BED → MDW · 733 nm · 2h 05m
Private jet
Boston to Chicago
A private jet from Boston to Chicago leaves Boston Hanscom Field (BED) for Chicago Midway (MDW), from about $29,025 one way. Live market pricing, current empty legs and confirmed operator quotes.
Flying the other way? Private jet Chicago to Boston
Indicative pricing
What a private jet Boston to Chicago costs.
Heavy Jet
Indicative ranges for four passengers, one way, based on live market data. Seat and hourly figures divide the lower bound by four passengers and by the 2h 05m block time. Confirmed pricing depends on aircraft availability for your dates.
Flying Boston to Chicago
Hanscom Field (BED) sits 733 nautical miles from Midway (MDW) — about 2h 05m in the air once taxi, climb and descent are counted. A light jet covers this sector comfortably — usually the best value on the route.
Scheduled alternatives on this pairing mean fixed departure times, terminal queues and, on connecting itineraries, a lost half-day. A private charter departs when you do: arrive fifteen minutes before wheels-up, walk to the aircraft, and land at the field closest to where you are actually going.
Aircraft that fly this sector
Realistic cabin classes: Light jet, Midsize jet, Heavy jet. Typical types on the route include Phenom 300 (light jet), Citation XLS (midsize), Challenger 350 (super-midsize). A larger cabin buys range, baggage volume and a quieter ride rather than a faster crossing — on a sector this length the time difference between classes is measured in minutes.
Live now
Empty legs
On record: 7 empty legs departing Boston since tracking began, the lowest listed at $8,600. Monthly price report
No empty legs on this sector right now — they are published daily, so it is worth checking the live board of empty leg flights.
Questions
Boston to Chicago, answered.
How long is the flight from Boston to Chicago?
The sector is roughly 733 nautical miles, which works out at about 2h 05m block time including taxi, climb and descent. Headwinds can add to that on the eastbound leg.
How much does a private jet from Boston to Chicago cost?
Indicative one-way pricing starts around $29,025 for four passengers, depending on aircraft class and availability. The estimate on this page prices your exact dates.
Which aircraft suits this route?
A light jet covers this sector comfortably — usually the best value on the route. Typical aircraft: Phenom 300 (light jet), Citation XLS (midsize), Challenger 350 (super-midsize).
Which airports are used?
Departure from Hanscom Field (BED / KBED) in Boston, arrival at Midway (MDW / KMDW) in Chicago. Alternative fields nearby can often be arranged on request.
Boston to Chicago, on your schedule.
Confirmed aircraft and firm pricing for your dates.