Private charter · MDW → HVN
Chicago to New Haven
769 miles. One price for the whole airplane.
Price your flight from Chicago to New Haven
The trip
Chicago to New Haven, door to door faster.
Trade about 16½ hours on the road for about a short flight in the air. Bluebird flies you direct from Chicago Midway International Airport in Chicago to Tweed New Haven Airport in New Haven, 769 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
- 769 mi
- Flight
- —
- Driving
- 16½ 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 New Haven
Airports in New Haven
HVN
Commercial airportTweed New Haven Airport
New Haven · KHVN
- From downtown
- 4 mi
- Longest runway
- 5,600 ft
OXC
Regional airportWaterbury Oxford Airport
Oxford · KOXC
- From downtown
- 16 mi
- Longest runway
- 5,800 ft
CTO
Regional airportCalverton Executive Airpark
Calverton
- From downtown
- 28 mi
- Longest runway
- 10,001 ft
When you land
Things to do in New Haven
New Haven is defined by Yale University, whose Gothic and modernist campus, hospital and research labs shape the city’s economy and its cultural life. Yale New Haven Hospital is one of the largest employers in the state, and a growing biotech and life sciences sector has taken root near the medical school and the downtown waterfront. The city also has a long history as an industrial port and a deep food tradition, most famously its coal-fired, thin-crust pizza, known locally as apizza.
- 01
Yale University Art Gallery
The oldest university art museum in the Western Hemisphere offers free admission to collections spanning ancient art, Italian paintings and American masterworks.
- 02
Yale Center for British Art
Housed in Louis Kahn’s final building, this free museum holds the largest collection of British art outside the United Kingdom, from Turner and Constable to contemporary works.
- 03
Wooster Street Pizza
Frank Pepe Pizzeria Napoletana and Sally’s Apizza have been serving coal-fired pies since the early 20th century, and the white clam pizza is the classic order.
- 04
Peabody Museum of Natural History
Yale’s natural history museum is famous for its Great Hall of Dinosaurs and the mural The Age of Reptiles, along with collections of minerals, fossils and cultural artifacts.
- 05
East Rock Park
A traprock ridge rises above the city with a summit monument and overlooks across New Haven Harbor and Long Island Sound, reached by trails or a seasonal road.
- 06
New Haven Green
Laid out in 1638, the city’s central green is framed by three historic churches and the Yale campus, and it hosts concerts and festivals in the warmer months.
Questions
Chicago to New Haven flights
How long is a private flight from Chicago to New Haven?
About a short flight in a private jet, for 769 miles direct. Driving the same trip takes about 16½ hours.
Which airports do flights from Chicago to New Haven use?
You can depart from Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD), or Chicago Executive Airport (PWK) and arrive at Tweed New Haven Airport (HVN), Waterbury Oxford Airport (OXC), 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 New Haven 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 New Haven?
Yes. Choose round trip when you search, and pick your return date and time. Flights from New Haven back to Chicago are priced the same way.
Return flight
New Haven to Chicago
More flights from Chicago
More flights to New Haven
Explore Chicago private charter and New Haven private charter, airports and things to do. Arriving at Tweed New Haven Airport (HVN).
Chicago to New Haven, on your schedule
Choose your departure time and see a price for the whole aircraft. Bring up to 1 passengers for the same price.
Get an instant price