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

Depart
Return
1 adult
Adults
16+
Youths
12-15
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 £86
  • New York LaGuardia £58
  • Newark £92
Browse Destinations:
  • Flights » 
  • Worldwide » 
  • North America » 
  • United States » 
  • Chicago:
  • Chicago Midway £116
  • Chicago O'Hare International £58

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

Book cheap flights from New York to Chicago

(Return)
Depart: Sat 22 Apr 2017 Return: Tue 25 Apr 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
LGA
ORD
2h 28m
nonstop
ORD
LGA
2h 14m
nonstop
Depart: Tue 14 Mar 2017 Return: Thu 16 Mar 2017 Trip spans 3 days
Major Airline
Major Airline
JFK
ORD
2h 55m
nonstop
ORD
JFK
2h 13m
nonstop
Depart: Wed 14 Jun 2017 Return: Tue 20 Jun 2017 Trip spans 7 days
United
United
LGA
ORD
2h 29m
nonstop
ORD
LGA
2h 16m
nonstop
Depart: Tue 28 Feb 2017 Return: Sat 4 Mar 2017 Trip spans 5 days
£107
Select
JetBlue
JetBlue
JFK
ORD
2h 44m
nonstop
ORD
JFK
2h 22m
nonstop
Depart: Tue 7 Mar 2017 Return: Wed 8 Mar 2017 Trip spans 2 days
£116
Select
Delta
Delta
JFK
MDW
5h 17m
1 stop
MDW
JFK
5h 49m
1 stop
Depart: Fri 17 Mar 2017 Return: Mon 20 Mar 2017 Trip spans 4 days
£120
Select
Southwest
Southwest
EWR
MDW
2h 15m
nonstop
MDW
EWR
1h 55m
nonstop
Depart: Sat 25 Mar 2017 Return: Tue 28 Mar 2017 Trip spans 4 days
Spirit Airlines
Spirit Airlines
LGA
ORD
2h 35m
nonstop
ORD
LGA
2h 13m
nonstop
Depart: Tue 18 Apr 2017 Return: Mon 1 May 2017 Trip spans 14 days
Spirit Airlines
Spirit Airlines
LGA
ORD
2h 28m
nonstop
ORD
LGA
2h 15m
nonstop
Depart: Sat 4 Mar 2017 Return: Wed 8 Mar 2017 Trip spans 5 days
Major Airline
Major Airline
EWR
ORD
26h 30m
nonstop
ORD
EWR
8h 36m
nonstop
Depart: Wed 8 Mar 2017 Return: Wed 15 Mar 2017 Trip spans 7 days
Major Airline
Major Airline
EWR
ORD
24h 55m
nonstop
ORD
EWR
29h 00m
nonstop
Depart: Thu 16 Mar 2017 Return: Tue 21 Mar 2017 Trip spans 6 days
Major Airline
Major Airline
JFK
ORD
2h 58m
nonstop
ORD
JFK
2h 22m
nonstop
Depart: Sat 15 Apr 2017 Return: Wed 26 Apr 2017 Trip spans 12 days
£116
Select
Delta
Delta
JFK
MDW
4h 56m
1 stop
MDW
JFK
5h 49m
1 stop
Depart: Wed 19 Apr 2017 Return: Fri 21 Apr 2017 Trip spans 3 days
£120
Select
Southwest
Southwest
EWR
MDW
2h 15m
nonstop
MDW
EWR
1h 55m
nonstop
Depart: Wed 22 Mar 2017 Return: Fri 31 Mar 2017 Trip spans 10 days
Major Airline
Major Airline
JFK
ORD
2h 55m
nonstop
ORD
JFK
2h 13m
nonstop
Depart: Tue 28 Feb 2017 Return: Wed 1 Mar 2017 Trip spans 2 days
£123
Select
JetBlue
JetBlue
JFK
ORD
2h 44m
nonstop
ORD
JFK
2h 22m
nonstop
Depart: Sat 22 Apr 2017 Return: Wed 26 Apr 2017 Trip spans 5 days
£116
Select
Delta
Delta
JFK
MDW
8h 13m
1 stop
MDW
JFK
6h 22m
1 stop
Depart: Mon 27 Mar 2017 Return: Fri 31 Mar 2017 Trip spans 5 days
Major Airline
Major Airline
EWR
ORD
7h 33m
nonstop
ORD
EWR
23h 40m
nonstop
Depart: Thu 27 Apr 2017 Return: Sat 29 Apr 2017 Trip spans 3 days
£126
Select
Southwest
Southwest
LGA
MDW
2h 25m
nonstop
MDW
LGA
2h 00m
nonstop
Depart: Sat 25 Feb 2017 Return: Wed 1 Mar 2017 Trip spans 5 days
£130
Select
JetBlue
JetBlue
JFK
ORD
2h 44m
nonstop
ORD
JFK
2h 22m
nonstop
Depart: Sat 1 Apr 2017 Return: Mon 3 Apr 2017 Trip spans 3 days
Major Airline
Major Airline
EWR
ORD
30h 31m
nonstop
ORD
EWR
13h 19m
nonstop
Direct flights NYC - CHI on British Airways
Flight no. Depart JFK Arrive ORD Mon Tue Wed Thu Fri Sat Sun Valid between
2492 17:05 19:01 1 Mar - 3 Mar
2492 17:05 18:59 16 Feb - 28 Feb
2492 17:10 19:06 12 Mar - 3 Apr
2492 17:10 19:06 5 Mar - 10 Mar
2492 17:20 19:16 4 Mar - 4 Mar
2492 17:20 19:16 11 Mar - 11 Mar
2492 17:20 19:16 18 Mar - 1 Apr
Flight no. Depart LGA Arrive ORD Mon Tue Wed Thu Fri Sat Sun Valid between
6579 06:00 07:44 19 Feb - 5 Mar
6579 06:00 07:44 12 Mar - 2 Apr
6951 06:51 08:35 12 Mar - 3 Apr
6951 06:51 08:35 16 Feb - 10 Mar
6951 06:55 08:39 18 Mar - 1 Apr
6951 06:55 08:39 11 Mar - 11 Mar
1633 07:04 08:49 16 Feb - 3 Mar
1633 07:05 08:50 5 Mar - 10 Mar
1633 07:05 08:50 12 Mar - 3 Apr
1633 07:10 08:55 18 Feb - 11 Mar
1633 07:10 08:55 18 Mar - 1 Apr
5107 07:45 09:30 5 Mar - 5 Mar
5107 07:45 09:30 12 Mar - 2 Apr
5107 08:01 09:55 13 Mar - 3 Apr
5107 08:01 09:55 16 Feb - 10 Mar
6581 09:00 10:51 18 Feb - 4 Mar
6581 09:00 10:51 25 Mar - 3 Apr
6581 09:30 11:25 13 Mar - 24 Mar
6581 09:30 11:25 6 Mar - 11 Mar
6595 10:25 12:23 26 Mar - 26 Mar
6595 10:25 12:23 7 Mar - 8 Mar
6595 10:25 12:23 14 Mar - 22 Mar
6595 10:25 12:23 16 Feb - 5 Mar
6595 10:30 12:28 6 Mar - 10 Mar
6595 10:30 12:28 27 Mar - 3 Apr
6595 10:30 12:28 12 Mar - 24 Mar
6605 12:00 13:50 16 Feb - 11 Mar
6605 12:00 13:50 12 Mar - 3 Apr
6855 14:00 15:46 16 Feb - 11 Mar
6855 14:00 15:46 12 Mar - 3 Apr
6563 15:51 17:45 16 Feb - 10 Mar
6563 15:51 17:45 12 Mar - 3 Apr
6601 16:55 18:54 16 Feb - 10 Mar
6601 16:55 18:54 12 Mar - 3 Apr
6778 17:30 19:26 16 Feb - 11 Mar
6778 17:30 19:26 12 Mar - 3 Apr
6589 18:59 20:53 16 Feb - 10 Mar
6589 18:59 20:53 12 Mar - 3 Apr
6627 21:00 22:47 12 Mar - 3 Apr
6627 21:00 22:47 16 Feb - 10 Mar
Flight no. Depart EWR Arrive ORD Mon Tue Wed Thu Fri Sat Sun Valid between
5275 07:03 08:49 12 Mar - 24 Mar
4748 11:00 12:38 26 Mar - 2 Apr
5275 11:00 12:39 27 Mar - 3 Apr
4582 17:25 19:11 12 Mar - 3 Apr
4582 17:25 19:11 16 Feb - 11 Mar
4848 19:00 20:40 5 Mar - 10 Mar
4848 19:00 20:40 12 Mar - 24 Mar
* We 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 £58
only £89
Newark
£91
Destination

Chicago
only £58
only £116
Airlines Airline reviews

504 travellers who booked a flight to Chicago from New York rated their chosen airline with an average of 5.5

Overall
5.7
Boarding
5.9
Crew
6.4
Comfort
5.3
Food
4.6
Entertainment
4.7