New York to Chicago

– Elevate Your Journey –

Planning a trip from the Big Apple to the Windy City? Welcome to JetLevel Aviation, where we prioritize your comfort, luxury, and timely arrival. With approximately 800 miles separating these two iconic American cities, the route from New York to Chicago is favored by a diverse group of travelers—be it business moguls, theater enthusiasts, or die-hard sports fans.

Text/call us anytime

Reach out to us 24/7 for bookings, questions, or quotes.

Get off the ground in 4 hours

Enjoy same-day flight bookings and get to where you’re going quickly.

60+ years aviation experience

Decades of aviation experience to make the process as simple for you as possible.

Charter a Jet from New York to Chicago

Best Airports for Private Jet Charters New York

New York: Teterboro Airport, Westchester County Airport, JFK International

Best Airports for Private Jet Charters Chicago

Chicago: Chicago O’Hare International Airport, Chicago Midway International Airport

Why Choose a Private Jet?

The Swift Commute for Executives

Business travelers will find the New York to Chicago route incredibly efficient, making it possible to attend morning meetings in Manhattan and an evening ball game at Wrigley Field.

Supreme Comfort

Recline in your plush seat as you traverse America’s heartland. Whether you are eyeing the skyline or sampling our in-flight gourmet menu, your comfort is guaranteed.

Safety is Our Priority

JetLevel Aviation is synonymous with safety and reliability. Our operators are vetted to the highest industry standards, ensuring peace of mind on your journey.

Personalized Service

From your favorite magazines to a particular brand of coffee, our bespoke services make sure you feel right at home, even at 30,000 feet.

Cost Estimates

Aircraft Type

One-Way Price Estimate

Max Passengers

Flight Time

Fuel Stops

Midsize Jet



1.8 hrs


Super Midsize Jet



1.8 hrs


Heavy Jet



1.8 hrs


(Note: These are rough estimates. Additional fees like landing costs and catering may apply.)

Expert Insight

"As someone deeply familiar with this route, I can assert that the New York to Chicago journey offers more than a change in skyline. It's a passage from one vibrant cultural hub to another, with myriad opportunities for business and pleasure alike."

Ricky Gomulka, founder of JetLevel Aviation

Weather Insights

For Business and Personal Private Jet Travel – Call JetLevel Aviation

Whether you’re a Wall Street financier or a Broadway aficionado, JetLevel Aviation ensures a flight experience like no other. Trust in the expertise of Ricky Gomulka, who brings nearly 20 years of industry experience to make sure your journey is seamless, luxurious, and safe. Contact us today for a flight experience that matches your highest expectations.

Aviation Agents Standing by 24/7 to Assist.

Call us now to book! 1-855-JETLEVEL