Take advantage of the personalized assistance of our private jet charter broker Wilbur AI.

      Private Jet Charter from Chicago to Naples

      PrivateJet.com, the leading domain in private aviation, provides on-demand private flights from Chicago to Naples.

      Charter a private jet from Chicago to Naples and swap the bustling city skyline for the serene beauty of the Gulf Coast without any hassle. This route is a favorite among snowbirds, business executives, and families who want a smooth shift from the Midwest to Florida’s idyllic shores. Whether you’re heading to your winter home or just sneaking away for a golf getaway, we deliver a journey focused on utmost privacy, comfort, and speed.

      What Does a Private Jet Charter between Chicago and Naples Cost?

      Estimated costs for chartering a private jet from Chicago to Naples include:

      • Light Jets: $16,000 – $19,500;
      • Midsize Jets: $20,000 – $26,000;
      • Super Midsize Jets: $27,500 – $33,000;
      • Heavy Jets: $33,000 – $42,000.

      These figures can vary based on the type of aircraft, its availability, and your specific timing needs.

      Best Private Jet Airports in Chicago and Naples

      Chicago

      Chicago Executive Airport (PWK)

      Chicago Midway International Airport (MDW)

      DuPage Airport (DPA)

      Waukegan National Airport (UGN)

      Naples

      Naples Municipal Airport (APF)

      Marco Island Executive Airport (MKY)

      Southwest Florida International Airport (RSW)

      Private Jets for Charter Flights between Chicago & Naples

      Light Jets

      Light jets serve as an accessible starting point for this trip, handling it nonstop in around 2 hours and 45 minutes to 3 hours. They’re ideal for smaller parties or pairs, creating a cozy atmosphere. Though the space is snug, today’s light jets are designed for smart use of every inch. Favorites on this path are:

      Midsize Jets

      Midsize jets step up the game with more roomy cabins, including full stand-up height and comfortable seating setups. They are a great fit for the Chicago-Naples leg, delivering a relaxed flight in about 2 hours and 30 minutes to 2 hours and 45 minutes. Plus, they handle extra baggage like golf gear without a hitch. Standout options are:

      Super Midsize

      Jets If you’re after top speed and elegance, super midsize jets hit the mark. With a range that spans the country, this flight feels like a breeze. Expect generous interiors, complete kitchen facilities, and quicker speeds, landing you in sunny Florida in roughly 2 hours and 15 minutes to 2 hours and 30 minutes. Popular picks include:

      Heavy Jets

      Heavy jets embody the height of luxury in the skies. Tailored for bigger groups, high-profile individuals, or anyone craving supreme indulgence, they boast separate areas for work, meals, and downtime. A dedicated flight attendant and comprehensive galley turn the flight into a highlight itself. Excellent for sizable families or business groups. Key models are:

      Chicago to Naples Private Jet Charter Services

      Booking a private jet charter from Chicago to Naples allows you to bypass the chaos of major airports such as O’Hare and arrive feeling revitalized. Whether it’s a seasonal escape, a high-profile business meeting, or a relaxing break, our services provide you with complete control over your itinerary while we handle everything else.

      Our experienced aviation experts are available to help select the ideal aircraft, arrange transfers at both locations, and customize in-flight meals, such as Chicago-style pizza for departure and fresh coastal catches upon arrival.

      Enjoy a Luxurious Private Flight between Chicago & Naples with a Trusted Private Jet Provider

      For immediate availability and hourly rates on private jet charters from Chicago to Naples, call us at +1 (954) 869-7191 or request a free quote through our user-friendly quoting tool. Our team is available 24/7 to provide you with the highest standards in private aviation. Experience the industry’s most competitive rates, exceptional service, and convenience, and a continued dedication to safety.

      Frequently Asked Questions

      Can I bring my pets on a private jet from Chicago to Naples?

      Yes, we allow pets. This route is particularly popular among pet-loving travelers who are heading south for the winter.

      Is there enough luggage space for golf clubs?

      Yes, our midsize, super midsize, and heavy jets offer plenty of room for several golf bags plus all your gear for longer trips.

      Why is the Chicago to Naples route so popular?

      It is a go-to for snowbirds and upscale adventurers who are ditching the chilly Midwest for the sunny vibes and upscale living along Florida’s Gulf Coast, providing a fast, discreet link between two very different worlds.