Private charter · MDW → LGI
Chicago to Long Island
1,478 miles. One price for the whole airplane.
Price your flight from Chicago to Long Island
The trip
Chicago to Long Island, door to door faster.
Skip the ferry and the airline connection. Bluebird flies you direct from Chicago Midway International Airport in Chicago to Deadman's Cay Airport in Long Island, 1,478 miles in about a short flight in a private jet with two pilots up front. Need a different size of aircraft? We'll source one sized for the trip. The price is for the whole aircraft, with every fee and tax shown before you book.
- Distance
- 1,478 mi
- Flight
- —
- Airports
- 5
- Passengers
- Up to 1
Departing Chicago
Airports in Chicago
MDW
Major airportChicago Midway International Airport
Chicago · KMDW
- From downtown
- 9 mi
- Longest runway
- 6,522 ft
ORD
Major airportChicago O'Hare International Airport
Chicago · KORD
- From downtown
- 16 mi
- Longest runway
- 13,000 ft
PWK
Commercial airportChicago Executive Airport
Chicago/Prospect Heights/Wheeling · KPWK
- From downtown
- 21 mi
- Longest runway
- 5,001 ft
GYY
Commercial airportGary/Chicago International Airport
Gary · KGYY
- From downtown
- 21 mi
- Longest runway
- 8,859 ft
Arriving Long Island
Airports in Long Island
LGI
Commercial airportDeadman's Cay Airport
Deadman's Cay · MYLD
- From downtown
- 5 mi
- Longest runway
- 4,000 ft
When you land
Things to do in Long Island
Long Island lives up to its name, a narrow strip of land about 80 miles long in the southern Bahamas, crossed by the Tropic of Cancer. Its Atlantic side has rugged cliffs and headlands, while the western shore faces shallow, turquoise flats and sandy beaches. Columbus called here on his first voyage in 1492, and the island’s settlements reflect a long history of farming, fishing and boatbuilding. Today it draws divers, freedivers, anglers and visitors who want uncrowded beaches and a genuinely local feel.
- 01
Dean’s Blue Hole
Near Clarence Town, this deep blue hole opens beside a sheltered beach and is one of the deepest known saltwater blue holes in the world, a famed venue for freediving.
- 02
Cape Santa Maria Beach
At the island’s northern tip, this long, curving beach of fine white sand and calm turquoise water is often listed among the most beautiful in the Bahamas.
- 03
Columbus Monument
A short hike near the north end of the island leads to a monument honoring Columbus’s 1492 visit, with sweeping views of the Atlantic and the cliffs below.
- 04
Clarence Town churches
Father Jerome, the architect-priest, built two striking churches in Clarence Town, St. Paul’s Anglican and St. Peter’s Catholic, whose twin towers overlook the harbor.
- 05
Hamilton’s Cave
One of the largest cave systems in the Bahamas, with chambers, bats and evidence of early Lucayan inhabitants, explored on guided tours near Deadman’s Cay.
- 06
Diving and fishing off Stella Maris
Northern Long Island offers reef and wall dives, shark dives and excellent fishing on both the flats and offshore, with operators based around Stella Maris.
Questions
Chicago to Long Island flights
How long is a private flight from Chicago to Long Island?
About a short flight in a private jet, for 1,478 miles direct.
Which airports do flights from Chicago to Long Island use?
You can depart from Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD), or Chicago Executive Airport (PWK) and arrive at Deadman's Cay Airport (LGI). Pick whichever is closest to where you're starting and where you're headed.
How much does a private charter from Chicago to Long Island cost?
The price depends on the date, departure time, aircraft and where the airplane is positioned. Enter your trip above to see an instant price for the whole airplane, with every tax and fee included.
Do I need a passport to fly from Chicago to Long Island?
Yes. It's an international flight, so every passenger needs a valid passport. You clear customs and immigration when you land in Long Island, and again when you return.
Can I book a round trip between Chicago and Long Island?
Yes. Choose round trip when you search, and pick your return date and time. Flights from Long Island back to Chicago are priced the same way.
Return flight
Long Island to Chicago
More flights from Chicago
More flights to Long Island
Explore Chicago private charter and Long Island private charter, airports and things to do. Arriving at Deadman's Cay Airport (LGI).
Chicago to Long Island, on your schedule
Choose your departure time and see a price for the whole aircraft. Bring up to 1 passengers for the same price.
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