IAD → MDW · 501 nm · 1h 30m
Private jet
Washington to Chicago
A private jet from Washington to Chicago leaves Washington Dulles International (IAD) for Chicago Midway (MDW), from about $22,054 one way. Live market pricing, current empty legs and confirmed operator quotes.
Flying the other way? Private jet Chicago to Washington
Indicative pricing
What a private jet Washington 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 1h 30m block time. Confirmed pricing depends on aircraft availability for your dates.
Flying Washington to Chicago
Dulles International (IAD) sits 501 nautical miles from Midway (MDW) — about 1h 30m 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: 1 empty leg from Washington to Chicago since 2 September 2026, the lowest listed at $10,750. Most recent: 2 September 2026.
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
Washington to Chicago, answered.
How long is the flight from Washington to Chicago?
The sector is roughly 501 nautical miles, which works out at about 1h 30m block time including taxi, climb and descent. Headwinds can add to that on the eastbound leg.
How much does a private jet from Washington to Chicago cost?
Indicative one-way pricing starts around $22,054 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 Dulles International (IAD / KIAD) in Washington, arrival at Midway (MDW / KMDW) in Chicago. Alternative fields nearby can often be arranged on request.
Washington to Chicago, on your schedule.
Confirmed aircraft and firm pricing for your dates.