How much should you expect to spend for a flight from New York JFK to Chicago?

Flight prices from New York City to Chicago change depending on demand and time of booking.

$37 is the lowest fare found in the past 15 days.

Studies show that flying midweek — like on a Tuesday or Wednesday — can be cheaper than weekend flights. Still, airfares change frequently, so check updated prices on Jetcost.

Which airports near New York City or Chicago offer flights?

In many cases, using a nearby airport can improve your chances of finding direct flights or better rates.

• Airports in New York City: 3 airports are active - John F. Kennedy, La Guardia, Newark.
• Airports in Chicago: 3 options available in Chicago - Midway, O'Hare, Rockford.

Secondary airports can offer faster travel thanks to shorter lines and quicker boarding times than major ones.

Smart ways to search flights from New York JFK to Chicago

Use Jetcost to view tailored results based on what you care about — time, duration, number of stops, or even your preferred booking agency. Results include carriers like American, Delta, United, and more.

Other popular destinations

Flying to United States? Other travelers also searched: Atlanta, Los Angeles, Miami, New York City, Orlando.

Prefer non-stop flights? Just activate the filter to skip unnecessary layovers. If your dates are flexible, you can also explore different departure and return combinations to find the best fit.