Private charter · MDW → ORH
Chicago to Worcester
814 miles. One price for the whole airplane.
Price your flight from Chicago to Worcester
The trip
Chicago to Worcester, door to door faster.
Trade about 17½ hours on the road for about a short flight in the air. Bluebird flies you direct from Chicago Midway International Airport in Chicago to Worcester Regional Airport in Worcester, 814 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
- 814 mi
- Flight
- —
- Driving
- 17½ 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 Worcester
Airports in Worcester
ORH
Commercial airportWorcester Regional Airport
Worcester · KORH
- From downtown
- 4 mi
- Longest runway
- 7,001 ft
BED
Commercial airportLaurence G Hanscom Field
Bedford · KBED
- From downtown
- 29 mi
- Longest runway
- 7,011 ft
KFIT
Regional airportFitchburg Municipal Airport
Fitchburg
- From downtown
- 20 mi
- Longest runway
- 5,001 ft
SFZ
Regional airportNorth Central State Airport
Pawtucket · KSFZ
- From downtown
- 29 mi
- Longest runway
- 5,000 ft
When you land
Things to do in Worcester
Worcester is the second-largest city in New England and the hub of central Massachusetts. Once a center of wire, machinery and abrasives manufacturing, it now leans on healthcare, higher education and life sciences, anchored by UMass Chan Medical School, Worcester Polytechnic Institute, the College of the Holy Cross and Clark University, as well as biomanufacturing companies in and around the city. Its downtown has seen steady reinvestment, including Polar Park, home of the Red Sox’s Triple-A affiliate.
- 01
Worcester Art Museum
This encyclopedic museum spans ancient mosaics to contemporary art and now includes the arms and armor collection of the former Higgins Armory Museum.
- 02
Polar Park
Opened in 2021 in the Canal District, the ballpark is home to the Worcester Red Sox, Boston’s Triple-A affiliate, with views over the city from its outfield decks.
- 03
Canal District
Along the route of the old Blackstone Canal, former industrial buildings now hold restaurants, breweries, bars and a weekend farmers market around Kelley Square.
- 04
Mechanics Hall
A grand Victorian concert hall completed in 1857, Mechanics Hall is celebrated for its acoustics and its historic Hook pipe organ, and still hosts concerts and lectures.
- 05
Tower Hill Botanic Garden
In nearby Boylston, this garden overlooks the Wachusett Reservoir with themed gardens, orchards and glass conservatories that bring color to the middle of winter.
- 06
Wachusett Mountain
About 15 miles north in Princeton, the highest peak in Massachusetts east of the Connecticut River offers skiing in winter and hiking with Boston skyline views the rest of the year.
Questions
Chicago to Worcester flights
How long is a private flight from Chicago to Worcester?
About a short flight in a private jet, for 814 miles direct. Driving the same trip takes about 17½ hours.
Which airports do flights from Chicago to Worcester use?
You can depart from Chicago Midway International Airport (MDW), Chicago O'Hare International Airport (ORD), or Chicago Executive Airport (PWK) and arrive at Worcester Regional Airport (ORH), Laurence G Hanscom Field (BED), or Fitchburg Municipal Airport (KFIT). Pick whichever is closest to where you're starting and where you're headed.
How much does a private charter from Chicago to Worcester 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 Worcester?
Yes. Choose round trip when you search, and pick your return date and time. Flights from Worcester back to Chicago are priced the same way.
Return flight
Worcester to Chicago
More flights from Chicago
More flights to Worcester
Explore Chicago private charter and Worcester private charter, airports and things to do. Arriving at Worcester Regional Airport (ORH).
Chicago to Worcester, 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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