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Departure city guide
Private jet charter from Chicago: prices and flight times
Estimate, October 2026
From $8,600–$14,000 one way to Toronto for 6 guests. Typical flight time: 1 h 5 m by light jet.
Departure MDW
Distance 376 nm
Stops Nonstop
Guests 6 Estimates only · not a quote · no date selected
Popular destinations
Flights from Chicago Estimate, October 2026 · one way · 6 guests
MDW → LAS
Recommended Light jet
One way $23,000–$36,000
Flight time 3 h 55 m
Stops Nonstop View route guide
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MDW → OPF
Recommended Light jet
One way $17,000–$26,000
Flight time 2 h 45 m
Stops Nonstop Estimate this airport pair
MDW → TEB
New York
Recommended Light jet
One way $11,000–$17,000
Flight time 1 h 40 m
Stops Nonstop Estimate this airport pair
MDW → VNY
Recommended Light jet
One way $26,000–$41,000
Flight time 4 h 25 m
Stops Nonstop Estimate this airport pair
MDW → ASE
Recommended Light jet
One way $16,000–$26,000
Flight time 2 h 40 m
Stops Nonstop Estimate this airport pair
MDW → SJD
Recommended Light jet
One way $24,000–$38,000
Flight time 4 h 30 m
Stops Nonstop Estimate this airport pair
MDW → HNL
Recommended Ultra-long-range
One way $103,000–$158,000
Flight time 8 h 40 m
Stops Nonstop Estimate this airport pair
MDW → CUN
Recommended Light jet
One way $19,000–$29,000
Flight time 3 h 20 m
Stops Nonstop Estimate this airport pair
MDW → LTN
Recommended Heavy
One way $67,000–$104,000
Flight time 7 h 10 m
Stops Nonstop Estimate this airport pair
MDW → LBG
Recommended Heavy
One way $70,000–$108,000
Flight time 7 h 35 m
Stops Nonstop Estimate this airport pair
MDW → ORL
Recommended Light jet
One way $14,000–$22,000
Flight time 2 h 20 m
Stops Nonstop Estimate this airport pair
MDW → DAL
Recommended Light jet
One way $13,000–$20,000
Flight time 2 h 5 m
Stops Nonstop Estimate this airport pair
MDW → HOU
Recommended Light jet
One way $15,000–$23,000
Flight time 2 h 25 m
Stops Nonstop Estimate this airport pair
MDW → SFO
Recommended Midsize
One way $30,000–$43,000
Flight time 4 h 30 m
Stops Nonstop Estimate this airport pair
MDW → BFI
Recommended Light jet
One way $26,000–$40,000
Flight time 4 h 25 m
Stops Nonstop Estimate this airport pair
MDW → YYZ
Recommended Light jet
One way $8,600–$14,000
Flight time 1 h 5 m
Stops Nonstop Estimate this airport pair
Real airports
Chicago departure airports Primary first · longest runway shown
Primary airport
MDW Chicago Midway International Airport
Chicago · longest runway 6,522 ft
Alternate airport
PWK Chicago Executive Airport
Chicago/Prospect Heights/Wheeling · longest runway 5,001 ft
Alternate airport
ORD Chicago O'Hare International Airport
Chicago · longest runway 13,000 ft
Airport and runway data are informational. The operator must confirm aircraft, airport, runway, weather, operational and legal suitability.
Aircraft classes
Charter class guide Rates and typical range · October 2026
Aircraft class
Turboprop
Hourly estimate $3,900–$6,000
Seats 6 typical / 8 max
Typical range 1,400 nm Beechcraft King Air 350 / 360: price, charter cost, specs
Aircraft class
Very light jet
Hourly estimate $4,700–$7,500
Seats 4 typical / 5 max
Typical range 1,100 nm HondaJet Elite II: price, charter cost, specs
Aircraft class
Light jet
Hourly estimate $5,200–$8,100
Seats 6 typical / 7 max
Typical range 1,800 nm Embraer Phenom 300E: price, charter cost, specs
Aircraft class
Midsize
Hourly estimate $5,900–$8,400
Seats 7 typical / 9 max
Typical range 2,500 nm Cessna Citation XLS: price, charter cost, specs
Aircraft class
Super-midsize
Hourly estimate $8,700–$12,000
Seats 8 typical / 10 max
Typical range 3,100 nm Cessna Citation X: price, charter cost, specs
Aircraft class
Heavy
Hourly estimate $8,900–$14,000
Seats 10 typical / 14 max
Typical range 4,000 nm Bombardier Challenger 650: price, charter cost, specs
Aircraft class
Ultra-long-range
Hourly estimate $12,000–$18,000
Seats 12 typical / 16 max
Typical range 6,500 nm Gulfstream G650 / G650ER: price, charter cost, specs
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Related guides
Good to know
Chicago charter FAQ How much is a private jet charter from Chicago? The lowest listed one-way estimate is $8,600–$14,000 to Toronto for 6 guests in the light jet class.
How long is the private flight from Chicago to Toronto? The estimated flight time is 1 h 5 m over 376 nautical miles, nonstop.
Which airport is used for Chicago charter estimates? Estimates depart from Chicago Midway International Airport (MDW), whose longest listed runway is 6,522 ft. The page lists 3 real airport options in total.
What is a typical light-jet hourly rate? The class guide uses $5,200–$8,100 per hour for a light jet, with 6 typical seats and 1,800 nm of typical range.
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Estimate a private flight from Chicago Open calculator
Estimates only. PrivateJet Calculators is not an air carrier or a charter broker. Live availability, pricing and all operational or legal decisions belong to the operator.