Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

Challenger 300 Captain (Yyz) - Toronto/Mississauga

Pilot Assessments

What you’ll do
Act as Captain on the Challenger 300, ensuring every flight is conducted with uncompromising safety and professionalism.
Coordinate closely with the Flight Coordination Centre and Sales to deliver seamless operations and an exceptional client experience.
Provide direct, high‑touch customer service throughout each mission.
Support daily operational activities on available reserve days to keep the operation running smoothly.
Complete monthly training and remain current on procedures, aircraft systems, and safety standards.
Foster a collaborative culture by sharing ideas, improvements, and solutions with teammates across the organization.
Perform additional duties as required to support safe, efficient charter operations.
What you bring
Canadian ATPL, Group 1 Multi‑Engine IFR, valid Transport Canada Medical, and Canadian Radio Telephone Licence.
Minimum 5,000 hours total flight time and 1,000+ hours as Pilot‑in‑Command on multi‑engine aircraft (turbine time preferred).
Proficiency with FMS and glass cockpit avionics;
able to interpret and manage complex flight data.
Strong knowledge of aviation weather, airport performance, flight planning and calculations, fuel planning, weight and balance, Canadian Aviation Regulations, and SMS practices.
Excellent written and verbal communication;
client‑centric mindset with polished service skills.
Organized, detail‑driven, and able to prioritize effectively in a dynamic environment.
Team‑oriented, collaborative approach with the flexibility to support evolving client needs.
Ability to lift up to 60 lb.
Why you’ll love flying with Chartright
Opportunities to influence company growth and transformation alongside talented professionals.
Commitment to personal and professional development, including ongoing training.
100% company‑paid extended health and dental coverage.
Employee discounts through valued partnerships for you and your family.
Generous RRSP/DPSP matching program.
Ready to apply?If you’re a safety‑focused leader who thrives in a collaborative, client‑centric environment, we’d love to hear from you. Step into the left seat on the Challenger 300 and help deliver an exceptional charter experience with Chartright Air Group.
#J-18808-Ljbffr
Vacancy posted 1 hour ago
Similar jobs that could be interesting for youBased on the Challenger 300 Captain (Yyz) - Toronto/Mississauga in Winnipeg, MB vacancy
  •  ...customer-driven environment where continuous improvement is encouraged and celebrated. What You’ll Do Act as a Captain on the Challenger 300 aircraft in Toronto Ensure flights are conducted in a safe manner Support daily operation activities on available reserve days... 
    Suggested
    Flexible hours

    Chartright Air Group

    Winnipeg, MB
    1 hour ago
  • Elevate your aviation career as a Captain on the Challenger 300 with Chartright Air Group. Ensure every mission is executed with utmost safety and professionalism while delivering unmatched service. Chartright Air Group seeks a skilled Captain for its Challenger 300 aircraft... 
    Suggested

    Pilot Assessments

    Winnipeg, MB
    1 hour ago
  • The Mission As Captain, you will command the aircraft and take accountability for the safe, compliant, and efficient conduct of every...  ...and all regulatory requirements. What You’ll Do Command the Challenger 650, ensuring safety and efficiency from preflight through landing... 
    Suggested

    Pilot Assessments

    Winnipeg, MB
    1 hour ago
  • SKYSERVICE BUSINESS AVIATIONSkyservice is the North American market leader in business aviation. Built on the key principles of safety and service excellence, we offer full-service support and expertise in aircraft management, charter, maintenance, and sales from our fixed-based...
    Suggested

    Skyservice

    Winnipeg, MB
    1 hour ago
  •  ...encouraged and celebrated.What You’ll Do: Act as a Captain on the Citation X aircraft in Toronto as part of a dedicated three-pilot crewEnsure flights...  ...better. With curiosity and purpose, we seek new ideas, challenge assumptions, and continuously improve how we serve our... 
    Suggested
    Flexible hours

    Chartright Air Group

    Winnipeg, MB
    1 hour ago
  •  ...transparency and empowerment so that our people can do their best work while providing exceptional service to our clients.The Role As a Captain (PIC), you will be responsible for the safe and efficient operation of our flights. Your expertise and dedication will contribute to... 

    Anderson Air

    Winnipeg, MB
    1 hour ago
  • Command Challenger 350 corporate and charter flights as Anderson Air’s Captain, using sound crew leadership and aviation judgment. Operate across Canada and internationally.This Captain position serves as operational and service leader on private 604 and revenue 704 missions... 

    Pilot Assessments

    Winnipeg, MB
    1 hour ago
  • Captain a Challenger 350 with Anderson Air, applying flight safety expertise and Transport Canada ATPL standards to private and charter operations.As Pilot in Command, you will operate dedicated aircraft for 604 private, non-revenue flights and 704 charter, revenue flights.... 

    AvPosts

    Winnipeg, MB
    1 hour ago
  •  ...next 4 years The fastest upgrade possible to a narrow‑body jet Captain role in Canada Devoirs et responsabilitésOur pilots are...  ...Amérique centrale. Porter Airlines, dont le siège social est situé à Toronto, est une compagnie aérienne officielle 4 étoiles dans le... 

    Porter Airlines

    Winnipeg, MB
    1 hour ago
  • Apply corporate aviation experience and Challenger 350 expertise while commanding safe passenger flights for Anderson Air’s executive charter operations.As Captain and Pilot in Command, you will operate a dedicated aircraft supporting private and charter passenger flying. The... 

    Anderson Air

    Winnipeg, MB
    1 hour ago
  • Lead Voyageur’s Dash 8-300 operations as Pilot-in-Command, applying decisive flight leadership and operational control. Support safe, compliant, on-time domestic flying.As a Domestic Captain, you will operate within CARs Subpart 705 while maintaining Dash 8 qualifications and... 

    Pilot Assessments

    Winnipeg, MB
    1 hour ago
  •  ...expertise at Porter Airlines, ensuring maintenance compliance at Toronto Pearson International Airport. Use Transport Canada regulations and...  ...authority experience, and precise documentation skills to Porter’s aircraft maintenance operation at YYZ. #J-18808-Ljbffr
    Apprenticeship
    Night shift

    Flyporter

    Winnipeg, MB
    1 hour ago
  • Coordinate architectural construction documents at MG2 in Toronto, applying Revit, AutoCAD, and consultant coordination across design and delivery phases.As an Architecture Job Captain, you will support MG2’s Client Programs Market and global and national building programs.... 
    Contract work

    MG2 Corporation

    Winnipeg, MB
    1 hour ago
  •  ...The Opportunity As Captain, you will command the Gulfstream G280 and lead a high-performing crew from preflight through landing, delivering...  ...focused operation and lead a world-class G280 program based in Mississauga. Qualified candidates are encouraged to apply. #J-18808-... 

    Pilot Assessments

    Winnipeg, MB
    1 hour ago
  • Join Anderson Air as a Captain (PIC) on our Challenger 350 and take the lead on safe, efficient, and service-focused corporate and charter operations. You’ll command both private 604 and revenue 704 missions across Canada and internationally, partnering closely with a seasoned... 

    Pilot Assessments

    Winnipeg, MB
    1 hour ago
  • Fly the Citation X as Captain in Toronto, applying advanced flight operations expertise within a dedicated three-pilot crew. Support safe, client-focused charter service.Chartright Air Group seeks a Captain for Citation X operations in Toronto. You will conduct safe flights,... 

    Chartright Air Group

    Winnipeg, MB
    1 hour ago
  •  ...hospitality group, we believe the foundation of our continued success is our people and their ability to take great care of our guests. Captain At Northland Properties, we are committed to building a network of talented professionals who can help to provide exceptional... 
    Permanent employment
    Full time
    Internship
    Local area

    Chop Steakhouse & Bar

    Winnipeg, MB
    1 day ago
  • The opportunityAs Captain on Chartright’s Citation X, you will lead safe, efficient, and client-focused operations while collaborating closely with the Flight Coordination Centre and Sales. You’ll support reserve-day activities, contribute to continuous improvement, and uphold... 

    Chartright Air Group

    Winnipeg, MB
    1 hour ago
  •  ...the foundation of our continued success is our people and their ability to take great care of our guests. Job Opportunity Event Captain REPORTS TO: Event Manager / Event Coordinator ROLE: Assistant to Event Manager and Event Coordinator, third in command in... 
    Hourly pay
    Permanent employment
    Full time
    Flexible hours
    Shift work

    Denny's Canada

    Winnipeg, MB
    1 day ago
  • About the roleAs a Domestic Captain on Voyageur’s Dash 8-300 fleet, you’ll serve as Pilot-in-Command and be accountable for safe, compliant, and on-time operations under CARs Subpart 705. You’ll combine decisive flight leadership with strong operational control, mentoring your... 
    Permanent employment
    Night shift

    Pilot Assessments

    Winnipeg, MB
    1 hour ago
  • Reporting to: Maintenance Manager Location: Mississauga, Ontario Schedule: This role works an 11 hour shift (inclusive of 1 hour of unpaid breaks) Closing date: November 13, 2026The big picture: Have your career take off with us! At AirSprint, our core values of Safety,... 
    Work at office
    Shift work
    Rotating shift

    AvPosts

    Winnipeg, MB
    1 hour ago
  • About the Role As Falcon 7X Captain, you will command each mission from take-off through landing, ensuring the highest standards of safety...  ...flight college diploma, or equivalent military experience; Challenger endorsement. Why Execaire Aviation Career growth through... 

    Pilot Assessments

    Winnipeg, MB
    1 hour ago
  •  ...business solutions. This is a 12-month contract position requiring onsite presence 4 days per week at the client location in Mississauga / Toronto, Ontario, Canada. Key Responsibilities Gather, analyze, and document business requirements related to finance and... 
    Contract work

    ActiveSoft, Inc

    Winnipeg, MB
    1 hour ago
  • Challenger Motor Freight- Open Board Owner Operator- Cambridge and Mississauga Cambridge, ON, CanadaJob Description Posted Friday, November 6, 2026 at 5:00 AMChallenger is an equal opportunity employer committed to creating a diverse, inclusive, and accessible workplace... 
    Long term contract
    Internship

    Fastfrate Group

    Winnipeg, MB
    1 hour ago
  •  ...Maintenance Services Inc, subsidiary of FL Technics based in Toronto, is a 30+ years trusted provider of MRO services in Canada, specializing...  .... For this purpose, we are looking for our locations: YYZ - Toronto Pearson International Airport YOUR TASKS: Carry out... 
    Worldwide
    Flexible hours

    FL Technics LLC

    Winnipeg, MB
    1 hour ago
  • $90k - $135k per year

     ...Matching Pay Salary -- $90,000 to $135,000 per year ALPA Pay Recognition & PPC Matching Pay NOW HIRING: DIRECT ENTRY DHC 8-100/300 Captains Great North Airlines is growing and we are seeking experienced Captains to join our expanding operation as Direct Entry DHC-8... 
    Daily paid
    Long term contract
    Visa sponsorship
    Flexible hours
    Afternoon shift

    Great North Airlines

    Winnipeg, MB
    1 hour ago
  • $180.35k per year

     ...of time-sensitive overnight air cargo services and carries over 1,300,000 pounds of cargo each business night. Cargojet operates its...  ...leadership and commitment.Job Details: Annual Compensation: Level 1 Captain - $180,345.00 CAD.Competitive Health benefits for employee and... 
    Local area
    Work visa
    Night shift

    Cargojet

    Winnipeg, MB
    1 hour ago
  •  ...Chartright Air Group is seeking a Captain to join a three-pilot team operating the Citation X out of Toronto. You will lead safe, efficient flights and coordinate with Flight Coordination Centre to meet client and operational needs. The role requires extensive pilot experience... 

    Chartright Air Group

    Winnipeg, MB
    1 hour ago
  •  ...Drive AI innovation as a Senior AI Engineer in Mississauga, Canada. Craft Python-based AI applications using FastAPI or Flask while optimizing performance and scalability for enterprise solutions. We are seeking an experienced Senior AI Engineer with over 8 years in software... 

    Talentola

    Winnipeg, MB
    4 days ago
  •  ...customer-driven environment where continuous improvement is encouraged and celebrated. What You’ll Do: Act as a Captain on the Citation X aircraft in Toronto as part of a dedicated three-pilot crew Ensure flights are conducted in a safe manner Support daily... 
    Flexible hours

    Chartright Air Group

    Winnipeg, MB
    1 hour ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Challenger 300 Captain (Yyz) - Toronto/Mississauga. Be the first to apply!