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

Depart
Return
1 adult
Adults
18+
Youths
12-17
Children
2-11
Seat infants
under 2
Lap infants
under 2
The price shown for each flight will be the average for all passengers, including any infants.
Compare vs. KAYAK all | none
Browse Origins:
  • Flights » 
  • Worldwide » 
  • North America » 
  • United States » 
  • New York:
  • New York John F Kennedy Intl £53
  • New York LaGuardia £75
  • Newark £119
Browse Destinations:
  • Flights » 
  • Worldwide » 
  • North America » 
  • United States » 
  • Chicago:
  • Chicago Midway £108
  • Chicago O'Hare International £53

Flexible dates? Here are the best fares found in the past 48 hours...

Book cheap flights from New York to Chicago

(Round-trip)
Depart: Wed 23 Sep 2015 Return: Tue 29 Sep 2015 Trip spans 7 days
JetBlue Airways
JetBlue Airways
JFK
15:30
ORD
18:10
2h 40m
nonstop
ORD
14:22
JFK
16:37
2h 15m
nonstop
Depart: Tue 6 Oct 2015 Return: Wed 7 Oct 2015 Trip spans 2 days
JetBlue Airways
JetBlue Airways
JFK
15:30
ORD
18:10
2h 40m
nonstop
ORD
03:00
JFK
05:05
2h 05m
nonstop
Depart: Tue 13 Oct 2015 Return: Tue 20 Oct 2015 Trip spans 8 days
JetBlue Airways
JetBlue Airways
JFK
15:30
ORD
18:10
2h 40m
nonstop
ORD
03:00
JFK
05:05
2h 05m
nonstop
Depart: Tue 29 Sep 2015 Return: Sat 3 Oct 2015 Trip spans 5 days
Spirit Airlines
Spirit Airlines
LGA
04:30
ORD
07:02
2h 32m
nonstop
ORD
14:05
LGA
16:08
2h 03m
nonstop
Depart: Sat 19 Sep 2015 Return: Wed 23 Sep 2015 Trip spans 5 days
JetBlue Airways
JetBlue Airways
JFK
04:45
ORD
07:26
2h 41m
nonstop
ORD
03:00
JFK
05:05
2h 05m
nonstop
Depart: Wed 16 Sep 2015 Return: Sat 26 Sep 2015 Trip spans 11 days
JetBlue Airways
JetBlue Airways
JFK
08:27
ORD
11:03
2h 36m
nonstop
ORD
03:00
JFK
05:05
2h 05m
nonstop
Depart: Wed 30 Sep 2015 Return: Thu 8 Oct 2015 Trip spans 9 days
JetBlue Airways
JetBlue Airways
JFK
08:30
ORD
11:03
2h 33m
nonstop
ORD
03:00
JFK
05:05
2h 05m
nonstop
Depart: Mon 5 Oct 2015 Return: Wed 7 Oct 2015 Trip spans 3 days
JetBlue Airways
JetBlue Airways
JFK
15:30
ORD
18:10
2h 40m
nonstop
ORD
03:00
JFK
05:05
2h 05m
nonstop
Depart: Mon 21 Sep 2015 Return: Wed 23 Sep 2015 Trip spans 3 days
JetBlue Airways
JetBlue Airways
JFK
04:45
ORD
07:26
2h 41m
nonstop
ORD
03:00
JFK
05:05
2h 05m
nonstop
Depart: Thu 22 Oct 2015 Return: Sat 31 Oct 2015 Trip spans 10 days
Southwest
Southwest
LGA
02:00
MDW
04:20
2h 20m
nonstop
MDW
12:40
LGA
14:50
2h 10m
nonstop
Depart: Sun 8 Nov 2015 Return: Wed 11 Nov 2015 Trip spans 4 days
JetBlue Airways
JetBlue Airways
JFK
03:30
ORD
06:13
2h 43m
nonstop
ORD
05:55
JFK
07:59
2h 04m
nonstop
Depart: Wed 18 Nov 2015 Return: Wed 2 Dec 2015 Trip spans 15 days
JetBlue Airways
JetBlue Airways
JFK
03:30
ORD
06:13
2h 43m
nonstop
ORD
05:55
JFK
07:59
2h 04m
nonstop
Depart: Mon 28 Sep 2015 Return: Sat 3 Oct 2015 Trip spans 6 days
Spirit Airlines
Spirit Airlines
LGA
17:59
ORD
20:13
2h 14m
nonstop
ORD
14:05
LGA
16:08
2h 03m
nonstop
Depart: Fri 16 Oct 2015 Return: Sun 18 Oct 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
LGA
17:59
ORD
20:13
2h 14m
nonstop
ORD
01:56
LGA
04:00
2h 04m
nonstop
Depart: Tue 27 Oct 2015 Return: Thu 29 Oct 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
LGA
17:59
ORD
20:13
2h 14m
nonstop
ORD
01:55
LGA
03:59
2h 04m
nonstop
Depart: Thu 1 Oct 2015 Return: Fri 2 Oct 2015 Trip spans 2 days
Delta
Delta
LGA
06:15
ORD
09:00
2h 45m
nonstop
ORD
03:30
LGA
05:41
2h 11m
nonstop
Depart: Thu 24 Sep 2015 Return: Fri 2 Oct 2015 Trip spans 9 days
£109
Select
Delta
Delta
JFK
02:45
ORD
05:25
2h 40m
nonstop
ORD
02:00
JFK
04:15
2h 15m
nonstop
Depart: Wed 24 Feb 2016 Return: Sat 27 Feb 2016 Trip spans 4 days
£122
Select
JetBlue Airways
JetBlue Airways
EWR
06:10
ORD
14:04
7h 54m
1 stop
ORD
04:10
EWR
11:20
7h 10m
1 stop
Depart: Thu 18 Feb 2016 Return: Mon 22 Feb 2016 Trip spans 5 days
£123
Select
Delta
Delta
EWR
01:00
MDW
04:55
3h 55m
1 stop
MDW
07:40
EWR
11:25
3h 45m
1 stop
Depart: Fri 18 Dec 2015 Return: Sun 10 Jan 2016 Trip spans 24 days
£127
Select
Delta
Delta
EWR
01:30
ORD
05:49
4h 19m
1 stop
ORD
13:00
EWR
18:14
5h 14m
1 stop
Direct flights NYC - CHI on British Airways
Flight No. Departure JFK Arrival ORD Mon Tue Wed Thu Fri Sat Sun Valid between
2492 07:00 08:51 5 Oct - 31 Oct
2492 07:19 09:10 4 Oct - 4 Oct
2492 07:19 09:10 9 Sep - 3 Oct
2492 07:30 09:20 13 Sep - 27 Sep
4433 17:05 18:55 10 Sep - 4 Oct
4433 17:05 18:53 5 Oct - 31 Oct
Flight No. Departure LGA Arrival ORD Mon Tue Wed Thu Fri Sat Sun Valid between
5302 06:00 07:29 9 Sep - 30 Oct
6951 06:59 08:28 9 Sep - 30 Oct
6579 07:25 09:00 9 Sep - 31 Oct
5107 08:05 09:43 9 Sep - 25 Oct
6581 09:05 10:45 9 Sep - 31 Oct
6595 10:30 12:16 9 Sep - 30 Oct
5672 10:50 12:36 9 Sep - 4 Oct
5672 10:55 12:41 12 Sep - 31 Oct
5672 11:00 12:41 5 Oct - 30 Oct
6591 12:29 14:13 9 Sep - 31 Oct
6587 13:30 15:13 5 Oct - 30 Oct
6587 13:31 15:14 9 Sep - 4 Oct
6605 14:15 15:53 9 Sep - 25 Oct
6563 15:56 17:42 9 Sep - 4 Oct
6563 15:57 17:43 5 Oct - 31 Oct
6601 16:50 18:37 9 Sep - 30 Oct
6778 17:50 19:40 9 Sep - 31 Oct
6589 19:25 21:03 9 Sep - 30 Oct
6621 19:50 21:28 9 Sep - 30 Oct
6627 21:00 22:41 9 Sep - 25 Oct
Flight No. Departure EWR Arrival ORD Mon Tue Wed Thu Fri Sat Sun Valid between
4848 05:00 06:31 9 Sep - 31 Oct
4914 10:55 12:29 5 Oct - 23 Oct
5442 10:55 12:27 10 Oct - 17 Oct
5586 10:55 12:27 9 Sep - 4 Oct
4914 14:30 16:04 10 Oct - 17 Oct
5558 14:30 16:02 11 Oct - 23 Oct
5558 14:30 16:02 3 Sep - 9 Oct
4582 15:33 17:07 9 Sep - 4 Oct
4582 15:33 17:02 5 Oct - 30 Oct
Airports
Origin

New York
only £63
only £53
Newark
£122
Destination

Chicago
only £53
only £73