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Fly from $18,500 one way with transparent pricing, flexible aircraft options, and faster booking on one of the most in-demand private jet routes in the country.
Typical availability with as little as 24 to 72 hours notice, subject to aircraft class and scheduling.
CHICAGO → ASPEN
THIS ROUTE AT A GLANCE
FLY THIS ROUTE MORE OFTEN AND SAVE
For travelers making this trip regularly, route packs offer a simple way to reduce per-flight cost while
improving planning and availability.
10 FLIGHT ROUTE PACK
STARTING FROM $89,000 SAVE UP TO 8%
5 FLIGHT ROUTE PACK
STARTING FROM $169,000 SAVE UP TO 14%
New York to Miami remains one of the most consistently traveled private aviation corridors in the United States. It is a preferred route for business leaders, families, and leisure travelers who want to avoid commercial airport congestion and arrive closer to their final destination with greater flexibility and privacy.
AIRCRAFT OPTIONS FOR THIS ROUTE
Depending on passenger count, baggage profile, timing, and preference, this route is commonly
served by the following aircraft categories:
Sample aircraft: Citation CJ3, Learjet 60
Ideal for efficient regional flying with speed,
comfort, and strong value.
Sample aircraft: Hawker 800XP, Citation XLS
A strong option for travelers seeking additional
cabin comfort and baggage flexibility.
Sample aircraft: Challenger 650
Available for travelers prioritizing larger cabins, added capacity, or premium comfort on select departures.
FIXED PRICING ON HIGH-DEMAND ROUTE
"Booking through Jettly transformed our travel experience. The seamless process and exceptional service made our trip unforgettable!"
FROM $18,500 ONE WAY
LIFESTYLE / USE CASES
Van Nuys Airport offers convenient access from the San Fernando Valley and west LA, while Las Vegas' main airport provides direct connectivity to the Strip and downtown entertainment districts.
This route is in consistent demand throughout the year, with spikes during earnings seasons, major industry conferences, and political events. Same-day availability is common with advance planning.
CUSTOMER TESTIMONIAL
"I do this route monthly. Flying private means I can have breakfast in Chicago and close a deal in Manhattan by lunch."
Sarah Weston
Managing Director, Pacific Ventures
EXPLORE SIMILAR ROUTES
Daejeon → INCHEON
Daejeon → SEOUL
Leshan → YIBIN
A SINGLE ROUTE?
long-term value, added flexibility, and streamlined booking across your most important trips.
Chicago to New York is the premier Midwest business aviation corridor, connecting two of America's most important financial and commercial hubs with flexible midsize and super midsize jet options.
FREQUENTLY ASKED QUESTIONS
How long is the flight from Chicago to New York by private jet?
The flight from Chicago Midway (MDW) to Teterboro (TEB) takes approximately 2 hours 10 minutes on a midsize or super midsize jet.
Is same-day return possible on the Chicago to New York route?
Yes. Same-day return trips are very common on this route, making it a favorite for executives who need to attend meetings in both cities within a single day.
What airports are used for Chicago to New York private flights?
Chicago Midway (MDW) and DuPage (DPA) are popular departure points, while Teterboro (TEB) and Westchester (HPN) serve as primary arrival airports for the New York area.
BOOK A PRIVATE JET ROUTE
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MEMBERSHIPS AND ASSOCIATIONS
Disclaimer: Jettly operates as a charter broker, offering access to a global digital jet charter marketplace. Jettly is not a direct air carrier and does not own or operate aircraft. All advertised flights are conducted by third-party air carriers that are fully licensed and hold the appropriate Part 135 or Part 121 certifications issued by the Federal Aviation Administration (FAA) or equivalent regulatory authorities under U.S. or foreign law. Jettly complies fully with the U.S. Department of Transportation's Part 295 and Part 298 Charter Broker regulations. Jettly does not carry additional liability insurance. Passengers are covered by aircraft operator insurance. TICO: 50023770