Private JetsRoutesNew York to Chicago

Private Jet Flights
New York → Chicago

Discover exclusive empty leg deals and charter flights from New York to Chicago. Save up to 75% on luxury private aviation.

NYC

New York

CHI

Chicago

Popular Route

One of the most requested private jet routes with frequent empty leg opportunities

Flexible Scheduling

Multiple departure times available daily with last-minute booking options

Any Group Size

Aircraft available for 1-20 passengers with various cabin configurations

Available Flights

Flights currently available for New York to Chicago

Beechcraft Hawker 850XP

KTEB

Teterboro, New Jersey, United States

1h 49m

KMDW

Chicago, Illinois, United States

Departure (EDT)

Flexible

Thu, October 2 12:00 AM - 11:59 PM

Passengers

Up to 8

Price

$10,552

Hawker 4000

KTEB

Teterboro, New Jersey, United States

1h 45m

KMDW

Chicago, Illinois, United States

Departure (EDT)

Flexible

Thu, October 2 12 AM - October 6 1 AM

Passengers

Up to 9

Price

$10,620

Gulfstream GIVSP

KTEB

Teterboro, New Jersey, United States

1h 45m

KMDW

Chicago, Illinois, United States

Departure (EST)

Flexible

Mon, November 10 7 AM - November 11 10 AM

Passengers

Up to 15

Price

$16,217

Gulfstream G600

KTEB

Teterboro, New Jersey, United States

1h 22m

KPWK

Chicago/Prospect Heights/Wheeling, Illinois, United States

Departure (EST)

Fri, November 21 3:01 PM

Passengers

Up to 13

Price

$14,484

Gulfstream G280

KTEB

Teterboro, New Jersey, United States

1h 48m

KDPA

Chicago/West Chicago, Illinois, United States

Departure (EST)

Flexible

Tue, November 25 12 PM - November 26 3 PM

Passengers

Up to 10

Price

$11,202

Cessna Citation CJ4

KFRG

Farmingdale, New York, United States

1h 50m

KORD

Chicago, Illinois, United States

Departure (EST)

Flexible

Thu, November 27 1:00 PM - 10:00 PM

Passengers

Up to 9

Price

$7,160

New York to Chicago Route Information

Everything you need to know about private jet travel between New York and Chicago

Flight Distance

~714 miles

Direct flight distance

Flight Time

~2h 15m

Typical flight duration

Popular Aircraft

Mid-Size Jets

Most common jet types

Price Range

$15,000-35,000

Typical empty leg pricing

Why Choose Private Jets for New York to Chicago?

Skip Commercial Hassles

No long security lines, baggage restrictions, or flight delays. Arrive 15 minutes before departure.

Flexible Scheduling

Depart on your schedule, not the airline's. Last-minute changes and custom departure times available.

Luxury & Privacy

Spacious cabins, gourmet catering, and complete privacy for business or leisure travel.

Empty Leg Savings

Save up to 75% on luxury private jet travel with empty leg flights and last-minute deals.

Ready to Book?

Search all available flights from New York to Chicago and book instantly with our secure platform.

Frequently Asked Questions

Common questions about private jet flights from New York to Chicago

How much does a private jet from New York to Chicago cost?

Private jet costs from New York to Chicago typically range from $15,000-35,000 for empty leg flights. Full charter prices can be 2-4x higher. Factors affecting price include aircraft type, departure time, and booking notice.

How long is the flight from New York to Chicago?

The flight time from New York to Chicago is approximately 2h 15m in a private jet. This is typically faster than commercial flights due to direct routing and no layovers.

What type of aircraft is best for New York to Chicago?

For the 714-mile route from New York to Chicago,mid-size jets are most commonly used. These aircraft offer the right balance of comfort, speed, and efficiency for this distance.

How far in advance should I book a private jet?

For the best selection and pricing on New York to Chicago flights, book 2-4 weeks in advance. However, empty leg deals can be found with as little as 24-48 hours notice for significant savings.

What airports serve private jets in New York and Chicago?

Private jets from New York can depart from multiple airports including the main commercial airport and dedicated private terminals. In Chicago, private jets have access to both commercial airports and exclusive private aviation facilities, often providing faster ground transportation to your final destination.