Cheap flights from New York to Chicago

Travel > North America > United States > New York to Chicago flights

Though residents complain about the cold weather that lasts almost through the whole year, at least on a winter day, they can duck into such popular clubs as Andy's, where there's hot jazz even at noon. The best time to visit is between May and October when the weather is the most predictable. Then you could head out to ivy-covered Wrigley Field to catch baseball's Cubs in action, or take a cruise boat under the bridges of the Chicago River at sunset.... (read more in our Chicago Travel Guide)

Check current prices for flights to Chicago at our partners' sites:

Search and Compare cheap Flights

Enter your travel details:Step 1









Select merchants to compare:Step 2
TripversFlightnetworkExpediaBookingbuddyDealBaseTravelgroveTravelocity
 

Cheapest flights found for the next 6 months

(click city name to see more / use right arrow to view later months)
From
FebMarAprMayJunJulAugSepOctNovDecJan
check
fares
$247$490check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$208$256check
fares
$204check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$126$161$126$258$245$244check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$265$261check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$388check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
$152$491check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
check
fares
more
Albany 
Buffalo 
New York City 
Rochester 
Syracuse 
Westchester County 

Check our newest flight offers to Chicago:

  • $126Spirit Airlines flight Spirit Airlines 
    FromToDepartureTime
    New York, NY (LGA)Chicago, IL (ORD)04/21/201709:59 pm
    Chicago, IL (ORD)New York, NY (LGA)04/24/201705:53 am
    flyfar.ca check price
  • $152United Airlines flight United Airlines 
    FromToDepartureTime
    Westchester County, NY (HPN)Chicago, IL (ORD)03/27/201712:00 pm
    Chicago, IL (ORD)Westchester County, NY (HPN)04/03/201707:45 am
    travelgrove.com check price
  • $204Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Buffalo, NY (BUF)Chicago, IL (ORD)06/06/201705:35 am
    Chicago, IL (ORD)Buffalo, NY (BUF)06/14/201706:19 am
    flighthub.com check price
  • $247Southwest Airlines flight Southwest Airlines 
    FromToDepartureTime
    Albany, NY (ALB)Chicago, IL (MDW)03/26/201712:55 pm
    Chicago, IL (MDW)Albany, NY (ALB)04/08/201702:20 pm
    flightnetwork.com check price
  • $261Jetblue Airways flight Jetblue Airways 
    FromToDepartureTime
    Rochester, NY (ROC)Chicago, IL (ORD)04/25/201705:40 am
    Chicago, IL (ORD)Rochester, NY (ROC)05/09/201706:30 am
    flighthub.com check price
cheap domestic and international flights

Recently found cheap flight deals

Multiple AirlinesSouth Bend To Guadalajara Multiple Airlines airfares from South Bend in May
$980 Depart: 05/23/2017
Return: 06/06/2017

provided by Travelgrove

Multiple AirlinesChattanooga To San Francisco Multiple Airlines airfares from Chattanooga in March
$635 Depart: 03/23/2017
Return: 04/01/2017

provided by Travelgrove

Multiple AirlinesNew York City To Columbia Multiple Airlines airfares from New York City in April
$472 Depart: 04/14/2017
Return: 04/21/2017

provided by Travelgrove

Alaska AirlinesBaltimore To Kansas City Alaska Airlines airfares from Baltimore in March
$862 Depart: 03/19/2017
Return: 03/29/2017

provided by FlyFar

United AirlinesScranton To Chicago United Airlines airfares from Scranton in March
$444 Depart: 03/02/2016
Return: 03/13/2016

provided by FareDepot

AlitaliaMiami To Zurich Alitalia airfares from Miami in March
$613 Depart: 03/16/2017
Return: 03/29/2017

provided by FlightHub

Multiple AirlinesDenver To Istanbul Multiple Airlines airfares from Denver in February
$1086 Depart: 02/09/2017
Return: 02/16/2017

provided by FlightHub

Jetblue AirwaysAlbuquerque To Orlando Jetblue Airways airfares from Albuquerque in December
$771 Depart: 12/18/2016
Return: 12/25/2016

provided by Cheapoair.com

Multiple AirlinesFort Myers To Dallas Multiple Airlines airfares from Fort Myers in March
$375 Depart: 03/02/2017
Return: 03/07/2017

provided by Travelgrove

 

Specify your search details. Browse the cheapest flights from New York to Chicago, Chicago hotel rooms and New York to Chicago vacation packages from the most popular providers, airline consolidators and travel search engines.

Chicago Pictures
  • Bean - Chicagoview
  • City Reflections - Chicagoview
  • cool site - Chicagoview
  • Chicago Limousine Bus - Chicagoview

more Chicago travel deals

   Welcome to Travelgrove  register tell a friend bookmark it 
 
This airfare deal was found   ago. Click "Check price" to see current prices!
*