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 £48
  • New York LaGuardia £63
  • Newark £106
Browse Destinations:
  • Flights » 
  • Worldwide » 
  • North America » 
  • United States » 
  • Chicago:
  • Chicago Midway £99
  • Chicago O'Hare International £48

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

Book cheap flights from New York to Chicago

(Round-trip)
Depart: Tue 25 Aug 2015 Return: Tue 1 Sep 2015 Trip spans 8 days
JetBlue Airways
JetBlue Airways
JFK
02:36
ORD
05:09
2h 33m
nonstop
ORD
16:34
JFK
18:53
2h 19m
nonstop
Depart: Wed 26 Aug 2015 Return: Tue 1 Sep 2015 Trip spans 7 days
JetBlue Airways
JetBlue Airways
JFK
02:36
ORD
05:09
2h 33m
nonstop
ORD
16:34
JFK
18:53
2h 19m
nonstop
Depart: Tue 1 Sep 2015 Return: Wed 2 Sep 2015 Trip spans 2 days
JetBlue Airways
JetBlue Airways
JFK
08:56
ORD
11:36
2h 40m
nonstop
ORD
09:12
JFK
11:40
2h 28m
nonstop
Depart: Wed 2 Sep 2015 Return: Wed 9 Sep 2015 Trip spans 8 days
JetBlue Airways
JetBlue Airways
JFK
02:36
ORD
05:09
2h 33m
nonstop
ORD
10:47
JFK
13:09
2h 22m
nonstop
Depart: Wed 9 Sep 2015 Return: Wed 16 Sep 2015 Trip spans 8 days
JetBlue Airways
JetBlue Airways
JFK
08:27
ORD
11:03
2h 36m
nonstop
ORD
03:00
JFK
05:09
2h 09m
nonstop
Depart: Tue 15 Sep 2015 Return: Wed 16 Sep 2015 Trip spans 2 days
JetBlue Airways
JetBlue Airways
JFK
04:45
ORD
07:26
2h 41m
nonstop
ORD
03:00
JFK
05:09
2h 09m
nonstop
Depart: Wed 16 Sep 2015 Return: Tue 22 Sep 2015 Trip spans 7 days
JetBlue Airways
JetBlue Airways
JFK
08:27
ORD
11:03
2h 36m
nonstop
ORD
03:00
JFK
05:05
2h 05m
nonstop
Depart: Sat 19 Sep 2015 Return: Sat 26 Sep 2015 Trip spans 8 days
JetBlue Airways
JetBlue Airways
JFK
15:30
ORD
18:15
2h 45m
nonstop
ORD
03:00
JFK
05:05
2h 05m
nonstop
Depart: Tue 22 Sep 2015 Return: Wed 23 Sep 2015 Trip spans 2 days
JetBlue Airways
JetBlue Airways
JFK
04:52
ORD
07:29
2h 37m
nonstop
ORD
03:00
JFK
05:05
2h 05m
nonstop
Depart: Wed 23 Sep 2015 Return: Wed 30 Sep 2015 Trip spans 8 days
JetBlue Airways
JetBlue Airways
JFK
04:52
ORD
07:29
2h 37m
nonstop
ORD
03:00
JFK
05:05
2h 05m
nonstop
Depart: Tue 29 Sep 2015 Return: Wed 30 Sep 2015 Trip spans 2 days
JetBlue Airways
JetBlue Airways
JFK
04:52
ORD
07:29
2h 37m
nonstop
ORD
10:44
JFK
13:02
2h 18m
nonstop
Depart: Wed 30 Sep 2015 Return: Sat 3 Oct 2015 Trip spans 4 days
JetBlue Airways
JetBlue Airways
JFK
08:30
ORD
11:03
2h 33m
nonstop
ORD
14:36
JFK
16:50
2h 14m
nonstop
Depart: Sat 3 Oct 2015 Return: Tue 6 Oct 2015 Trip spans 4 days
JetBlue Airways
JetBlue Airways
JFK
15:30
ORD
18:10
2h 40m
nonstop
ORD
14:36
JFK
16:50
2h 14m
nonstop
Depart: Tue 6 Oct 2015 Return: Wed 7 Oct 2015 Trip spans 2 days
JetBlue Airways
JetBlue Airways
JFK
04:52
ORD
07:29
2h 37m
nonstop
ORD
03:00
JFK
05:05
2h 05m
nonstop
Depart: Tue 13 Oct 2015 Return: Sat 17 Oct 2015 Trip spans 5 days
JetBlue Airways
JetBlue Airways
JFK
04:52
ORD
07:29
2h 37m
nonstop
ORD
14:36
JFK
16:50
2h 14m
nonstop
Depart: Mon 24 Aug 2015 Return: Wed 26 Aug 2015 Trip spans 3 days
American Airlines
American Airlines
JFK
03:19
ORD
06:05
2h 46m
nonstop
ORD
08:30
JFK
11:01
2h 31m
nonstop
Depart: Fri 11 Sep 2015 Return: Sun 13 Sep 2015 Trip spans 3 days
Spirit Airlines
Spirit Airlines
LGA
04:30
ORD
07:02
2h 32m
nonstop
ORD
01:56
LGA
04:00
2h 04m
nonstop
Depart: Thu 10 Sep 2015 Return: Sat 12 Sep 2015 Trip spans 3 days
£103
Select
Delta
Delta
LGA
07:15
ORD
09:58
2h 43m
nonstop
ORD
08:30
LGA
10:38
2h 08m
nonstop
Depart: Thu 24 Sep 2015 Return: Fri 25 Sep 2015 Trip spans 2 days
£107
Select
Delta
Delta
JFK
02:45
ORD
05:25
2h 40m
nonstop
ORD
02:00
JFK
04:19
2h 19m
nonstop
Depart: Sat 16 Jan 2016 Return: Mon 18 Jan 2016 Trip spans 3 days
£159
Select
Delta
Delta
EWR
04:15
MDW
08:15
4h 00m
1 stop
MDW
10:10
EWR
15:15
5h 05m
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 07:05 08:51 28 Jul - 17 Aug
2492 07:19 09:05 18 Aug - 8 Sep
4433 17:05 19:11 28 Jul - 8 Sep
Flight No. Departure LGA Arrival ORD Mon Tue Wed Thu Fri Sat Sun Valid between
5302 06:00 07:31 28 Jul - 8 Sep
5107 06:59 08:30 5 Aug - 17 Aug
6951 06:59 08:30 18 Aug - 8 Sep
6579 07:25 09:02 18 Aug - 8 Sep
6579 07:30 09:07 28 Jul - 17 Aug
5107 08:05 09:44 18 Aug - 8 Sep
6951 08:20 09:59 28 Jul - 17 Aug
6581 09:05 10:44 28 Jul - 8 Sep
6595 10:30 12:14 28 Jul - 8 Sep
5672 10:55 12:39 28 Jul - 8 Sep
6591 12:29 14:15 28 Jul - 8 Sep
6587 13:31 15:15 28 Jul - 8 Sep
6605 14:10 15:51 18 Aug - 8 Sep
6605 14:15 15:56 28 Jul - 17 Aug
6563 15:55 17:43 28 Jul - 8 Sep
6601 16:50 18:48 5 Aug - 8 Sep
6778 17:50 19:48 5 Aug - 8 Sep
6589 19:20 20:59 28 Jul - 17 Aug
6589 19:26 21:05 18 Aug - 8 Sep
6621 19:50 21:29 28 Jul - 8 Sep
6627 21:00 22:30 28 Jul - 8 Sep
Flight No. Departure EWR Arrival ORD Mon Tue Wed Thu Fri Sat Sun Valid between
4848 05:00 06:36 28 Jul - 8 Sep
5586 10:55 12:24 28 Jul - 8 Sep
5558 14:30 16:02 28 Jul - 23 Oct
4582 15:35 17:11 28 Jul - 8 Sep
Airports
Origin

New York
only £79
only £52
Newark
£159
Destination

Chicago
only £52
only £159