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 £73
  • New York LaGuardia £55
  • Newark £100
Browse Destinations:
  • Flights » 
  • Worldwide » 
  • North America » 
  • United States » 
  • Chicago:
  • Chicago Midway £123
  • Chicago O'Hare International £55

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

Book cheap flights from New York to Chicago

(Round-trip)
Depart: Sat 7 May 2016 Return: Wed 11 May 2016 Trip spans 5 days
Spirit Airlines
Spirit Airlines
LGA
ORD
2h 34m
nonstop
ORD
LGA
2h 08m
nonstop
Depart: Sat 4 Jun 2016 Return: Sun 5 Jun 2016 Trip spans 2 days
Major Airline
Major Airline
JFK
ORD
2h 53m
nonstop
ORD
JFK
2h 08m
nonstop
Depart: Sun 8 May 2016 Return: Wed 11 May 2016 Trip spans 4 days
JetBlue
JetBlue
JFK
ORD
2h 37m
nonstop
ORD
JFK
2h 06m
nonstop
Depart: Tue 19 Jul 2016 Return: Thu 21 Jul 2016 Trip spans 3 days
£114
Select
Delta
Delta
JFK
ORD
2h 42m
nonstop
ORD
JFK
2h 25m
nonstop
Depart: Tue 16 Aug 2016 Return: Tue 30 Aug 2016 Trip spans 15 days
£118
Select
Southwest
Southwest
LGA
MDW
2h 40m
nonstop
MDW
LGA
2h 00m
nonstop
Depart: Tue 10 May 2016 Return: Tue 24 May 2016 Trip spans 15 days
Major Airline
Major Airline
LGA
ORD
2h 34m
nonstop
ORD
LGA
2h 12m
nonstop
Depart: Fri 12 Aug 2016 Return: Sun 14 Aug 2016 Trip spans 3 days
£135
Select
American Airlines
American Airlines
LGA
ORD
2h 40m
nonstop
ORD
LGA
5h 38m
1 stop
Depart: Thu 27 Oct 2016 Return: Sun 30 Oct 2016 Trip spans 4 days
Spirit Airlines
Spirit Airlines
LGA
ORD
2h 19m
nonstop
ORD
LGA
2h 06m
nonstop
Depart: Tue 14 Jun 2016 Return: Thu 30 Jun 2016 Trip spans 17 days
Major Airline
Major Airline
JFK
ORD
2h 37m
nonstop
ORD
JFK
2h 13m
nonstop
Depart: Mon 16 May 2016 Return: Wed 18 May 2016 Trip spans 3 days
£173
Select
United
United
EWR
ORD
2h 39m
nonstop
ORD
EWR
2h 08m
nonstop
Depart: Sat 14 May 2016 Return: Wed 18 May 2016 Trip spans 5 days
JetBlue
JetBlue
JFK
ORD
2h 37m
nonstop
ORD
JFK
2h 06m
nonstop
Depart: Mon 20 Jun 2016 Return: Wed 29 Jun 2016 Trip spans 10 days
Major Airline
Major Airline
JFK
ORD
2h 34m
nonstop
ORD
JFK
2h 15m
nonstop
Depart: Tue 7 Jun 2016 Return: Sat 11 Jun 2016 Trip spans 5 days
Spirit Airlines
Spirit Airlines
LGA
ORD
2h 34m
nonstop
ORD
LGA
2h 11m
nonstop
Depart: Tue 23 Aug 2016 Return: Wed 24 Aug 2016 Trip spans 2 days
Major Airline
Major Airline
LGA
ORD
2h 29m
nonstop
ORD
LGA
2h 03m
nonstop
Depart: Tue 26 Jul 2016 Return: Tue 2 Aug 2016 Trip spans 8 days
£114
Select
Delta
Delta
JFK
ORD
2h 42m
nonstop
ORD
JFK
2h 28m
nonstop
Depart: Thu 25 Aug 2016 Return: Fri 26 Aug 2016 Trip spans 2 days
Major Airline
Major Airline
LGA
ORD
2h 33m
nonstop
ORD
LGA
2h 09m
nonstop
Depart: Wed 21 Sep 2016 Return: Thu 29 Sep 2016 Trip spans 9 days
£121
Select
Southwest
Southwest
LGA
MDW
2h 15m
nonstop
MDW
LGA
2h 00m
nonstop
Depart: Tue 2 Aug 2016 Return: Thu 4 Aug 2016 Trip spans 3 days
£114
Select
Delta
Delta
JFK
ORD
2h 42m
nonstop
ORD
JFK
2h 25m
nonstop
Depart: Mon 5 Sep 2016 Return: Thu 8 Sep 2016 Trip spans 4 days
Major Airline
Major Airline
LGA
ORD
2h 25m
nonstop
ORD
LGA
2h 09m
nonstop
Depart: Tue 17 May 2016 Return: Tue 24 May 2016 Trip spans 8 days
£123
Select
Southwest
Southwest
LGA
MDW
2h 25m
nonstop
MDW
LGA
2h 00m
nonstop
Direct flights NYC - CHI on British Airways
Flight # Depart JFK Arrive ORD Mon Tue Wed Thu Fri Sat Sun Valid between
2492 07:30 09:06 2 Jun - 14 Jun
2492 07:30 09:16 5 May - 31 May
2492 07:45 09:31 1 Jun - 1 Jun
2492 08:59 10:50 8 May - 30 May
4433 17:05 19:09 3 Jun - 22 Aug
4433 17:05 19:08 2 Jun - 2 Jun
4433 17:10 18:59 28 Apr - 1 Jun
Flight # Depart LGA Arrive ORD Mon Tue Wed Thu Fri Sat Sun Valid between
5302 05:59 07:30 28 Apr - 1 Jun
5302 05:59 07:32 2 Jun - 1 Jul
5302 06:00 07:34 30 Apr - 28 May
5302 06:00 07:32 4 Jun - 2 Jul
6951 06:45 08:19 28 Apr - 1 Jun
6951 06:45 08:17 2 Jun - 3 Jul
6587 06:59 08:31 2 Jun - 1 Jul
6587 07:15 08:51 9 May - 1 Jun
6587 07:15 08:55 4 Jun - 3 Jul
6587 07:30 09:06 1 May - 29 May
5672 07:35 09:11 28 Apr - 1 Jun
5672 07:50 09:30 2 Jun - 22 Aug
6581 09:00 10:45 2 Jun - 2 Jul
6581 09:05 10:51 28 Apr - 1 Jun
5672 10:00 11:45 4 Jun - 25 Jun
6595 10:29 12:14 2 Jun - 4 Jul
5672 10:35 12:22 30 Apr - 28 May
6595 10:35 12:22 28 Apr - 1 Jun
6605 12:29 14:12 2 Jun - 22 Aug
6605 12:29 14:15 28 Apr - 1 Jun
5107 13:29 15:16 2 Jun - 22 Aug
5107 13:29 15:13 28 Apr - 1 Jun
6579 13:55 15:42 2 Jun - 4 Jul
6579 13:55 15:39 28 Apr - 1 Jun
6579 14:25 16:06 1 May - 29 May
6579 14:25 16:08 5 Jun - 3 Jul
6855 14:55 16:38 2 Jun - 22 Aug
6563 15:54 17:45 2 Jun - 4 Jul
6563 15:55 17:41 28 Apr - 1 Jun
6601 16:50 18:39 2 Jun - 4 Jul
6601 16:51 18:40 5 May - 1 Jun
6778 17:37 19:24 2 Jun - 8 Jul
6778 17:50 19:37 8 May - 1 Jun
6778 17:54 19:41 4 Jun - 2 Jul
6589 18:55 20:43 28 Apr - 1 Jun
6589 18:59 20:50 4 Jun - 25 Jun
6589 19:05 20:47 2 Jun - 1 Jul
6627 21:00 22:35 28 Apr - 1 Jun
6627 21:00 22:34 2 Jun - 22 Aug
Flight # Depart EWR Arrive ORD Mon Tue Wed Thu Fri Sat Sun Valid between
5442 05:00 06:29 5 May - 1 Jun
5442 05:00 06:21 4 Jun - 4 Jun
5442 05:00 06:27 2 Jun - 2 Jun
5442 05:00 06:21 3 Jun - 3 Jun
4914 10:55 12:15 5 Jun - 3 Jul
4848 10:57 12:30 21 May - 28 May
4914 10:57 12:25 5 May - 1 Jun
4914 10:57 12:17 2 Jun - 3 Jun
5092 10:57 12:17 4 Jun - 4 Jun
4582 14:30 15:57 30 Apr - 28 May
5092 14:30 15:57 5 May - 1 Jun
4582 14:35 15:57 4 Jun - 2 Jul
4582 15:40 17:10 2 Jun - 1 Jul
4582 15:45 17:21 5 May - 1 Jun
4848 18:59 20:41 5 May - 1 Jun
4848 18:59 20:24 4 Jun - 4 Jun
5092 18:59 20:24 2 Jun - 3 Jun
5092 18:59 20:24 5 Jun - 5 Jun
5092 18:59 20:35 7 May - 28 May
* We make every attempt to get accurate prices and fees; however, prices and fees are not guaranteed, and may be subject to last minute changes over which we have no control.
Airports
Origin

New York
only £54
only £64
Newark
£173
Destination

Chicago
only £54
only £118