Private Jets From Islip 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 Long Island Mac Arthur Airport (ISP) 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.
ISP to CPK by the Numbers
Long Island Mac Arthur Airport to Chesapeake Regional Airport, nonstop on the Vision Jet.
- Flight time
- 1h 24m
- Nonstop on the Cirrus Vision Jet
- Distance
- 339 mi
- 294 nautical miles as the jet flies
- Driving
- 9h
- 443 miles by road, without stops
- Time saved
- 7h 38m
- Each way, versus driving
The Onboard Experience
Everything you need for a smoother trip between Islip 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 Islip
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.
Fire Island National Seashore
Explore beautiful beaches, nature trails, and historic sites on Fire Island.
Bayard Cutting Arboretum
Visit this serene arboretum featuring a variety of plant species and scenic landscapes.
Vanderbilt Museum and Planetarium
Discover the history and astronomy exhibits at this historic estate and planetarium.
Long Island Aquarium
Enjoy interactive exhibits and marine life displays at this popular aquarium.
Tanger Outlets Riverhead
Shop at a wide range of brand-name outlet stores offering great deals.
Splish Splash Water Park
Have fun at one of the best water parks in the area with slides and attractions for all ages.
Sagtikos Manor
Tour this historic manor house and learn about its colonial history.
Connetquot River State Park Preserve
Hike, fish, or bird-watch in this expansive state park preserve.
Patchogue Theatre for the Performing Arts
Catch a live performance at this historic theater offering a variety of shows.
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 Islip to Chesapeake with Flyte.
Ready to Fly to Chesapeake?
Book your next private flight from Islip (ISP) to Chesapeake (CPK). Pick your date and passengers and see your whole-aircraft fare before you pay.