Private Jets From Toronto to Chicago/Prospect Heights/Wheeling
1 hour 40 minutes wheels up to wheels down. The drive is 8 hours.
Private Jet Toronto to Chicago/Prospect Heights/Wheeling, Explained
Flyte flies Toronto to Chicago/Prospect Heights/Wheeling on demand, the whole jet for one price. The fare is confirmed before you pay, no membership. You save about 6 hours each way against the drive. We file eAPIS and clear customs on arrival. Chicago/Prospect Heights/Wheeling is 1 hour behind Toronto, so set your watch.

Cirrus Vision Jet
The most advanced personal jet in the sky.
More Destinations
Hundreds of routes across the Northeast and beyond.

Garmin Autoland
The plane can detect an emergency and land itself.

CAPS Parachute
The only personal jet with a whole-aircraft parachute.

Private Cabin
The entire plane is yours. Four adults plus a child.

On Demand
Fly on your schedule. Any day, any time.
Toronto to Chicago/Prospect Heights/Wheeling Airports
The airports this route uses, with flight time and fare.
Toronto to Chicago/Prospect Heights/Wheeling by the Numbers
Straight-line distance, block time, and what the drive would cost you.
- Flight time
- 1h 40m
- Nonstop on the Cirrus Vision Jet
- Distance
- 433 mi
- 376 nautical miles as the jet flies
- Driving
- 9h
- 536 miles by road, without stops
- Time saved
- 6h 57m
- Each way, versus driving
Things to Do in Chicago/Prospect Heights/Wheeling and Toronto
A few ways to spend your time at both ends of the flight.
Millennium Park
Visit the iconic Cloud Gate sculpture, also known as 'The Bean', and enjoy the beautiful gardens and art installations.
Art Institute of Chicago
Explore one of the oldest and largest art museums in the United States, featuring a vast collection of artworks from around the world.
Navy Pier
Enjoy entertainment, dining, and shopping at this popular lakeside destination with stunning views of Lake Michigan.
Magnificent Mile
Shop along this famous stretch of Michigan Avenue, home to luxury boutiques, department stores, and restaurants.
Willis Tower Skydeck
Experience breathtaking views of Chicago from the Skydeck on the 103rd floor of the Willis Tower.
Chicago Riverwalk
Stroll along the scenic riverwalk, offering dining, boat tours, and beautiful views of the city's architecture.
Lincoln Park Zoo
Visit one of the oldest zoos in the country, offering free admission and a wide variety of animals.
Wrigley Field
Catch a Chicago Cubs game at this historic baseball stadium, known for its ivy-covered outfield walls.
Chicago Theatre
Attend a concert, comedy show, or theatrical performance at this iconic venue with its famous marquee.
CN Tower
Visit the iconic CN Tower for breathtaking views of Toronto from the observation deck.
Royal Ontario Museum
Explore Canada's largest museum of world cultures and natural history.
Ripley's Aquarium of Canada
Discover a wide variety of marine life at this popular downtown aquarium.
Distillery District
Stroll through this historic district known for its charming cobblestone streets, art galleries, and boutiques.
Toronto Islands
Take a ferry to the Toronto Islands for a relaxing day of picnicking, biking, and enjoying the beach.
Art Gallery of Ontario
Visit one of the largest art museums in North America, featuring a vast collection of Canadian and international art.
St. Lawrence Market
Experience one of the world's great markets, offering fresh produce, meats, and specialty foods.
Hockey Hall of Fame
Celebrate Canada's favorite sport with interactive exhibits and memorabilia.
Kensington Market
Explore this vibrant and diverse neighborhood known for its eclectic shops and multicultural cuisine.
FAQs
Everything you need to know about flying Toronto to Chicago/Prospect Heights/Wheeling with Flyte.
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Ready to Fly to Chicago/Prospect Heights/Wheeling?
Book your next private flight from Toronto (YYZ) to Chicago/Prospect Heights/Wheeling (PWK). Pick your date and passengers and see your whole-aircraft fare before you pay.