Private Jet Charter Flights From Chicago To Toronto

Chicago → Toronto

Distance
379 nm
Flight Time
0.8 hrs

Fly Private from Chicago to Toronto

Take advantage of fast, cross-border travel between two global cities. Triumph Jets offers private jet flights from Chicago to Toronto for business professionals, families, and entertainers. Depart from Midway or Chicago Executive and land seamlessly at Pearson or Billy Bishop airports. Efficient, stylish, and stress-free, this route is ideal for those traveling frequently between the U.S. and Canada.

Estimated Pricing by Aircraft Class

Private charter pricing for this route varies by aircraft size and availability. Contact us for current quotes and availability.

Light Jet
$12,060
Get Real-Time Pricing
Mid-Size Jet
$16,040
Get Real-Time Pricing
Super Mid
$18,160
Get Real-Time Pricing
Heavy Jet
$24,000
Get Real-Time Pricing
Ultra Long Range
$30,440
Get Real-Time Pricing

Visiting Toronto, Ontario, Canada

World-class city with Canadian charm
Toronto Pearson International Airport (YYZ) is your gateway to a city where modernity meets multiculturalism. Toronto, Ontario’s capital, is a thriving metropolis known for its skyline punctuated by the iconic CN Tower. From cultural landmarks to vibrant neighborhoods, Toronto offers a diverse array of experiences.

Charter This Route

Get a personalized quote for your private flight from Chicago to Toronto. Our team will find the perfect aircraft for your needs and budget.

Frequently Asked Questions

  • Light Jet: $14,500
  • Mid-Sized Jet: $18,500
  • Super Mid-Sized Jet: $22,000
  • Heavy Jet: $25,000
  • Ultra Long Range Jet: $40,000

Downtown Toronto, Mississauga, Oakville, Vaughan, Markham, Scarborough, North York, and nearby areas.

  • The St. Regis Toronto
  • Four Seasons Hotel Toronto
  • The Ritz-Carlton, Toronto
  • 1 Hotel Toronto
  • Shangri-La Toronto
  • Visit the CN Tower
  • Explore the Distillery District
  • Enjoy shopping in Yorkville
  • Attend events at Scotiabank Arena
  • Take in the views from Toronto Islands

Other Key Routes
New York > Toronto
Miami > Toronto
Los Angeles > Toronto
London > Toronto
Chicago > Toronto
Triumph Jets
Phone: 872.333.9444
Email: Experience@triumphjets.com
Proud member of the National Business Aviation Association (NBAA), committed to advancing safety, service, and excellence in private aviation.
Find us on:
Facebook page opens in new windowX page opens in new windowInstagram page opens in new window
Contact Triumph Jets
Name * E-mail *
Message *
Submit
Recent Posts

  • ![](https://triumphjets.com/time-is-the-ultimate-luxury-reclaim-it-with-triumph-jets/)

Time Is the Ultimate Luxury. Reclaim It with Triumph Jets
January 25, 2026

  • ![](https://triumphjets.com/why-private-jet-charter-flexibility-outsmarts-jet-cards-and-fractional-ownership/)

Why Private Jet Charter Flexibility Outsmarts Jet Cards and Fractional Ownership
January 22, 2026
Other Links