DAL → MDW · 690 nm · 2h 00m
Private jet charter
Dallas to Chicago.
Love Field to Midway, from about $11,382 one way. Live market pricing, current empty legs and confirmed operator quotes.
Indicative pricing
What this route costs.
Light Jet
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 Dallas to Chicago
Love Field (DAL) sits 690 nautical miles from Midway (MDW) — about 2h 00m 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.
Questions
Dallas to Chicago, answered.
How long is the flight from Dallas to Chicago?
The sector is roughly 690 nautical miles, which works out at about 2h 00m block time including taxi, climb and descent. Headwinds can add to that on the eastbound leg.
How much does a private jet from Dallas to Chicago cost?
Indicative one-way pricing starts around $11,382 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 Love Field (DAL / KDAL) in Dallas, arrival at Midway (MDW / KMDW) in Chicago. Alternative fields nearby can often be arranged on request.
Dallas to Chicago, on your schedule.
Confirmed aircraft and firm pricing for your dates.