Bluebird
Dover, Delaware

Private charter · MDW → K33N

Chicago to Dover

662 miles. One price for the whole airplane.

Photo: Tim Kiser ( w:User:Malepheasant ) · CC BY-SA 2.5

Price your flight from Chicago to Dover

Trip type
1

Times are local to each departure airport.

The trip

Chicago to Dover, door to door faster.

Trade about 14 hours on the road for about a short flight in the air. Bluebird flies you direct from Chicago Midway International Airport in Chicago to Delaware Airpark in Dover, 662 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
662 mi
Flight
—
Driving
14 hours
Passengers
Up to 1
MDWChicagoK33NDover
MDW → K33N662 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 Dover

Airports in Dover

  • K33N

    Regional airport

    Delaware Airpark

    Dover/Cheswold

    From downtown
    6 mi
    Longest runway
    4,201 ft

  • MIV

    Commercial airport

    Millville Municipal Airport

    Millville · KMIV

    From downtown
    28 mi
    Longest runway
    6,003 ft

When you land

Things to do in Dover

Dover is the capital of Delaware and the seat of Kent County, a small city where state government, Dover Air Force Base and healthcare provide much of the local employment. The air base is one of the largest aerial ports in the country, home to giant C-5 and C-17 cargo aircraft, and Delaware State University, a historically Black university, adds students, research and athletics. The historic Green, laid out in the eighteenth century, is where Delaware ratified the Constitution in 1787, making it the first state.

  1. 01

    Air Mobility Command Museum

    Next to Dover Air Force Base, this free museum displays historic military cargo and tanker aircraft, from World War II transports to Cold War jets.

  2. 02

    Dover Motor Speedway

    Known as the Monster Mile, this concrete oval hosts NASCAR races that draw large crowds, with high banking and fast speeds.

  3. 03

    First State Heritage Park

    This park links historic sites around the Green, including the Old State House and Legislative Hall, telling the story of Delaware’s role in the nation’s founding.

  4. 04

    Biggs Museum of American Art

    This downtown museum features American fine and decorative arts, with an emphasis on Delaware and the Delaware Valley.

  5. 05

    Bombay Hook National Wildlife Refuge

    Along the Delaware Bay, this refuge protects tidal salt marshes that are a major stop for migrating shorebirds and waterfowl.

  6. 06

    John Dickinson Plantation

    South of Dover, the boyhood home of a founding father known as the Penman of the Revolution offers tours and living history programs.

Explore Dover charter

Questions

Chicago to Dover flights

How long is a private flight from Chicago to Dover?

About a short flight in a private jet, for 662 miles direct. Driving the same trip takes about 14 hours.

Which airports do flights from Chicago to Dover use?

You can depart from Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD), or Chicago Executive Airport (PWK) and arrive at Delaware Airpark (K33N) or Millville Municipal Airport (MIV). Pick whichever is closest to where you're starting and where you're headed.

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

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

Return flight

Dover to Chicago

More flights from Chicago

More flights to Dover

Explore Chicago private charter and Dover private charter, airports and things to do. Arriving at Delaware Airpark (K33N).

Chicago to Dover, 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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