Private charter · MDW → RUT
Chicago to Manchester
761 miles. One price for the whole airplane.
Price your flight from Chicago to Manchester
The trip
Chicago to Manchester, door to door faster.
Trade about 16 hours on the road for about a short flight in the air. Bluebird flies you direct from Chicago Midway International Airport in Chicago to Rutland - Southern Vermont Regional Airport in Manchester, 761 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
- 761 mi
- Flight
- —
- Driving
- 16 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 Manchester
Airports in Manchester
RUT
Commercial airportRutland - Southern Vermont Regional Airport
Rutland · KRUT
- From downtown
- 28 mi
- Longest runway
- 5,304 ft
GFL
Commercial airportFloyd Bennett Memorial Airport
Glens Falls · KGFL
- From downtown
- 30 mi
- Longest runway
- 5,000 ft
When you land
Things to do in Manchester
Manchester is a southern Vermont resort town in the valley between the Taconic Range and the Green Mountains, where grand summer homes and inns have drawn visitors since the 19th century. Manchester Village, with its marble sidewalks and the Equinox resort, sits beside Manchester Center’s designer outlets, bookstores and restaurants. The town is also the home of Orvis, whose flagship store and fly-fishing school trace back to 1856, and the American Museum of Fly Fishing.
- 01
Hildene, the Lincoln Family Home
Robert Todd Lincoln’s Georgian Revival summer home stands on a 400-acre estate with formal gardens, walking trails, a working goat dairy and a restored Pullman car.
- 02
The Equinox
This historic resort on the Manchester Village green has welcomed guests since the 18th century and offers golf, a spa and activities such as falconry and archery.
- 03
American Museum of Fly Fishing
Next to the Orvis flagship store, the museum displays rods, reels and flies belonging to famous anglers and presidents, telling the history of the sport.
- 04
Mount Equinox
The highest peak in the Taconic Range rises above town, with a steep summit trail and, on its slopes, a monastery of Carthusian monks who own much of the mountain.
- 05
Stratton Mountain Resort
About 25 minutes away, Stratton offers skiing and snowboarding with a pedestrian base village, along with golf, hiking and tennis in summer.
- 06
Southern Vermont Arts Center
On a hillside estate just outside town, the center presents exhibitions of regional and national art, a sculpture garden and concerts and lectures.
Questions
Chicago to Manchester flights
How long is a private flight from Chicago to Manchester?
About a short flight in a private jet, for 761 miles direct. Driving the same trip takes about 16 hours.
Which airports do flights from Chicago to Manchester use?
You can depart from Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD), or Chicago Executive Airport (PWK) and arrive at Rutland - Southern Vermont Regional Airport (RUT) or Floyd Bennett Memorial Airport (GFL). Pick whichever is closest to where you're starting and where you're headed.
How much does a private charter from Chicago to Manchester 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 Manchester?
Yes. Choose round trip when you search, and pick your return date and time. Flights from Manchester back to Chicago are priced the same way.
Return flight
Manchester to Chicago
More flights from Chicago
More flights to Manchester
Explore Chicago private charter and Manchester private charter, airports and things to do. Arriving at Rutland - Southern Vermont Regional Airport (RUT).
Chicago to Manchester, 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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