Private charter · MDW → MTP
Chicago to Montauk
820 miles. One price for the whole airplane.
Price your flight from Chicago to Montauk
The trip
Chicago to Montauk, door to door faster.
Trade about 17½ hours on the road for about a short flight in the air. Bluebird flies you direct from Chicago Midway International Airport in Chicago to Montauk Airport in Montauk, 820 miles 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
- 820 mi
- Flight
- —
- Driving
- 17½ hours
- 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 Montauk
Airports in Montauk
MTP
Regional airportMontauk Airport
Montauk · KMTP
- From downtown
- 3 mi
- Longest runway
- 3,246 ft
GON
Commercial airportGroton New London Airport
Groton · KGON
- From downtown
- 21 mi
- Longest runway
- 5,000 ft
When you land
Things to do in Montauk
Montauk is the easternmost point of New York State, a fishing village at the end of the South Fork that has become one of the Northeast’s favorite beach towns. Its character is more relaxed than the rest of the Hamptons, with surf breaks, seafood shacks, a busy harbor full of sportfishing boats and the Montauk Point Lighthouse standing on bluffs above the Atlantic. Summer residents, surfers, anglers and weekend crowds from the city keep its small hotels and restaurants busy from late spring into fall.
- 01
Montauk Point Lighthouse
Commissioned by George Washington and completed in 1796, the lighthouse is the oldest in New York, and visitors can climb the tower and walk the bluffs at Montauk Point State Park.
- 02
Ditch Plains
Montauk’s best-known surf spot has gentle breaks suited to longboarders and learners, with a casual beach scene and food trucks parked at the lot.
- 03
Montauk Harbor
Home to one of the largest commercial and recreational fishing fleets in New York, the harbor is lined with charter boats, docks, seafood restaurants and fish markets.
- 04
Camp Hero State Park
A former military base with concrete bunkers and a towering radar tower, the park has bluff-top trails, surf fishing access and sweeping views of the ocean.
- 05
Hither Hills State Park
This oceanfront park has a long sandy beach, camping, wooded trails and the Walking Dunes, where wind is slowly moving the sand across the forest.
- 06
Kirk Park Beach
Right by the village, this broad public beach is an easy walk from the shops and restaurants and a classic spot for an afternoon on the sand.
Questions
Chicago to Montauk flights
How long is a private flight from Chicago to Montauk?
About a short flight in a private jet, for 820 miles direct. Driving the same trip takes about 17½ hours.
Which airports do flights from Chicago to Montauk use?
You can depart from Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD), or Chicago Executive Airport (PWK) and arrive at Montauk Airport (MTP) or Groton New London Airport (GON). Pick whichever is closest to where you're starting and where you're headed.
How much does a private charter from Chicago to Montauk 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.
Can I book a round trip between Chicago and Montauk?
Yes. Choose round trip when you search, and pick your return date and time. Flights from Montauk back to Chicago are priced the same way.
Return flight
Montauk to Chicago
More flights from Chicago
More flights to Montauk
Explore Chicago private charter and Montauk private charter, airports and things to do. Arriving at Montauk Airport (MTP).
Chicago to Montauk, on your schedule
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