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Stops
- Nonstopfrom $520
- Up to 1 stop$513
Airlines
- American Airlines$513
Cabin Class
- First$513
Departure Airports
- New York John F Kennedy Airport$602
- New York LaGuardia Airport$513
- Newark Liberty Airport$513
Arrival Airports
- Chicago O Hare Airport$513
Layover Airports
- Charlotte Douglas International Airport$513
Best Price. GUARANTEED.
Exclusively for Priceline Members
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05/29/25
LGA
2h 33m
Direct
05/29/25
ORD
06/05/25
ORD
4h 50m
CLT
06/05/25
EWR
$513
Free cancellation within 83 hours of booking
05/29/25
LGA
2h 33m
Direct
05/29/25
ORD
06/05/25
ORD
2h 29m
Direct
06/05/25
EWR
$520
Free cancellation within 83 hours of booking
05/29/25
LGA
2h 46m
Direct
05/29/25
ORD
06/05/25
ORD
2h 29m
Direct
06/05/25
EWR
$520
Free cancellation within 83 hours of booking
05/29/25
LGA
2h 33m
Direct
05/29/25
ORD
06/05/25
ORD
2h 7m
Direct
06/05/25
EWR
$546
Free cancellation within 83 hours of booking
05/29/25
LGA
2h 46m
Direct
05/29/25
ORD
06/05/25
ORD
2h 7m
Direct
06/05/25
EWR
$546
Free cancellation within 83 hours of booking
05/29/25
LGA
2h 46m
Direct
05/29/25
ORD
06/05/25
ORD
2h 2m
Direct
06/05/25
LGA
$570
Free cancellation within 83 hours of booking
05/29/25
LGA
2h 33m
Direct
05/29/25
ORD
06/05/25
ORD
2h 2m
Direct
06/05/25
LGA
$570
Free cancellation within 83 hours of booking
05/29/25
LGA
2h 46m
Direct
05/29/25
ORD
06/05/25
ORD
2h 11m
Direct
06/05/25
EWR
$576
Free cancellation within 83 hours of booking
05/29/25
LGA
2h 33m
Direct
05/29/25
ORD
06/05/25
ORD
2h 17m
Direct
06/05/25
EWR
$576
Free cancellation within 83 hours of booking
05/29/25
LGA
2h 46m
Direct
05/29/25
ORD
06/05/25
ORD
2h 17m
Direct
06/05/25
EWR
$576
Free cancellation within 83 hours of booking
05/29/25
LGA
2h 33m
Direct
05/29/25
ORD
06/05/25
ORD
2h 11m
Direct
06/05/25
EWR
$576
Free cancellation within 83 hours of booking
05/29/25
LGA
2h 46m
Direct
05/29/25
ORD
06/05/25
ORD
2h 16m
Direct
06/05/25
LGA
$587
Free cancellation within 83 hours of booking
05/29/25
LGA
2h 33m
Direct
05/29/25
ORD
06/05/25
ORD
2h 16m
Direct
06/05/25
LGA
$587
Free cancellation within 83 hours of booking
05/29/25
JFK
3h 9m
Direct
05/29/25
ORD
06/05/25
ORD
2h 29m
Direct
06/05/25
EWR
$602
Free cancellation within 83 hours of booking
05/29/25
LGA
2h 46m
Direct
05/29/25
ORD
06/05/25
ORD
2h 7m
Direct
06/05/25
LGA
$610
Free cancellation within 83 hours of booking
05/29/25
LGA
2h 46m
Direct
05/29/25
ORD
06/05/25
ORD
2h 10m
Direct
06/05/25
LGA
$610
Free cancellation within 83 hours of booking
05/29/25
LGA
2h 33m
Direct
05/29/25
ORD
06/05/25
ORD
2h 10m
Direct
06/05/25
LGA
$610
Free cancellation within 83 hours of booking
05/29/25
EWR
2h 42m
Direct
05/29/25
ORD
06/05/25
ORD
2h 29m
Direct
06/05/25
EWR
$620
Free cancellation within 83 hours of booking
05/29/25
LGA
2h 33m
Direct
05/29/25
ORD
06/05/25
ORD
2h 15m
Direct
06/05/25
EWR
$628
Free cancellation within 83 hours of booking
05/29/25
JFK
3h 9m
Direct
05/29/25
ORD
06/05/25
ORD
2h 7m
Direct
06/05/25
EWR
$628
Free cancellation within 83 hours of booking
05/29/25
LGA
2h 46m
Direct
05/29/25
ORD
06/05/25
ORD
2h 15m
Direct
06/05/25
EWR
$628
Free cancellation within 83 hours of booking
05/29/25
EWR
2h 42m
Direct
05/29/25
ORD
06/05/25
ORD
2h 7m
Direct
06/05/25
EWR
$646
Free cancellation within 83 hours of booking
05/29/25
JFK
3h 9m
Direct
05/29/25
ORD
06/05/25
ORD
2h 2m
Direct
06/05/25
LGA
$652
Free cancellation within 83 hours of booking
05/29/25
JFK
3h 9m
Direct
05/29/25
ORD
06/05/25
ORD
2h 11m
Direct
06/05/25
EWR
$658
Free cancellation within 83 hours of booking
05/29/25
JFK
3h 9m
Direct
05/29/25
ORD
06/05/25
ORD
2h 17m
Direct
06/05/25
EWR
$658
Free cancellation within 83 hours of booking
05/29/25
JFK
3h 9m
Direct
05/29/25
ORD
06/05/25
ORD
2h 16m
Direct
06/05/25
LGA
$669
Free cancellation within 83 hours of booking
05/29/25
LGA
2h 33m
Direct
05/29/25
ORD
06/05/25
ORD
2h 21m
Direct
06/05/25
JFK
$691
Free cancellation within 83 hours of booking
05/29/25
LGA
2h 46m
Direct
05/29/25
ORD
06/05/25
ORD
2h 21m
Direct
06/05/25
JFK
$691
Free cancellation within 83 hours of booking
05/29/25
JFK
3h 9m
Direct
05/29/25
ORD
06/05/25
ORD
2h 10m
Direct
06/05/25
LGA
$692
Free cancellation within 83 hours of booking
05/29/25
JFK
3h 9m
Direct
05/29/25
ORD
06/05/25
ORD
2h 7m
Direct
06/05/25
LGA
$692
Free cancellation within 83 hours of booking
Top Deals on flights Business Class from New York City to Chicago
New York City, US (NYC) - Chicago, US (CHI)
May 29
LGA
2h 46m
Direct
May 29
ORD
as low as
$264
New York City, US (NYC) - Chicago, US (CHI)
May 29
LGA
2h 33m
Direct
May 29
ORD
as low as
$264
New York City, US (NYC) - Chicago, US (CHI)
May 29
LGA
6h 19m
PIT
May 29
ORD
as low as
$275
New York City, US (NYC) - Chicago, US (CHI)
May 29
JFK
4h 40m
CVG
May 29
ORD
as low as
$284
New York City, US (NYC) - Chicago, US (CHI)
May 29
JFK
4h 36m
IND
May 29
ORD
as low as
$284
New York City, US (NYC) - Chicago, US (CHI)
May 29
LGA
3h 53m
PIT
May 29
ORD
as low as
$298
New York City, US (NYC) - Chicago, US (CHI)
May 29
LGA
5h 7m
RDU
May 29
ORD
as low as
$303
New York City, US (NYC) - Chicago, US (CHI)
May 29
LGA
5h 25m
BOS
May 29
ORD
as low as
$356
New York City, US (NYC) - Chicago, US (CHI)
May 29
EWR
2h 42m
Direct
May 29
ORD
as low as
$374
New York City, US (NYC) - Chicago, US (CHI)
May 29
EWR
2h 43m
Direct
May 29
ORD
as low as
$405
New York City, US (NYC) - Chicago, US (CHI)
May 29
LGA
5h 53m
BOS
May 29
ORD
as low as
$427
New York City, US (NYC) - Chicago, US (CHI)
May 29
EWR
5h 36m
CLT
May 29
ORD
as low as
$458
Frequently Asked Questions
What is the cheapest and fastest flight from NYC to Chicago?
The cheapest and fastest option is with Spirit Airlines, a non-stop flight from Newark Liberty Airport to Chicago O Hare Airport, priced at $91, with a flight time of 1 hour 32 minutes.
What are all possible destination arrival airports?
The possible destination arrival airport for your flights is Chicago O'Hare Airport.
What is the time difference between destination and arrival?
The time difference between New York City and Chicago is one hour, with Chicago being one hour behind New York City.
Is there a direct flight from New York City to Chicago?
Yes, there are direct flights from New York City to Chicago. Airlines offering non-stop flights include Spirit Airlines at $91, JetBlue at $136, Delta Air Lines at $152, American Airlines at $201, and United Airlines at $206.
Are there convenient layover flights from New York City to Chicago?
Yes, there are convenient layover flights. Options include Spirit Airlines at $132, Delta Air Lines at $162, JetBlue at $177, Frontier Airlines at $205, and United Airlines at $222. Additionally, two-stop flights are available with United Airlines at $324 and Alaska Airlines at $464.
What are the most convenient layover airports for the flight?
The most convenient layover airports are Hartsfield Jackson Atlanta International Airport, Orlando International Airport, General Edward Lawrence Logan International Airport, Washington Dulles Airport, and Los Angeles International Airport.
Flights to Chicago
Return flights
Business Class Flights From Chicago To New York CityBrowse origins
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Browse destinations
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