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Private Jets From Leesburg to Winter Haven

34 minutes wheels up to wheels down. The drive is 1 hour 32 minutes.

The Better Way to Fly Private to Winter Haven

Flyte flies Leesburg to Winter Haven on demand, the whole jet for one price. Every Florida pair is $4,900 one way, $8,900 round trip, no hourly math.

Cirrus Vision Jet

Cirrus Vision Jet

The most advanced personal jet in the sky.

More Destinations

Hundreds of routes across Florida and beyond.

Garmin Autoland

Garmin Autoland

The plane can detect an emergency and land itself.

CAPS Parachute

CAPS Parachute

The only personal jet with a whole-aircraft parachute.

Private Cabin

Private Cabin

The entire plane is yours. Four adults plus a child.

November 2026

On Demand

Fly on your schedule. Any day, any time.

Discover Our Fleet

Leesburg to Winter Haven Airports

The airports this route uses, with flight time and fare.

LEEGIFLeesburg Internationalto Winter Haven Regional Airport - Gilbert FieldGeneral aviation both ends34m$4,900

Leesburg to Winter Haven by the Numbers

Straight-line distance, block time, and what the drive would cost you.

Flight time
34 min
Nonstop on the Cirrus Vision Jet
Distance
53 mi
46 nautical miles as the jet flies
Driving
1h 30m
65 miles by road, without stops
Time saved
58 min
Each way, versus driving

Also flying Winter Haven to Leesburg

Things to Do in Winter Haven and Leesburg

A few ways to spend your time at both ends of the flight.

  • Visit LEGOLAND Florida Resort

    Enjoy a day of fun and adventure at this family-friendly theme park with rides, shows, and attractions.

  • Explore Bok Tower Gardens

    Stroll through beautiful gardens and enjoy the serene environment and the iconic Singing Tower.

  • Take a Scenic Boat Tour

    Experience the Chain of Lakes with a guided boat tour, offering beautiful views and local wildlife.

  • Visit the Polk Museum of Art

    Discover a diverse collection of art exhibits ranging from contemporary to classical pieces.

  • Enjoy Watersports on the Lakes

    Engage in activities like kayaking, paddleboarding, or fishing on the numerous lakes in the area.

  • Explore Downtown Winter Haven

    Discover local shops, restaurants, and entertainment venues in the charming downtown area.

  • Visit Venetian Gardens

    Explore the beautiful Venetian Gardens, a waterfront park with walking trails, picnic areas, and a scenic view of Lake Harris.

  • Leesburg Historical Museum

    Discover the rich history of Leesburg at the Leesburg Historical Museum, featuring exhibits and artifacts from the area's past.

  • Lake Griffin State Park

    Enjoy outdoor activities like hiking, fishing, and camping at Lake Griffin State Park, home to one of the largest live oak trees in Florida.

  • Leesburg Bikefest

    If visiting in April, experience the Leesburg Bikefest, one of the largest motorcycle rallies in the country with live music, vendors, and bike shows.

  • Paquette's Historical Farmall Museum

    Explore a unique collection of vintage tractors and farm equipment at Paquette's Historical Farmall Museum.

  • Shopping in Downtown Leesburg

    Stroll through the charming downtown area, featuring boutique shops, antique stores, and local eateries.

FAQs

Everything you need to know about flying Leesburg to Winter Haven with Flyte.

A private jet from Leesburg to Winter Haven is $4,900 one way for the whole aircraft on the Cirrus Vision Jet, up to four adults plus a child. Round trips are $8,900. Every flight between two Florida airports is the same $4,900 base fare. No membership required.

Keep Exploring

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Ready to Fly to Winter Haven?

Book your next private flight from Leesburg (LEE) to Winter Haven (GIF). Fixed pricing for the full aircraft, on-demand availability, and advanced safety features, all in a few taps.

$4,900 One Way$8,900 Round Trip