Private Jets From Westchester to Chesapeake
Nonstop in about 1 hour and 24 minutes on the Cirrus Vision Jet.
The Better Way to Fly Private to Chesapeake
Fly private between Westchester County Airport (HPN) and Chesapeake Regional Airport (CPK) aboard Flyte's Cirrus Vision Jet fleet. Featuring a whole-aircraft fare confirmed before you pay, on-demand availability, and advanced safety features.
Cirrus Vision Jet
The most advanced personal jet in the sky.
More Destinations
Hundreds of routes across the Northeast and beyond.
Garmin Autoland
The plane can detect an emergency and land itself.
CAPS Parachute
The only personal jet with a whole-aircraft parachute.
Private Cabin
The entire plane is yours. Four adults plus a child.
On Demand
Fly on your schedule. Any day, any time.
HPN to CPK by the Numbers
Westchester County Airport to Chesapeake Regional Airport, nonstop on the Vision Jet.
- Flight time
- 1h 24m
- Nonstop on the Cirrus Vision Jet
- Distance
- 339 mi
- 295 nautical miles as the jet flies
- Driving
- 8h
- 420 miles by road, without stops
- Time saved
- 6h 59m
- Each way, versus driving
The Onboard Experience
Everything you need for a smoother trip between Westchester and Chesapeake.
Wi-Fi onboard
Stay connected when you need to work or relax en route, with reliable cabin Wi-Fi on available Flyte flights.
Complimentary food and beverages
Curated snacks, drinks, and light bites are included so you land refreshed.
Built-in advanced safety features
Every Flyte Vision Jet includes autoland and a whole-aircraft parachute as part of the aircraft design.
White-glove support
Our team helps coordinate any custom details so your trip stays smooth from first call to the ramp.
Things to Do in Chesapeake and Westchester
A few ways to spend your time at both ends of the flight.
Great Dismal Swamp National Wildlife Refuge
Kayak or hike through one of the East Coast most unique wetland ecosystems.
Visit Virginia Beach
Short drive to the oceanfront boardwalk, surfing, and seafood.
Norfolk Waterside District
Dining, entertainment, and harbor views in nearby downtown Norfolk.
Kykuit — The Rockefeller Estate
Six-story stone house with formal gardens and a world-class sculpture collection.
Lyndhurst Mansion
Gothic Revival estate overlooking the Hudson River with stunning grounds.
Sleepy Hollow & Tarrytown
Explore the legend of the Headless Horseman in Washington Irving's hometown.
Hudson Valley Wine Trail
Rolling vineyards and acclaimed tasting rooms throughout the region.
Teatown Lake Reservation
15 miles of trails through forests, meadows, and wetlands.
Dia:Beacon
World-renowned contemporary art museum in a converted factory on the Hudson.
Other Airports Near Chesapeake
More Flyte network airports around Chesapeake Regional Airport (CPK).
Norfolk International Airport
Norfolk, VA
Newport News Williamsburg International Airport
Newport News, VA
Richmond International Airport
Richmond, VA
Pitt-Greenville Airport
Greenville, NC
Hanover County Regional
Ashland, VA
Rocky Mount Wilson Regional Airport
Rocky Mount, NC
FAQs
Everything you need to know about flying Westchester to Chesapeake with Flyte.
Ready to Fly to Chesapeake?
Book your next private flight from White Plains (HPN) to Chesapeake (CPK). Pick your date and passengers and see your whole-aircraft fare before you pay.