Private Jet Charter from Chicago to Winnipeg and Return – Prices from US$ 13,500

Fly private between Chicago and Winnipeg from just US$ 13,500 for a Embraer Phenom 300. Get instant pricing now.

Private Jet Charter from Chicago (ORD) to Winnipeg (YWG) and from Winnipeg (YWG) to Chicago (ORD).

Experience luxury air travel between Chicago and Winnipeg with our premium international private jet charter services.

    The cost of chartering a private jet from Chicago to Winnipeg and from Winnipeg to Chicago ranges between US$ 13,500, for a Light Jet like Embraer Phenom 300, to US$ 17,000 for a Midsize Jet like Cessna Citation XLS+. Our private jet charters between Chicago and Winnipeg are dog- and pet-friendly, offering stress-free, cabin-access travel for you and your companion.

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    The Chicago to Winnipeg route is a popular international private jet charter path for both business travelers and luxury vacationers seeking convenient access between these premier destinations without the constraints of commercial flight schedules.

    Rates cover multiple aircraft categories such as Light Jet, Midsize Jet, Super Midsize Jet etc, offering flexibility for every travel need. Explore the latest private jet charter prices below:

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    Light Jet

    Model Flight Time Cost Range (USD) Passenger Capacity
    Embraer Phenom 300 2 hours 10 minutes $9,500 – $13,500 6-8 passengers
    Cessna Citation CJ3+ 2 hours 15 minutes $9,000 – $13,000 6-7 passengers
    Beechcraft Premier I 2 hours 20 minutes $8,500 – $12,500 6 passengers

    Midsize Jet

    Model Flight Time Cost Range (USD) Passenger Capacity
    Hawker 800XP 2 hours 5 minutes $11,500 – $16,500 7-8 passengers
    Cessna Citation XLS+ 2 hours 10 minutes $12,000 – $17,000 7-8 passengers
    Learjet 60 2 hours 0 minutes $12,500 – $17,500 7-8 passengers

    Super Midsize Jet

    Model Flight Time Cost Range (USD) Passenger Capacity
    Bombardier Challenger 350 1 hour 55 minutes $14,500 – $21,000 8-9 passengers
    Cessna Citation Sovereign 2 hours 0 minutes $14,000 – $20,000 8-9 passengers
    Gulfstream G280 1 hour 50 minutes $15,500 – $22,000 8-10 passengers

    Flight Details:
    The private jet charter prices (Round Trip & One-Way) from Chicago to Winnipeg & Winnipeg to Chicago are based on the following factors: Chicago-Winnipeg airspace navigation charges, ORD-YWG route fuel price differential, U.S.-Canada overflight permit costs, Winnipeg airport fees and Chicago O’Hare landing fees.

    Private Jet Advantages for Chicago to Winnipeg Flights

    Skip the long security lines and enjoy direct access to Chicago Midway International Airport, Waukegan National Airport, Chicago O’Hare International Airport, Chicago Meigs Airport and Winnipeg / St. Andrews Airport, Winnipeg / James Armstrong Richardson International Airport. Our private jet charter services save valuable time while providing unmatched comfort and privacy on your journey between Chicago and Winnipeg.

    Airports:
    Chicago, United States: Chicago Midway International Airport, Waukegan National Airport, Chicago O’Hare International Airport, Chicago Meigs Airport

    Winnipeg,Canada : Winnipeg / St. Andrews Airport, Winnipeg / James Armstrong Richardson International Airport.

    The straight-line distance (as the crow flies) between Chicago and Winnipeg is approximately 1139 kilometres (708 miles). In nautical miles, it is 614.9379344 nautical miles.

      Frequently Asked Questions About Chicago to Winnipeg Private Jet Charters

      How long does a private jet flight from Chicago to Winnipeg take?
      Flight time between Chicago and Winnipeg typically ranges from 2 hours 34 minutes to 1 hours 15 minutes depending on the aircraft type and weather conditions.

      What is the most popular private jet for the Chicago to Winnipeg route?
      This route is mainly served by Light Jet, Midsize Jet, Super Midsize Jet categories.

      Can I book a last-minute private jet from Chicago to Winnipeg?
      Yes, we specialize in last-minute private jet charter bookings between Chicago and Winnipeg. With as little as 4 hours’ notice, we can arrange your private flight, ensuring all details are handled professionally and efficiently to meet your urgent travel needs.

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