FromTo
Departure·1 pax, Economy

Cheapest flights for New York – Chicago (NYC – CHI)

Aviasales.ge will find you the cheapest airfare for New York – Chicago by comparing the ticket prices to Chicago using 45 agencies, five booking systems, and 728 airlines. Where exactly you buy your tickets for New York – Chicago is up to you.

New York – Chicago is most popular in September and November. During this period the average ticket price is 260.

Direct flight for from New York to Chicago

The easiest way to to get to your destination is a direct flight. Direct flights for from New York to Chicago are offered by:

  • American Airlines (daily AA2057)
  • Delta Air Lines (daily DL962)
  • United Airlines (daily UA1952)
  • Spirit Airlines (6 days per week, flight NK494)
  • Southwest Airlines (4 days per week, flight WN3461)
  • JetBlue Airways (2 days per week, flight B6405)

Chicago is served by 6 airports: Chicago Midway International Airport, Chicago Executive Airport, Chicago Rockford International Airport, DuPage Airport, Merrill C Meigs and O'Hare International Airport. Direct flights for New York – Chicago are operated by:
  • United Airlines, Spirit Airlines, Delta Air Lines, American Airlines from LaGuardia Airport to O'Hare International Airport
  • Frontier Airlines from Newark Liberty International Airport to Chicago Midway International Airport
  • American Airlines, United Airlines, Spirit Airlines from Newark Liberty International Airport to O'Hare International Airport
  • American Airlines, Frontier Airlines, JetBlue Airways from John F. Kennedy International Airport to O'Hare International Airport
  • Southwest Airlines from LaGuardia Airport to Chicago Midway International Airport
Flight with layover for the route from New York to Chicago

An alternative option for New York – Chicago (round-trip) would be a flight with a layover. Prices start at 378.

The lowest prices for flights with layovers are offered by Frontier Airlines with a layover in Atlanta. Tickets start at 105.

Affordable and convenient options are also available from:

  • Spirit Airlines (starting at 112 with a layover in Fort Lauderdale)
  • Frontier Airlines (starting at 169 with a layover in Denver)
  • Spirit Airlines (starting at 193 with a layover in Orlando)

A flight with a layover on the route New York – Chicago will allow you to make your trip more interesting. The layover could be in:

  • Washington (flight B62087 JetBlue Airways)
  • Boston (flight UA2065 United Airlines)
  • Charlotte (flight AA1036 American Airlines)

This is a great chance to get to know these cities. Layovers are usually at least six hours.

Please keep in mind that depending on the number of days remaining until your departure, ticket prices for New York – Chicago could change by more than 94%.

Aviasales.ge suggests buying tickets for New York – Chicago in advance in order to choose the conditions for your flight that best suit your preferences and budget.

General information on flight New York – Chicago (NYC – CHI)
2 ⁠hr 37 ⁠min
Average flight duration
1,144 km
Distance
1 ⁠hr
Current time difference
412
Number of flights per week
₾57
Lowest price
₾0
Average ticket price
05:45
Earliest flight out
21:44
Latest flight out

Direct flight schedule from to 

The easiest way to get to your destination is with a direct flight. The following airlines operate flights from to :
Spirit Airlines
every day
from ₾63

Ticket prices for New York – Chicago by month *

Month One-way Round-trip
September 2025 20.09.2025
30.09 - 02.10.2025
October 2025 22.10.2025
01.10 - 08.10.2025
November 2025 19.11.2025
01.11 - 08.11.2025

* Prices found by users over the last 48 hours (they do not represent an offer).

Cheapest flight for from New York to Chicago found by our users over the last 48 hours: ticket with Frontier Airlines with a departure on 19.11.2025 and a price of 125 GEL.
Fastest flight for from New York to Chicago: ticket with Southwest Airlines with the nearest departure on 09.10.2025 and a flight duration of 2hrs. 20min..
Airlines flying from New York to Chicago
Airports serving New York – Chicago

New York airports serving flights to Chicago:

  • John F. Kennedy International Airport (JFK)
  • Newark Liberty International Airport (EWR)
  • LaGuardia Airport (LGA)

Chicago airports accepting flights from New York:

  • O'Hare International Airport (ORD)
  • Chicago Midway International Airport (MDW)