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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 October, November and December. During this period the average ticket price is 333.

In the off-season – in February ticket prices drop to an average of 604.

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:

  • United Airlines (daily UA304)
  • American Airlines (daily AA512)
  • Spirit Airlines (daily NK494)
  • Delta Air Lines (daily DL962)
  • Frontier Airlines (6 days per week, flight F91043)
  • Southwest Airlines (6 days per week, flight WN3451)
  • JetBlue Airways (3 days per week, flight B62105)

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

The lowest prices for flights with layovers are offered by TAP Portugal with a layover in Lisbon. Tickets start at 4 155.

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:

  • Boston (flight UA2065 United Airlines)
  • Saint Louis (flight WN3458 Southwest Airlines)
  • Nashville (flight WN4459 Southwest 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 35 ⁠min
Average flight duration
1,144 km
Distance
1 ⁠hr
Current time difference
439
Number of flights per week
₾65
Lowest price
₾0
Average ticket price
06:00
Earliest flight out
22:30
Latest flight out

Ticket prices for New York – Chicago by month *

Month One-way Round-trip
October 2025 28.10.2025
01.10 - 08.10.2025
November 2025 01.11.2025
07.11 - 21.11.2025
December 2025 28.12.2025
01.12 - 08.12.2025
February 2026 01.02.2026
18.02 - 21.02.2026

* 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 28.12.2025 and a price of 300 GEL.
Fastest flight for from New York to Chicago: ticket with Frontier Airlines with the nearest departure on 30.10.2025 and a flight duration of 2hrs. 25min..
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)