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 August. During this period the average ticket price is 534.

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 AA396)
  • Spirit Airlines (daily NK2178)
  • United Airlines (daily UA1310)
  • JetBlue Airways (6 days per week, flight B6905)
  • Delta Air Lines (6 days per week, flight DL2760)
  • Southwest Airlines (3 days per week, flight WN234)

Chicago is served by 6 airports: Chicago Rockford International Airport, Chicago Executive Airport, O'Hare International Airport, Chicago Midway International Airport, DuPage 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 535 up to 596.

The lowest prices for flights with layovers are offered by Frontier Airlines with a layover in Tampa. Tickets start at 51.

Affordable and convenient options are also available from:

  • Frontier Airlines (starting at 253 with a layover in Atlanta)
  • American Airlines (starting at 506 with a layover in Cleveland)
  • Southwest Airlines (starting at 525 with a layover in Saint Louis)
  • American Airlines (starting at 576 with a layover in Charlotte)
  • American Airlines (starting at 650 with a layover in Indianapolis)

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:

  • Cleveland (flight UA2335 United Airlines)
  • Saint Louis (flight WN4247 Southwest Airlines)
  • Boston (flight DL2010 Delta Air Lines)

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
393
Number of flights per week
₾118
Lowest price
Average ticket price
05:00
Earliest flight out
21:45
Latest flight out

Ticket prices for New York – Chicago by month *

Month One-way Round-trip
June 2025 19.06.2025
01.06 - 08.06.2025
July 2025 25.07.2025
01.07 - 08.07.2025
August 2025 09.08.2025
01.08 - 08.08.2025

* 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 United Airlines with a departure on 19.06.2025 and a price of 415 GEL.
Fastest flight for from New York to Chicago: ticket with Southwest Airlines with the nearest departure on 02.08.2025 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)
  • LaGuardia Airport (LGA)
  • Newark Liberty International Airport (EWR)

Chicago airports accepting flights from New York:

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