ASE → MDW · 884 nm · 2h 25m
Private jet charter
Aspen to Chicago.
Aspen-Pitkin County to Midway, from about $20,956 one way. Live market pricing, current empty legs and confirmed operator quotes.
Indicative pricing
What this route costs.
Midsize Jet
Heavy Jet
Indicative ranges for four passengers, one way, based on live market data. Confirmed pricing depends on aircraft availability for your dates.
Flying Aspen to Chicago
Aspen-Pitkin County (ASE) sits 884 nautical miles from Midway (MDW) — about 2h 25m 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, Citation XLS, Learjet 75. 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
No empty legs on this sector right now — they are published daily, so it is worth checking the full board.
Questions
Aspen to Chicago, answered.
How long is the flight from Aspen to Chicago?
The sector is roughly 884 nautical miles, which works out at about 2h 25m block time including taxi, climb and descent. Headwinds can add to that on the eastbound leg.
How much does a private jet from Aspen to Chicago cost?
Indicative one-way pricing starts around $20,956 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, Citation XLS, Learjet 75.
Which airports are used?
Departure from Aspen-Pitkin County (ASE / KASE) in Aspen, arrival at Midway (MDW / KMDW) in Chicago. Alternative fields nearby can often be arranged on request.
Aspen to Chicago, on your schedule.
Confirmed aircraft and firm pricing for your dates.