Bluebird
Danbury, Connecticut

Private charter · MDW → HPN

Chicago to Danbury

728 miles. One price for the whole airplane.

Photo: Quintin Soloviev · CC BY 4.0

Price your flight from Chicago to Danbury

Trip type
1

Times are local to each departure airport.

The trip

Chicago to Danbury, door to door faster.

Trade about 15½ hours on the road for about a short flight in the air. Bluebird flies you direct from Chicago Midway International Airport in Chicago to Westchester County Airport in Danbury, 728 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
728 mi
Flight
—
Driving
15½ hours
Passengers
Up to 1
MDWChicagoHPNDanbury
MDW → HPN728 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 Danbury

Airports in Danbury

  • HPN

    Commercial airport

    Westchester County Airport

    White Plains · KHPN

    From downtown
    26 mi
    Longest runway
    6,549 ft

  • POU

    Commercial airport

    Dutchess County Airport

    Poughkeepsie · KPOU

    From downtown
    26 mi
    Longest runway
    5,001 ft

  • OXC

    Regional airport

    Waterbury Oxford Airport

    Oxford · KOXC

    From downtown
    18 mi
    Longest runway
    5,800 ft

When you land

Things to do in Danbury

Danbury was once the hat-making capital of the United States, earning the nickname Hat City, and it remains a regional business center for northern Fairfield County. Today the city and its neighbors host corporate offices, healthcare, retail and manufacturing companies, and Western Connecticut State University anchors its downtown. Just to the north lies Candlewood Lake, the largest lake in Connecticut, whose shores are lined with weekend and summer homes.

  1. 01

    Candlewood Lake

    Connecticut’s largest lake, created in the 1920s for hydroelectric power, stretches north from Danbury with marinas, swimming, waterskiing and a shoreline of summer homes.

  2. 02

    Danbury Railway Museum

    Housed in the city’s restored 1903 railroad station, the museum displays historic locomotives and cars in its rail yard and offers short train rides.

  3. 03

    Aldrich Contemporary Art Museum

    In nearby Ridgefield, one of the oldest contemporary art museums in the country presents changing exhibitions in a light-filled building beside a sculpture garden.

  4. 04

    Ridgefield Main Street

    A few miles south, Ridgefield’s elm-shaded Main Street is lined with historic houses, shops and restaurants, as well as the Keeler Tavern Museum.

  5. 05

    Squantz Pond State Park

    In New Fairfield, wooded hills surround a pond connected to Candlewood Lake, with swimming, kayaking and hiking trails along the rocky shore.

  6. 06

    Hopkins Vineyard

    Overlooking Lake Waramaug in New Preston, this family-run winery on a former dairy farm offers tastings with views over the water and the surrounding hills.

Explore Danbury charter

Questions

Chicago to Danbury flights

How long is a private flight from Chicago to Danbury?

About a short flight in a private jet, for 728 miles direct. Driving the same trip takes about 15½ hours.

Which airports do flights from Chicago to Danbury use?

You can depart from Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD), or Chicago Executive Airport (PWK) and arrive at Westchester County Airport (HPN), Dutchess County Airport (POU), or Waterbury Oxford Airport (OXC). Pick whichever is closest to where you're starting and where you're headed.

How much does a private charter from Chicago to Danbury 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 Danbury?

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

Return flight

Danbury to Chicago

More flights from Chicago

More flights to Danbury

Explore Chicago private charter and Danbury private charter, airports and things to do. Arriving at Westchester County Airport (HPN).

Chicago to Danbury, 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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