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Private jet flying over Chicago and its surroundings

Book your private flight to Chicago Bespoke private jet charter MDW DPA PWK

Travel to or from Chicago by private jet. Comfort, privacy, and time-saving guaranteed for your business or personal trips.

Guaranteed security and confidentiality

Maximum protection of your data and travel in complete discretion

Access to over 5,000 available jets

The world's largest fleet at your disposal

24/7 Service with a dedicated advisor

Personalised assistance at any time, anywhere in the world

Negotiated rates, no hidden fees

Total transparency and best prices guaranteed

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Chicago
Chicago

Private Jet Charters in Chicago – Tailored Freedom

Chicago, an iconic metropolis in the American Midwest, is a nerve center for commerce, culture, and innovation, attracting travelers from around the world with its dynamism and bold architecture.

From Chicago O'Hare International Airport, Private Jets Connect offers an unparalleled flight experience, combining comfort, privacy, and flexibility for all your business or personal…

Our Fleet

Choose Your Jet Category

From very light to long-range, we have access to every aircraft category to meet your needs.

Piston / Air Taxi — Beechcraft Baron 58, Piper PA-46éco

Piston / Air Taxi

Beechcraft Baron 58, Piper PA-46

  • 2–4 pax
  • 346 km/h
  • 862 km

Ultra-economical for short distances, access to small airports and short runways. Ideal for regional trips.

Turboprop — King Air 350, Pilatus PC-12, TBM 940éco

Turboprop

King Air 350, Pilatus PC-12, TBM 940

  • 6–9 pax
  • 556 km/h
  • 2758 km

Excellent value for money. Access to short runways and secondary airports. Highly reliable and versatile.

Very Light Jet — Citation Mustang, Phenom 100, HondaJetstandard

Very Light Jet

Citation Mustang, Phenom 100, HondaJet

  • 4–5 pax
  • 630 km/h
  • 2161 km

Jet speed for the price of a turboprop. Pressurised cabin, high-altitude flight. Maximum efficiency.

Super Light Jet — Citation M2, Phenom 100EV, Eclipse 550standard

Super Light Jet

Citation M2, Phenom 100EV, Eclipse 550

  • 6–8 pax
  • 700 km/h
  • 3200 km

Extended range over VLJs. Comfortable 6-8 passenger cabin. Perfect for regional and continental routes.

Light Jet — Phenom 300, Citation CJ3, Learjet 45standard

Light Jet

Phenom 300, Citation CJ3, Learjet 45

  • 6–8 pax
  • 743 km/h
  • 3650 km

Ideal balance between capacity, comfort and cost. Stand-up spacious cabin. Private lavatory.

Midsize Jet — Citation XLS+, Learjet 60, Hawker 900XPstandard

Midsize Jet

Citation XLS+, Learjet 60, Hawker 900XP

  • 7–9 pax
  • 791 km/h
  • 3913 km

Premium comfort with spacious cabin. High cruising speed. Perfect for European crossings.

Super Midsize Jet — Challenger 300, Citation Longitude, Gulfstream G280premium

Super Midsize Jet

Challenger 300, Citation Longitude, Gulfstream G280

  • 8–12 pax
  • 809 km/h
  • 5741 km

Wide flat-floor cabin. Transatlantic range (with short stop). High speed. High-speed Wi-Fi.

Heavy Jet — Challenger 650, Falcon 900LX, Legacy 650premium

Heavy Jet

Challenger 650, Falcon 900LX, Legacy 650

  • 10–14 pax
  • 807 km/h
  • 7672 km

Lounge space with separate zones. Convertible beds. Full galley. Intercontinental range.

Ultra Long Range — Global 6000, Gulfstream G650, Falcon 8Xultra-premium

Ultra Long Range

Global 6000, Gulfstream G650, Falcon 8X

  • 12–19 pax
  • 904 km/h
  • 12099 km

The pinnacle of aerial luxury. Direct flight to any worldwide destination. Private suite, shower, onboard chef available.

Discover Private Jets Connect

The finest in private aviation, within your reach

An independent broker by your side for every flight — access to 500+ jets, negotiated rates, 24/7 service.

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5,000+ airports worldwide
500+ jets available
Certified & audited operators
Private routes

Private jet route examples from and to Chicago

The routes below are based on real city-roads pages connected to Chicago, with dedicated pages for distances, flight times and suitable jet categories.

RouteDistanceLight Jet 6-8 paxMidsize Jet 7-9 paxSuper Midsize Jet 8-12 paxHeavy Jet 10-14 pax
CHICAGO AIRPORTS

Available Airports in Chicago

Explore the airports serving Chicago, including Chicago O'Hare International Airport, all offering premium services for your private flights. Enjoy fast, discreet, and comfortable access to major FBO terminals and VIP areas.

Primary

Chicago O'Hare International Airport

ORD
IATA Code ORD
ICAO Code KORD
Distance to City Center 27 km
Travel Time 35–45 min
Private Terminal Commercial
Main Runway 3962 m
24/7 FBO Expedited Customs Private Hangar VIP Lounge Concierge

Secondary Airports around Chicago

Chicago Midway International Airport

MDW
Secondary
Distance 13 km
Runway 2134 m
Type Commercial
FBO VIP Lounge Expedited Customs

Chicago Executive Airport

PWK
Secondary
Distance 27 km
Runway 1829 m
Type Mixed
FBO VIP Lounge
Dining on board
Dining on board

The table,
made to measure.

Aboard, the dining experience echoes the authentic flavours of the United States. From the delicate finesse of Maryland crab to the rich complexity of a Californian Cabernet, each dish is elevated by bespoke service and an exceptional cellar.

Compose my menu
A bespoke experience
A bespoke experience

Real luxury
is you.

No queues, no protocol, no compromise. Your flight adapts to you: your schedule, your wishes, your pace. You are at the centre of every detail.

Book your flight
Private Jets Connect
4.9/5 · 487+ verified reviews

Flight Experiences in Chicago

Arriving in Chicago by private jet is an unforgettable spectacle, with the city stretching endlessly below us.
— Sophie Dubois
The comfort of the flight made the journey to Chicago most enjoyable, a truly premium experience.
— Marc Lefevre
Flying over Chicago's skyscrapers at sunset is pure emotion, a magical moment.
— Émilie Rousseau
The onboard service was impeccable, every detail considered for our well-being before landing in Chicago.
— Antoine Girard
Departing from Chicago by private jet promises a seamless journey, with breathtaking views of Lake Michigan.
— Clara Martin
The efficiency and discretion of the staff made our departure from Chicago perfectly smooth.
— Julien Bernard
The luxury and serenity of the flight transformed our business trip to Chicago into a true pleasure.
— Laura Petit
Seeing Chicago recede from the air helps one understand the immensity and beauty of this metropolis.
— David Moreau
Arriving in Chicago by private jet is an unforgettable spectacle, with the city stretching endlessly below us.
— Sophie Dubois
The comfort of the flight made the journey to Chicago most enjoyable, a truly premium experience.
— Marc Lefevre
Flying over Chicago's skyscrapers at sunset is pure emotion, a magical moment.
— Émilie Rousseau
The onboard service was impeccable, every detail considered for our well-being before landing in Chicago.
— Antoine Girard
Departing from Chicago by private jet promises a seamless journey, with breathtaking views of Lake Michigan.
— Clara Martin
The efficiency and discretion of the staff made our departure from Chicago perfectly smooth.
— Julien Bernard
The luxury and serenity of the flight transformed our business trip to Chicago into a true pleasure.
— Laura Petit
Seeing Chicago recede from the air helps one understand the immensity and beauty of this metropolis.
— David Moreau
Arriving in Chicago by private jet is an unforgettable spectacle, with the city stretching endlessly below us.
— Sophie Dubois
The comfort of the flight made the journey to Chicago most enjoyable, a truly premium experience.
— Marc Lefevre
Flying over Chicago's skyscrapers at sunset is pure emotion, a magical moment.
— Émilie Rousseau
The onboard service was impeccable, every detail considered for our well-being before landing in Chicago.
— Antoine Girard
Departing from Chicago by private jet promises a seamless journey, with breathtaking views of Lake Michigan.
— Clara Martin
The efficiency and discretion of the staff made our departure from Chicago perfectly smooth.
— Julien Bernard
The luxury and serenity of the flight transformed our business trip to Chicago into a true pleasure.
— Laura Petit
Seeing Chicago recede from the air helps one understand the immensity and beauty of this metropolis.
— David Moreau
Arriving in Chicago by private jet is an unforgettable spectacle, with the city stretching endlessly below us.
— Sophie Dubois
The comfort of the flight made the journey to Chicago most enjoyable, a truly premium experience.
— Marc Lefevre
Flying over Chicago's skyscrapers at sunset is pure emotion, a magical moment.
— Émilie Rousseau
The onboard service was impeccable, every detail considered for our well-being before landing in Chicago.
— Antoine Girard
Departing from Chicago by private jet promises a seamless journey, with breathtaking views of Lake Michigan.
— Clara Martin
The efficiency and discretion of the staff made our departure from Chicago perfectly smooth.
— Julien Bernard
The luxury and serenity of the flight transformed our business trip to Chicago into a true pleasure.
— Laura Petit
Seeing Chicago recede from the air helps one understand the immensity and beauty of this metropolis.
— David Moreau
Your dedicated agent

A sky agent,
at every step.

From the very first contact — by email, WhatsApp or phone, as you prefer — a dedicated agent takes the controls. They scan the entire sky, compare available aircraft and negotiate with operators to secure the best jet at the best price. One voice, one face: the same person watches over your flight, from take-off to landing.

Your dedicated agent
Traveling by Private Jet to Chicago

Frequently Asked Questions

Everything you need to know to organize a private flight to or from Chicago, United States, with Private Jets Connect.

01

How do I book a private jet to or from Chicago?

To book a private jet to or from Chicago, simply contact Private Jets Connect. Our business aviation experts are available 24/7 to assist you in organizing your tailor-made flight, with discretion and professionalism. We handle all steps, from selecting the most suitable aircraft for your needs to managing onboard and ground services, for the smoothest travel experience.

02

Who can book a private flight to or from Chicago?

Private Jets Connect is the ideal partner for booking your private flight to or from Chicago. With our expertise and global network, we guarantee personalized service, unparalleled flexibility, and absolute confidentiality, meeting the highest standards of private aviation.

03

How much does a private flight to Chicago cost?

The cost of a private flight to Chicago varies and depends on several factors, such as the type of aircraft chosen, the number of passengers, the distance traveled, and additional services requested. At Private Jets Connect, we provide you with a precise and transparent, no-obligation quote, to offer you the best solution at the best price, without compromising service quality.

04

What services are offered at Chicago airports?

Chicago airports, particularly O’Hare International (ORD) and Chicago Midway International (MDW), offer a full range of services dedicated to private aviation. You will find FBO (Fixed-Base Operators) terminals ensuring discreet and efficient reception, VIP lounges for relaxing before your flight, personalized concierge service, as well as facilities for crews and aircraft maintenance. These services are designed to guarantee comfort, speed, and an exclusive travel experience.

05

What types of jets can land in Chicago?

Chicago is served by several airports capable of accommodating a wide range of private jets, from light models to large-cabin business jets. Whether you are traveling alone or in a group, our Private Jets Connect experts will advise you on the most suitable aircraft for your requirements in terms of capacity, range, and comfort, for an optimal flight to or from the Windy City.

06

Can a business flight be arranged from Chicago?

Absolutely. Chicago, being a major economic hub, is a prime departure point for business flights. Private Jets Connect assists you in organizing your professional trips, offering tailor-made solutions that optimize your time and guarantee your productivity. Flexible schedules, access to private terminals, and the ability to work undisturbed onboard are major assets for your business travels.

07

Are international private flights to Chicago possible?

Yes, international private flights to Chicago are entirely possible. Our teams at Private Jets Connect handle all necessary customs and immigration formalities, ensuring a smooth and seamless transition. We ensure that your international journey takes place under the best conditions of comfort and confidentiality, regardless of your departure point.

08

Can a medical flight or repatriation be requested from Chicago?

In case of necessity, Private Jets Connect can arrange medical flights or repatriations from Chicago. We collaborate with specialized companies and qualified medical teams to ensure safe transport adapted to the patient’s condition, with medical equipment on board if necessary. Our priority is the well-being and safety of the passenger, with rapid and discreet care.

09

What are the closest airports to Chicago?

The main airports serving Chicago are Chicago O’Hare International (ORD) and Chicago Midway International (MDW). Both are major hubs offering comprehensive infrastructure for private aviation. Depending on your final destination or preferences, our advisors can guide you to the most relevant airport for your private flight.

10

Is it possible to travel with children or pets from Chicago?

Yes, it is entirely possible to travel with children or pets from Chicago aboard a private jet. Private Jets Connect makes every effort to make the journey pleasant for all passengers. We can arrange specific services for children, and we ensure that all regulations regarding animal transport are respected, for a serene and comfortable journey for the whole family, including our four-legged friends.

Formalities and safety

Formalities, safety and private flight regulations in the United States

Private jet travelers to the United States must comply with FAA regulations for aviation operations, as well as entry requirements that vary by nationality, origin country, itinerary, and aircraft operation type. Consult official authorities for customs, immigration, and security formalities specific to your situation.

KEY DESTINATIONS

Strategic Hubs from Chicago

Discover the key destinations for your business flights departing from Chicago

Toronto

Toronto

From Chicago, reach Toronto in 1 hour and 15 minutes. Indulge in the vibrant cultural scene and Michelin-starred dining of this Canadian metropolis.

Private Jet Charter Toronto
Indianapolis

Indianapolis

From Chicago, reach Indianapolis in 1 hour. Discover the renowned Indianapolis Motor Speedway, perfect for speed enthusiasts.

Private Jet Charter Indianapolis
Detroit

Detroit

From Chicago, reach Detroit in 1 hour. Explore Detroit's artistic renaissance, a city with a rich musical and cultural heritage.

Private Jet Charter Detroit
Experiences on the ground

Iconic Activities and Unforgettable Experiences in Chicago

Chicago abounds with activities for all tastes. Architecture enthusiasts will be amazed by the city’s iconic skyscrapers, and an architectural cruise on the Chicago River is a must.

Millennium Park, with its famous “Cloud Gate” (The Bean) sculpture, is a popular gathering place. World-class museums, such as the Art Institute of Chicago and the Field Museum, offer impressive collections.

For sports fans, attending a Chicago Bulls, Cubs, or Bears game is a memorable experience. Chicago’s gastronomic scene is also renowned, from Michelin-starred restaurants to famous deep-dish pizzas.

For a truly exclusive experience, Private Jets Connect can arrange a charter that will drop you near these attractions, allowing you to maximize your time and fully enjoy your stay.

A cost-saving flight opportunity.

Empty Leg Flights to or from Chicago

Empty leg flights offer a unique opportunity to travel at reduced rates while enjoying the comfort of private jets. These flights occur when aircraft need to reposition without passengers, thus offering attractive prices for flexible travelers. For those wishing to travel to or from Chicago, these options can be particularly advantageous, allowing you to discover this dynamic US metropolis at a lower cost while benefiting from premium service.

DepartureArrivalDurationJetPrice
Chicago O'Hare International Airport
New York John F. Kennedy International Airport
2h 15min
Cessna Citation X Super Mid Size
12,000€
Book
Chicago Midway International Airport
Los Angeles Los Angeles International Airport
4h 30min
Gulfstream G200 Super Mid Size
18,000€
Book
Chicago O'Hare International Airport
Miami Miami International Airport
3h 10min
Bombardier Learjet 75 Mid Size
15,000€
Book
Chicago Midway International Airport
Las Vegas McCarran International Airport
4h 15min
Embraer Phenom 300 Light
14,000€
Book
Chicago O'Hare International Airport
San Francisco San Francisco International Airport
4h 45min
Hawker 900XP Mid Size
20,000€
Book
Chicago Midway International Airport
Dallas Dallas/Fort Worth International Airport
2h 30min
Citation Sovereign Super Mid Size
13,000€
Book
Chicago O'Hare International Airport
New York John F. Kennedy International Airport
Duration 2h 15min
Jet Cessna Citation X
Chicago Midway International Airport
Los Angeles Los Angeles International Airport
Duration 4h 30min
Jet Gulfstream G200
Chicago O'Hare International Airport
Miami Miami International Airport
Duration 3h 10min
Jet Bombardier Learjet 75
Chicago Midway International Airport
Las Vegas McCarran International Airport
Duration 4h 15min
Jet Embraer Phenom 300
Chicago O'Hare International Airport
San Francisco San Francisco International Airport
Duration 4h 45min
Jet Hawker 900XP
Chicago Midway International Airport
Dallas Dallas/Fort Worth International Airport
Duration 2h 30min
Jet Citation Sovereign
Continue the itinerary

Explore Nearby Cities

Build a coherent private travel plan around the country: nearby connections, alternative arrival points and complementary destinations to reach by private jet.

From Chicago, many interesting cities in the United States are easily accessible by private flight. Milwaukee, Wisconsin, is a charming city known for its breweries and relaxed atmosphere.

Indianapolis, Indiana’s capital, is famous for its auto racing and rich heritage. Detroit, Michigan, offers a fascinating glimpse into automotive history and urban revitalization.

For more distant getaways, cities like New York, Los Angeles, or Miami are just a few hours away by private flight, offering complementary business or leisure opportunities. Booking a private flight with Private Jets Connect gives you the freedom to create a tailor-made itinerary, combining multiple destinations with unparalleled efficiency.

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Chicago: The Windy City, Crossroads of Elegance and Business

Chicago, nicknamed the “Windy City,” is an iconic metropolis in the United States, renowned for its bold architecture, vibrant cultural scene, and economic dynamism. Situated on the shores of Lake Michigan, it is a major hub for business, tourism, and transport, attracting visitors from all over the world. Its importance in the country is undeniable, serving as a hub for numerous industries, from finance to technology, agri-food, and manufacturing. The city is also a leading cultural center, home to world-renowned museums, historic theaters, and a legendary jazz and blues music scene. For discerning travelers, whether business executives or vacationers seeking unique experiences, a private flight to Chicago offers privileged entry into this fascinating city.

Private Air Access to Chicago: Chicago O’Hare International Airport (ORD) and Beyond

The primary access to Chicago for private aviation is Chicago O’Hare International Airport (ORD), one of the busiest airports in the world. ORD features several FBOs (Fixed-Base Operators) dedicated to business aviation, offering high-end services such as private lounges, concierge services, and expedited formalities. These facilities ensure maximum discretion and efficiency for any air charter. In addition to ORD, other airports like Chicago Midway International Airport (MDW) and Chicago Executive Airport (PWK) are also available for private flights, offering additional options depending on the final destination and traveler preferences. The flexibility of chartering a jet allows you to choose the most suitable airport for your needs, thus avoiding the hassles of commercial terminals.

Private Jets Connect: Excellence in Service for Your Trip to Chicago

At Private Jets Connect, we understand that time is a precious resource. That’s why we are committed to providing an unparalleled private jet charter experience to and from Chicago. Our service stands out for its exceptional comfort, total flexibility, and absolute confidentiality. Each charter is meticulously planned to meet your specific requirements, whether for an urgent business trip or a luxury getaway. We offer a diverse fleet of modern and luxurious aircraft, suitable for all group sizes and distances.

Our team of experts is available 24/7 to help you book your private flight and organize every detail of your trip. From aircraft selection to onboard service management, and ground transfers (limousine, helicopter), we take care of everything. Booking a charter with Private Jets Connect ensures a stress-free journey, where every moment is optimized for your comfort and productivity. Forget queues, delays, and the constraints of commercial flights. With Private Jets Connect, chartering a private jet is synonymous with freedom and efficiency. We are committed to providing you with a travel experience that exceeds your expectations, making every journey a privileged moment.