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Find Flight Deals from New York City to Chicago (NYC - CHI)

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

Book cheap flights from New York City to Chicago

(Round-trip)
Depart: Wed Dec 31 2014 Return: Thu Jan 1 2015 Trip spans 2 days
Spirit Airlines
Spirit Airlines
LGA
4:55p
ORD
7:22p
2h 27m
nonstop
ORD
12:56a
LGA
3:00a
2h 04m
nonstop
Depart: Wed Jan 28 2015 Return: Tue Feb 3 2015 Trip spans 7 days
American Airlines
American Airlines
JFK
12:10p
ORD
3:06p
2h 56m
nonstop
ORD
8:00a
JFK
10:13a
2h 13m
nonstop
Depart: Wed Feb 4 2015 Return: Tue Feb 10 2015 Trip spans 7 days
Delta
Delta
JFK
3:25a
ORD
6:15a
2h 50m
nonstop
ORD
3:00a
JFK
5:08a
2h 08m
nonstop
Depart: Sun Mar 8 2015 Return: Wed Mar 11 2015 Trip spans 4 days
American Airlines
American Airlines
LGA
7:33a
ORD
10:15a
2h 42m
nonstop
ORD
3:55p
LGA
5:55p
2h 00m
nonstop
Depart: Wed Apr 22 2015 Return: Mon Apr 27 2015 Trip spans 6 days
Delta
Delta
EWR
2:15a
MDW
8:49a
6h 34m
1 stop
MDW
5:15a
EWR
10:34a
5h 19m
1 stop
Depart: Fri May 1 2015 Return: Wed May 6 2015 Trip spans 6 days
Delta
Delta
EWR
7:00a
ORD
11:14a
4h 14m
1 stop
ORD
9:15a
EWR
1:00p
3h 45m
1 stop
Depart: Tue May 12 2015 Return: Mon May 18 2015 Trip spans 7 days
American Airlines
American Airlines
EWR
7:16a
ORD
9:45a
2h 29m
nonstop
ORD
5:10a
EWR
7:29a
2h 19m
nonstop
Depart: Mon Apr 6 2015 Return: Sat Apr 11 2015 Trip spans 6 days
United
United
EWR
3:03p
ORD
5:39p
2h 36m
nonstop
ORD
4:00a
EWR
6:04a
2h 04m
nonstop
Depart: Fri May 22 2015 Return: Tue May 26 2015 Trip spans 5 days
JetBlue Airways
JetBlue Airways
JFK
4:33a
ORD
7:19a
2h 46m
nonstop
ORD
5:55a
JFK
8:08a
2h 13m
nonstop
Depart: Fri Jun 19 2015 Return: Sun Jun 21 2015 Trip spans 3 days
Delta
Delta
LGA
11:15a
ORD
2:00p
2h 45m
nonstop
ORD
6:30a
LGA
8:39a
2h 09m
nonstop
Change your search
Direct flights NYC to CHI on Delta
Flight # Depart JFK Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
2926 8:15 am 10:04 am Dec 18 - Jan 4
4093 8:22 am 10:12 am Jan 19 - Jan 19
2926 8:25 am 10:12 am Jan 10 - Jan 10
2926 8:25 am 10:15 am Jan 5 - Jan 11
2926 8:25 am 10:15 am Jan 12 - Jan 13
4093 8:25 am 10:12 am Jan 17 - Jan 24
4093 8:25 am 10:15 am Jan 26 - Feb 13
4093 8:25 am 10:15 am Jan 14 - Jan 25
2926 9:55 am 11:38 am Dec 20 - Jan 3
2927 4:15 pm 6:14 pm Jan 5 - Jan 11
2927 4:15 pm 6:11 pm Jan 10 - Jan 10
2927 4:15 pm 6:14 pm Jan 12 - Jan 13
4095 4:15 pm 6:14 pm Jan 14 - Jan 23
4095 4:15 pm 6:14 pm Jan 25 - Feb 13
2927 4:16 pm 6:19 pm Dec 21 - Jan 4
4095 4:27 pm 6:20 pm Jan 24 - Jan 24
2928 7:45 pm 9:37 pm Jan 10 - Jan 10
2928 7:45 pm 9:40 pm Jan 12 - Jan 13
2928 7:45 pm 9:48 pm Dec 24 - Dec 31
2928 7:45 pm 9:40 pm Jan 5 - Jan 11
4099 7:45 pm 9:40 pm Jan 14 - Jan 23
4099 7:45 pm 9:37 pm Jan 17 - Jan 17
4099 7:45 pm 9:40 pm Jan 18 - Jan 18
4099 7:45 pm 9:37 pm Jan 24 - Jan 24
4099 7:45 pm 9:40 pm Jan 25 - Jan 30
2928 7:50 pm 9:53 pm Dec 25 - Jan 1
2928 7:50 pm 9:53 pm Dec 21 - Jan 4
2928 8:54 pm 10:48 pm Dec 20 - Jan 3
Flight # Depart LGA Arrive ORD Sun Mon Tue Wed Thu Fri Sat Valid Between
5931 6:15 am 7:58 am Jan 5 - Feb 27
5933 7:15 am 9:00 am Jan 5 - Feb 27
5935 8:15 am 9:58 am Jan 17 - Jan 17
5935 8:15 am 10:00 am Jan 5 - Feb 27
5935 8:15 am 9:58 am Dec 21 - Jan 4
5935 8:15 am 9:56 am Dec 20 - Jan 3
5937 9:15 am 11:00 am Jan 5 - Feb 27
5939 10:15 am 11:58 am Jan 24 - Jan 24
5939 10:15 am 12:00 pm Jan 12 - Feb 13
5939 10:15 am 11:58 am Dec 20 - Jan 10
5939 10:15 am 12:00 pm Dec 18 - Jan 9
5941 11:15 am 1:00 pm Jan 19 - Jan 30
5941 11:15 am 1:00 pm Jan 5 - Jan 16
5943 12:15 pm 2:00 pm Dec 18 - Jan 9
5943 12:15 pm 1:58 pm Jan 24 - Jan 24
5943 12:15 pm 1:58 pm Jan 17 - Jan 17
5943 12:15 pm 2:00 pm Jan 11 - Feb 13
5943 12:15 pm 1:58 pm Jan 10 - Jan 10
5945 1:15 pm 3:00 pm Jan 19 - Jan 30
5945 1:15 pm 3:00 pm Jan 5 - Jan 16
5947 2:15 pm 3:56 pm Jan 18 - Jan 23
5947 2:15 pm 3:54 pm Jan 24 - Jan 24
5947 2:15 pm 3:56 pm Jan 25 - Jan 25
5947 2:15 pm 3:56 pm Jan 26 - Feb 6
5947 2:15 pm 3:58 pm Dec 20 - Jan 3
5947 2:15 pm 4:00 pm Dec 21 - Jan 4
5947 2:15 pm 3:56 pm Jan 5 - Jan 16
5947 2:15 pm 3:56 pm Jan 11 - Jan 11
5947 2:15 pm 3:54 pm Jan 10 - Jan 10
5949 3:15 pm 5:00 pm Jan 19 - Feb 20
5949 3:15 pm 5:00 pm Jan 25 - Jan 25
5949 3:15 pm 5:00 pm Jan 5 - Jan 16
5951 4:15 pm 6:00 pm Jan 11 - Jan 23
5951 4:15 pm 6:00 pm Jan 10 - Jan 10
5951 4:15 pm 6:00 pm Dec 20 - Jan 9
5951 4:15 pm 6:00 pm Jan 24 - Jan 24
5951 4:15 pm 6:00 pm Jan 25 - Feb 6
5953 5:15 pm 7:00 pm Jan 5 - Mar 6
5955 6:15 pm 7:56 pm Jan 5 - Jan 16
5955 6:15 pm 7:56 pm Jan 19 - Jan 30
5955 6:15 pm 7:54 pm Jan 17 - Jan 24
5955 6:15 pm 7:54 pm Jan 10 - Jan 10
5955 6:15 pm 8:03 pm Dec 20 - Jan 3
5955 6:15 pm 8:05 pm Dec 21 - Jan 4
5957 7:15 pm 8:55 pm Jan 5 - Mar 6
5957 8:15 pm 10:04 pm Dec 21 - Jan 4
5957 8:15 pm 10:02 pm Dec 20 - Jan 3
Airports
Origin

New York City
only $137
only $197
Newark
$232
Destination

Chicago
only $137
only $232