Bluebird
The Hamptons, New York

Private charter · MDW → HTO

Chicago to The Hamptons

805 miles. One price for the whole airplane.

Photo: Quintin Soloviev · CC BY 4.0

Price your flight from Chicago to The Hamptons

Trip type
1

Times are local to each departure airport.

The trip

Chicago to The Hamptons, door to door faster.

Trade about 17 hours on the road for about a short flight in the air. Bluebird flies you direct from Chicago Midway International Airport in Chicago to Town of East Hampton Airport in The Hamptons, 805 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
805 mi
Flight
—
Driving
17 hours
Passengers
Up to 1
MDWChicagoHTOThe Hamptons
MDW → HTO805 miles direct

Departing Chicago

Airports in Chicago

  • MDW

    Major airport

    Chicago Midway International Airport

    Chicago · KMDW

    From downtown
    9 mi
    Longest runway
    6,522 ft

  • ORD

    Major airport

    Chicago O'Hare International Airport

    Chicago · KORD

    From downtown
    16 mi
    Longest runway
    13,000 ft

  • PWK

    Commercial airport

    Chicago Executive Airport

    Chicago/Prospect Heights/Wheeling · KPWK

    From downtown
    21 mi
    Longest runway
    5,001 ft

  • GYY

    Commercial airport

    Gary/Chicago International Airport

    Gary · KGYY

    From downtown
    21 mi
    Longest runway
    8,859 ft

Arriving The Hamptons

Airports in The Hamptons

  • HTO

    Regional airport

    Town of East Hampton Airport

    East Hampton · KJPX

    From downtown
    14 mi
    Longest runway
    4,255 ft

  • FOK

    Regional airport

    Francis S Gabreski Airport

    Westhampton Beach · KFOK

    From downtown
    7 mi
    Longest runway
    9,002 ft

  • CTO

    Regional airport

    Calverton Executive Airpark

    Calverton

    From downtown
    15 mi
    Longest runway
    10,001 ft

When you land

Things to do in The Hamptons

The Hamptons, the string of villages and hamlets along Long Island’s South Fork, are the summer home of a large share of New York’s financial, media and fashion world. Southampton, Bridgehampton, East Hampton, Sag Harbor and Amagansett mix shingled estates and grand hedgerows with potato fields, vineyards, farm stands, art galleries and wide Atlantic beaches. In season, much of Manhattan’s social and business calendar simply moves east, and the local economy is built around second homes, construction, hospitality and the people who serve them.

  1. 01

    Main Beach, East Hampton

    Regularly ranked among the best beaches in the country, this wide stretch of Atlantic sand at the end of Ocean Avenue is lined with dunes and some of the area’s most famous homes.

  2. 02

    Parrish Art Museum

    Housed in a long, barn-inspired building by Herzog and de Meuron in Water Mill, the museum focuses on artists of the East End, from William Merritt Chase to Fairfield Porter.

  3. 03

    Sag Harbor

    A former whaling port with a walkable Main Street, a working waterfront, the Sag Harbor Whaling and Historical Museum and a mix of bookshops, galleries and restaurants.

  4. 04

    Pollock-Krasner House and Study Center

    In Springs, the home and studio of Jackson Pollock and Lee Krasner can be toured in season, including the paint-spattered floor where Pollock made his drip paintings.

  5. 05

    Wölffer Estate Vineyard

    This Sagaponack winery is known for its rosé, and its tasting room and wine stand draw crowds on summer afternoons with views over the vines and pastures.

  6. 06

    Shelter Island

    A short ferry ride from North Haven, this quiet island between the forks is home to the Mashomack Preserve, which protects about a third of the island with trails, tidal creeks and shoreline.

Explore The Hamptons charter

Questions

Chicago to The Hamptons flights

How long is a private flight from Chicago to The Hamptons?

About a short flight in a private jet, for 805 miles direct. Driving the same trip takes about 17 hours.

Which airports do flights from Chicago to The Hamptons use?

You can depart from Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD), or Chicago Executive Airport (PWK) and arrive at Town of East Hampton Airport (HTO), Francis S Gabreski Airport (FOK), or Calverton Executive Airpark (CTO). Pick whichever is closest to where you're starting and where you're headed.

How much does a private charter from Chicago to The Hamptons 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 The Hamptons?

Yes. Choose round trip when you search, and pick your return date and time. Flights from The Hamptons back to Chicago are priced the same way.

Return flight

The Hamptons to Chicago

More flights from Chicago

More flights to The Hamptons

Explore Chicago private charter and The Hamptons private charter, airports and things to do. Arriving at Town of East Hampton Airport (HTO).

Chicago to The Hamptons, 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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