Chicago to Naples Jet Charter

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Round Trip One Way Multi-City
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Safety First

The transparency in our due diligence processes demonstrates to our customers that when they step onto their private jet, they know everything has been done to ensure the safest flight.

Our carefully cultivated network of approved aircraft operators has been vetted to ensure that they meet the strictest standards of all private jet carriers in the jet charter industry.

A Name You Can Trust

As an ARGUS Certified broker, Stratos is a recognized leader in the private jet charter world. We’re proud to be recognized by ARGUS, the world leader in private aviation safety as one of the most trusted private jet charter companies that demonstrates an extraordinary commitment to both clients and aircraft operators.

When you step on board one of our private flights, you can rest assured knowing that you are being carried by one of the finest in the business.

Membership Privileges

Enjoy the perks of locking in aircraft charter rates and being able to confidently budget your travel. Membership definitely has its privileges at Stratos Charter Jets. Membership with Stratos makes it simpler to book jets, which makes it faster for you to get up in the air and on your way.

We offer flexibility to make changes without the concern for pricing fluctuations inherent to on-demand private jet charter as we offer guaranteed fixed rates Cancellation policies are much more lenient, and we extend to you every service. This program allows you to get the right sized aircraft for your needs and you’re not locked into a set number of hours.

How much does a private jet from Chicago to Naples cost?

The cost to charter a private jet from Chicago to Naples depends on a variety of factors. Some of the things taken into consideration include: • The size of aircraft required • The time of year the trip is taking place • Additional services requested • Aircraft availability On average, though, if you’re flying on a light jet to Naples from Chicago, the trip will set you back approximately $16,900. If you require a heavy jet, you can expect the trip to cost in the neighborhood of $39,000.

Turbo-Prop Jet
Est. Price $12,137 - $13,414
Flight Duration 4.00 hrs
Fuel Stop 1
Light Jet
Est. Price $16,963 - $18,749
Flight Duration 3.00 hrs
Fuel Stop 1
Super-Light Jet
Est. Price $13,944 - $15,412
Flight Duration 2.90 hrs
Fuel Stop 1
Mid Jet
Est. Price $22,666 - $25,052
Flight Duration 2.80 hrs
Fuel Stop 1

Private jet airports near Chicago and Naples

The cost to charter a private jet from Chicago to Naples depends on a variety of factors. Some of the things taken into consideration include: • The size of aircraft required • The time of year the trip is taking place • Additional services requested • Aircraft availability On average, though, if you’re flying on a light jet to Naples from Chicago, the trip will set you back approximately $16,900. If you require a heavy jet, you can expect the trip to cost in the neighborhood of $39,000.

Recommended private jets for your charter flights from Chicago to Naples

When you’re looking to charter light executive jets, the Citation Bravo delivers quality and performance time and time again.

Citation Bravo







How long does a private flight between Chicago and Naples take?

One average, the flight between Chicago and Naples is about two and a half to three hours long. The length of the flight can vary depending on a couple of different factors. Weather conditions and the size and type of jet charter all play a role in the length of the flight. The clearer the skies and the bigger the jet, the quicker the trip.

Empty leg flights from Chicago to Naples

For the most economical jet charter, ask your Stratos agent about empty leg flights. On average, empty leg flight prices are anywhere from 25 to 75 per cent cheaper than full-cost fares. This translates to big savings, and can make all the difference for travelers hoping to save a little extra money on flights.

An empty leg flight is a great option if your departure and arrival dates are flexible, you don’t have a need for a certain type and size of jet, and you don’t mind landing at any airport within a specific area. Flexibility and spontaneity are key in making empty leg flights work for you.

Ground Services in Chicago and Naples

Want to stay at a luxurious seaside hotel during your stay? Or maybe you’d like to have a chauffeured car waiting on the tarmac as you disembark your private jet charter. At Stratos Jets, our Trip Support department can handle all of these itinerary additions in an efficient manner. Besides the big details, we can take care of all of the smaller details as well. Whether you’re looking for restaurant reservations or inflight catering services, let us take care of those details so you can sit back and enjoy your stay in Naples.

Woman in Pink Blazer on Phone in Front of Laptop | Stratos Jet Charters, Inc.

Frequently Asked Questions

Our friendly, expert air charter agents are here to answer questions or start your quote today. Don`t wait, call right now and we can get you on your way to the destination of your choice! Talk to one of our air chater argents now by calling (888) 593-9066 or by emailing [email protected]

  • How do I choose the right aircraft for my mission?

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    As charter brokers, we do more than simply book your charter flight. At Stratos Jets, our air charter associates are highly trained personnel capable of matching our clients with the appropriate aircraft for their travel needs. Once we determine how many passengers you’re travelling with and how far you’re flying, we can determine which category of aircraft you require. There are many options available. The most common aircrafts hired for private charters include:

    • Cessna’s Citation X
    • Gulfstream’s G650
    • Bombardier’s Global line

    After that, we can help you narrow down the selection of recommended aircraft based on budget, desired cabin amenities, airport requirements, luggage capacity, as well as aircraft age and performance capabilities.

    Staying Safe in the Skies

    At Stratos Jets, air charter safety is our number one concern. One of our key policies is to increase consumer education. This ensures our clients are able to make informed decisions. We also work with our aircraft providers to ensure their safety training programs meet and even exceed our air charter safety requirements. To make this happen, Stratos Jets is an ARGUS Certified Broker. This means that our brokerage firm is:

    • Committed to the best industry practices
    • Adhering to all applicable safety regulations
    • Maintaining the appropriate insurance coverage required
  • Are there additional costs per private jet rental passenger?

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    There are no additional costs per passenger. At Stratos Jet Charters, we base our private jet rental prices per hour, not per guest.

    The Stratos Pricing Estimator

    If you would like to estimate the cost of a private jet charter, use our Stratos pricing estimator page. It lists the most common estimates based on destination and aircraft type. And you can always enter customized data to get an estimate for a specific destination.

    Additional Concierge Charges

    We do charge for some of our additional concierge services, such as in-flight catering and entertainment, hotel bookings and ground transportation. We know our clients’ time is precious, so we offer the value and convenience of “one-stop-shopping” through our Trip Support team. When you book a flight with Stratos Jet Charters, we can take care of all the logistics, including booking hotels, meeting spaces, limousines and tickets to special events. That way you can relax, and enjoy your trip.

    Empty Leg Charters

    Also, since we charge per hour, not per passenger, there are travel bargains to be found with our Empty Leg Flights. Many of our private jet rental flights are one-way, and then we need to move the aircraft to a new destination. To reduce the costs of flying an empty aircraft, we offer discounts to travelers with flexible itineraries. Clever passengers will sometimes split the cost with their fellow travelers, thereby reducing the cost for everyone on the flight.  

  • Can I make last-minute changes to my itinerary?

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    If your plans need to change, we will do everything in our power to accommodate the changes. One of the benefits of hiring Stratos Jet Charters is that we have much more flexibility than commercial airlines and can provide many more air charter services.

    We have two teams that can help you. Here is a brief description of each:

    Charter Sales Agents 

    This is the initial contact team. They evaluate your travel needs to identify the appropriate aircraft type for your travel plan. Pricing is determined by aircraft availability, its position related to the intended departure location and the position of where the aircraft needs to be after performing the customer’s flight.   

    Trip Support Team

    Once the aircraft has been selected, Trip Support works with the customer, the air carrier and all concierge service providers to organize all of the travel details. Trip Support is responsible for coordinating:

    • Departure time
    • Departure and arrival at the Fixed Base departure location
    • Ensuring assigned crew members meet Stratos experience requirements
    • Making sure the insurance is current and everyone is protected
    • Coordinating all concierge services

    In reference to last-minute itinerary changes, any changes would go through the Trip Support Team.

    Our customers often have demanding flight itineraries that can change quickly. They’ve come to appreciate knowing there’s an entire team of people focused on organizing all the details of their trip. Stratos Jet Charters wants to provide our clients with consistently outstanding air charter service and an impeccable safety record.

View all our Frequently Asked Questions >

Are you ready to book your best charter flight yet?

Stratos Jets soars higher, making sure your charter flight is the most convenient, comfortable, and safest out there. We have access to a network of more than 5,000 aircraft available for chartering a private jet from New York to Atlanta. To book a flight through a Stratos Jets representative, call (888) 593-9066.

You can also request a free quote via the online form on our website.

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