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.

One Way

Round Trip

2025-06-04
18:00

2

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POPULAR ROUTES
NEW YORK TO CHICAGO

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.

New York: 

JFK International

Westchester County Airport

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.

Aircraft TypeOne-Way Price EstimateMax PassengersFlight TimeFuel Stops
Midsize Jet$17,6007-91.8 hrs0
Super Midsize Jet$20,2508-101.8 hrs0
Heavy Jet$24,75010-161.8 hrs0

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

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.

One Way

Round Trip

2025-06-04
18:00

2

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All Aircraft and Air Carriers selected by JetLevel Aviation, LLC are fully certified by The Federal Aviation Administration and The U.S Department of Transportation under Part 135 regulations. Carriers are solely responsible for the air transportation arranged on behalf of JetLevel Aviation, LLC. JetLevel Aviation, LLC does not own or operate any aircraft. JetLevel Aviation, LLC is not a direct or indirect air carrier. All flights chartered through JetLevel Aviation, LLC are operated by Part 135 Air Carriers or Foreign Civil Aviation Authority (CAA) equivalent that operate and exercise full operational control over those flights at all times.