ORD
6:08a
2h 38m
nonstop
ORD
11:33a
JFK
1:52p
2h 19m
nonstop
Depart: Fri Jul 17 2015 Return: Tue Jul 21 2015 Trip spans 5 days
American Airlines
American Airlines
JFK
3:05a
ORD
5:51a
2h 46m
nonstop
ORD
2:45p
JFK
5:20p
2h 35m
nonstop
Depart: Thu Jan 21 2016 Return: Mon Jan 25 2016 Trip spans 5 days
Delta
Delta
EWR
2:45a
MDW
7:49a
5h 04m
1 stop
MDW
7:40a
EWR
1:24p
5h 44m
1 stop
Depart: Wed Dec 16 2015 Return: Sat Dec 19 2015 Trip spans 4 days
American Airlines
American Airlines
EWR
10:53a
ORD
1:30p
2h 37m
nonstop
ORD
10:45a
EWR
4:01p
5h 16m
1 stop
Depart: Fri Jan 1 2016 Return: Wed Jan 6 2016 Trip spans 6 days
United
United
EWR
2:30p
ORD
5:09p
2h 39m
nonstop
ORD
5:40a
EWR
7:51a
2h 11m
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 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 12 - Aug 16
4093 8:40 am 10:15 am Jul 1 - Jul 11
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 1 - Aug 7
4101 1:59 pm 3:42 pm Jul 7 - Aug 4
4101 2:00 pm 3:43 pm Aug 9 - Aug 17
4095 3:30 pm 5:30 pm Jul 11 - Aug 15
4095 4:05 pm 6:05 pm Jul 10 - Aug 31
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 Jul 10 - Aug 31
5933 7:15 am 8:54 am Jul 3 - Aug 17
5935 8:15 am 9:48 am Jul 10 - Aug 23
5935 8:15 am 9:45 am Jul 4 - Aug 29
5937 9:15 am 10:53 am Jul 6 - Aug 31
5939 10:15 am 11:55 am Jul 10 - Aug 18
5939 10:15 am 11:52 am Jun 27 - Aug 22
5941 11:15 am 12:57 pm Jul 6 - Aug 21
5943 12:15 pm 1:56 pm Jun 27 - Aug 15
5943 12:15 pm 1:59 pm Jul 10 - Aug 28
5945 1:15 pm 2:56 pm Jul 6 - Aug 17
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
5953 5:15 pm 7:00 pm Jul 6 - Aug 21
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
$248
Destination

Chicago
only $167
only $248