New York – Chicago is most popular in October, November and December. During this period the average ticket price is 10 710c̲.
In the off-season – in February ticket prices drop to an average of 19 445c̲.
Direct flight for from New York to ChicagoThe easiest way to to get to your destination is a direct flight. Direct flights for from New York to Chicago are offered by:
The lowest prices for flights with layovers are offered by TAP Portugal with a layover in Lisbon. Tickets start at 133 597c̲.
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:
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.kg suggests buying tickets from New York Chicago in advance in order to choose the conditions for your flight that best suit your preferences and budget.
| 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).
New York airports serving flights to Chicago:
Chicago airports accepting flights from New York: