Browse Origins:
  • Flights » 
  • Worldwide » 
  • North America » 
  • United States » 
  • New York:
  • New York John F Kennedy Intl £148
  • New York LaGuardia £118
  • Newark £151
Browse Destinations:
  • Flights » 
  • Worldwide » 
  • North America » 
  • United States » 
  • Chicago:
  • Chicago Midway £151
  • Chicago O'Hare International £118

Find flight deals from New York to Chicago (NYC - CHI)

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 27 Oct 2015 Return: Fri 30 Oct 2015 Trip spans 4 days
£118
Select
Spirit Airlines
Spirit Airlines
LGA
04:35
ORD
07:05
2h 30m
nonstop
ORD
01:55
LGA
04:00
2h 05m
nonstop
Depart: Mon 22 Jun 2015 Return: Thu 25 Jun 2015 Trip spans 4 days
£124
Select
Spirit Airlines
Spirit Airlines
LGA
17:55
ORD
20:12
2h 17m
nonstop
ORD
13:59
LGA
16:10
2h 11m
nonstop
Depart: Wed 19 Aug 2015 Return: Thu 27 Aug 2015 Trip spans 9 days
£127
Select
Spirit Airlines
Spirit Airlines
LGA
17:59
ORD
20:16
2h 17m
nonstop
ORD
01:52
LGA
04:00
2h 08m
nonstop
Depart: Fri 11 Sep 2015 Return: Sat 3 Oct 2015 Trip spans 23 days
£127
Select
Spirit Airlines
Spirit Airlines
LGA
17:59
ORD
20:16
2h 17m
nonstop
ORD
01:55
LGA
04:00
2h 05m
nonstop
Depart: Fri 21 Aug 2015 Return: Sun 23 Aug 2015 Trip spans 3 days
£131
Select
Spirit Airlines
Spirit Airlines
LGA
04:35
ORD
07:05
2h 30m
nonstop
ORD
01:52
LGA
04:00
2h 08m
nonstop
Depart: Wed 24 Jun 2015 Return: Fri 26 Jun 2015 Trip spans 3 days
£133
Select
Spirit Airlines
Spirit Airlines
LGA
04:35
ORD
07:05
2h 30m
nonstop
ORD
01:52
LGA
04:00
2h 08m
nonstop
Depart: Thu 4 Jun 2015 Return: Thu 18 Jun 2015 Trip spans 15 days
£134
Select
Spirit Airlines
Spirit Airlines
LGA
04:35
ORD
07:04
2h 29m
nonstop
ORD
13:59
LGA
16:10
2h 11m
nonstop
Depart: Sun 21 Jun 2015 Return: Fri 26 Jun 2015 Trip spans 6 days
£134
Select
Spirit Airlines
Spirit Airlines
LGA
04:35
ORD
07:05
2h 30m
nonstop
ORD
01:52
LGA
04:00
2h 08m
nonstop
Depart: Thu 30 Jul 2015 Return: Wed 12 Aug 2015 Trip spans 14 days
£137
Select
Spirit Airlines
Spirit Airlines
LGA
04:35
ORD
07:05
2h 30m
nonstop
ORD
01:52
LGA
04:00
2h 08m
nonstop
Depart: Wed 1 Jul 2015 Return: Wed 15 Jul 2015 Trip spans 15 days
£139
Select
Spirit Airlines
Spirit Airlines
LGA
04:35
ORD
07:05
2h 30m
nonstop
ORD
01:52
LGA
04:00
2h 08m
nonstop
Depart: Fri 18 Sep 2015 Return: Tue 22 Sep 2015 Trip spans 5 days
£141
Select
Spirit Airlines
Spirit Airlines
LGA
17:59
ORD
20:16
2h 17m
nonstop
ORD
01:55
LGA
04:00
2h 05m
nonstop
Depart: Wed 15 Jul 2015 Return: Fri 17 Jul 2015 Trip spans 3 days
£148
Select
American Airlines
American Airlines
JFK
03:05
ORD
05:51
2h 46m
nonstop
ORD
14:45
JFK
17:20
2h 35m
nonstop
Depart: Mon 14 Sep 2015 Return: Tue 15 Sep 2015 Trip spans 2 days
£148
Select
JetBlue Airways
JetBlue Airways
JFK
08:27
ORD
11:02
2h 35m
nonstop
ORD
14:22
JFK
16:39
2h 17m
nonstop
Depart: Wed 16 Sep 2015 Return: Thu 17 Sep 2015 Trip spans 2 days
£148
Select
Delta
Delta
JFK
09:59
ORD
12:56
2h 57m
nonstop
ORD
02:00
JFK
04:14
2h 14m
nonstop
Depart: Wed 22 Jul 2015 Return: Fri 24 Jul 2015 Trip spans 3 days
£148
Select
American Airlines
American Airlines
JFK
03:05
ORD
05:51
2h 46m
nonstop
ORD
14:45
JFK
17:20
2h 35m
nonstop
Depart: Tue 15 Sep 2015 Return: Wed 16 Sep 2015 Trip spans 2 days
£148
Select
JetBlue Airways
JetBlue Airways
JFK
04:45
ORD
07:25
2h 40m
nonstop
ORD
10:50
JFK
13:07
2h 17m
nonstop
Depart: Thu 17 Sep 2015 Return: Sat 19 Sep 2015 Trip spans 3 days
£148
Select
JetBlue Airways
JetBlue Airways
JFK
08:27
ORD
11:02
2h 35m
nonstop
ORD
03:00
JFK
05:08
2h 08m
nonstop
Depart: Sat 1 Aug 2015 Return: Sun 2 Aug 2015 Trip spans 2 days
£150
Select
Spirit Airlines
Spirit Airlines
LGA
17:59
ORD
20:16
2h 17m
nonstop
ORD
01:52
LGA
04:00
2h 08m
nonstop
Depart: Sun 14 Jun 2015 Return: Thu 18 Jun 2015 Trip spans 5 days
£175
Select
United
United
EWR
02:05
ORD
04:29
2h 24m
nonstop
ORD
02:05
EWR
04:13
2h 08m
nonstop
Depart: Fri 29 May 2015 Return: Sun 31 May 2015 Trip spans 3 days
£280
Select
Delta
Delta
EWR
03:30
MDW
08:47
5h 17m
1 stop
MDW
08:50
EWR
16:17
7h 27m
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 4 Jun - 17 Aug
4433 17:05 19:11 4 Jun - 17 Aug
Flight No. Departure LGA Arrival ORD Mon Tue Wed Thu Fri Sat Sun Valid between
5302 06:00 07:31 3 Jul - 5 Jul
5302 06:00 07:31 4 Jun - 2 Jul
5107 06:45 08:16 4 Jul - 4 Jul
5107 07:03 08:40 4 Jun - 3 Jul
6579 07:30 09:07 4 Jun - 4 Aug
6587 08:20 09:59 3 Jul - 3 Jul
6951 08:20 09:59 4 Jun - 2 Jul
6581 09:05 10:44 5 Jul - 17 Aug
6581 09:05 10:44 4 Jun - 3 Jul
6595 10:30 12:14 4 Jun - 17 Aug
5672 10:55 12:39 4 Jun - 17 Aug
6591 12:29 14:15 4 Jun - 17 Aug
6587 13:31 15:15 4 Jun - 2 Jul
6951 13:31 15:15 3 Jul - 5 Jul
6605 14:15 15:56 4 Jun - 17 Aug
6563 15:55 17:43 5 Jul - 17 Aug
6563 15:55 17:43 4 Jun - 4 Jul
6563 16:00 17:48 7 Jun - 28 Jun
6601 16:40 18:38 4 Jun - 4 Aug
6778 17:42 19:40 4 Jun - 4 Aug
6589 19:20 20:59 5 Jul - 17 Aug
6589 19:20 20:59 4 Jun - 2 Jul
6621 19:50 21:29 5 Jul - 17 Aug
6621 19:50 21:29 4 Jun - 2 Jul
6627 21:00 22:30 5 Jul - 17 Aug
6627 21:00 22:30 4 Jun - 2 Jul
Flight No. Departure EWR Arrival ORD Mon Tue Wed Thu Fri Sat Sun Valid between
4848 05:00 06:36 4 Jun - 3 Jul
5586 10:55 12:24 4 Jun - 17 Aug
5558 14:30 16:02 4 Jun - 17 Aug
4582 15:35 17:11 4 Jun - 17 Aug
Airports
Origin

New York
only £118
only £148
Newark
£175
Destination

Chicago
only £118
only £280