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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 April. During this period the average ticket price is 485.

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 AA392)
  • Spirit Airlines (daily NK260)
  • United Airlines (daily UA1810)
  • Delta Air Lines (6 days per week, flight DL2806)
  • Southwest Airlines (6 days per week, flight WN4820)
  • JetBlue Airways (5 days per week, flight B6906)

Chicago is served by 6 airports: DuPage Airport, Chicago Rockford International Airport, Chicago Executive Airport, O'Hare International Airport, Chicago Midway International Airport and Merrill C Meigs. Direct flights for New York – Chicago are operated by:
  • United Airlines, American Airlines, Spirit Airlines from Newark Liberty International Airport to O'Hare International Airport
  • Spirit Airlines, United Airlines, American Airlines, Delta Air Lines from LaGuardia Airport to O'Hare International Airport
  • American 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 335 up to 491.

The lowest prices for flights with layovers are offered by Frontier Airlines with a layover in Las Vegas. Tickets start at 187.

Affordable and convenient options are also available from:

  • Spirit Airlines (starting at 375 with a layover in Miami)

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:

  • Saint Louis (flight WN4247 Southwest Airlines)
  • Boston (flight DL2010 Delta Air Lines)
  • Charlotte (flight AA3120 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 43 ⁠min
Average flight duration
1,144 km
Distance
1 ⁠hr
Current time difference
394
Number of flights per week
₾99
Lowest price
Average ticket price
05:30
Earliest flight out
21:50
Latest flight out

Ticket prices for New York – Chicago by month *

Month One-way Round-trip
April 2025 10.04.2025
26.04 - 27.04.2025

* 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 Spirit Airlines with a departure on 26.04.2025 and a price of 326 GEL.
Fastest flight for from New York to Chicago: ticket with Southwest Airlines with the nearest departure on 10.04.2025 and a flight duration of 2hrs. 15min..
Airlines flying from New York to Chicago
Airports serving New York – Chicago

New York airports serving flights to Chicago:

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

Chicago airports accepting flights from New York:

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