Pilot jobs in Toronto, ON and nearby

Within 25 km

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Added 5 days ago
FA
Pilot - First Officer
Flair Airlines
Toronto, ON
- Internship
Must hold a valid passport and be able to travel unrestricted to and from the United States and other international destinations · Must hold a valid Transport Canada Category 1 Medical Certificate
Added 6 days ago
AC
Pilot Training Scheduling Analyst - Temporary
Air Canada
Toronto, ON
- Full-time
Manage the Pilot training plan. Provide analytical support to the Flight Operations Crew Planning department.
Added 25 days ago
CA
Pilot - First Officer - Ultra - YYZ
Chartright Air Group
Mississauga, ON
- Full-time
Canadian Airline Transport Pilot License (ATPL) or Valid IATRA
Added 25 days ago
CA
Pilot - First Officer - Ultra - YYZ
Chartright Air Inc.
Mississauga, ON
- Full-time
Canadian Airline Transport Pilot License (ATPL) or Valid IATRA
Added 25 days ago
FA
Pilot - First Officer
Flair Airlines Ltd.
Toronto, ON
- Full-time
Must hold a valid passport and be able to travel unrestricted to and from the United States and other international destinations · Must hold a valid Transport Canada Category 1 Medical Certificate
Added 1 month ago
CA
Pilot - Captain – Challenger 300 – YYZ
Chartright Air Group
Mississauga, ON
- Full-time
Canadian Airline Transport Pilot License (ATPL)
Added 1 month ago
CA
Pilot - Captain – Challenger 300 – YYZ
Chartright Air Inc.
Mississauga, ON
- Full-time
Canadian Airline Transport Pilot License (ATPL)
Added 1 month ago
Pilot - Captain - Global 8000 - YYZ
Chartright Air Inc.
Mississauga, ON
Act as a Captain on the Global 8000 aircraft in Toronto as part of a dedicated three-pilot crew
Added 1 month ago
CA
Pilot - Captain - Global 8000 - YYZ
Chartright Air Group
Mississauga, ON
- Internship
Act as a Captain on the Global 8000 aircraft in Toronto as part of a dedicated three-pilot crew
Added 1 month ago
N2
Pilot
Novajet 2106701 Ont Inc
Mississauga, ON
- Full-time
Added 1 month ago
CA
Pilot - Captain - Citation X - YYZ
Chartright Air Inc.
Mississauga, ON
- Full-time
Act as a Captain on the Citation X aircraft in Toronto as part of a dedicated three-pilot crew
Added 1 month ago
CA
Pilot - Captain - Citation X - YYZ
Chartright Air Group
Mississauga, ON
- Full-time
Act as a Captain on the Citation X aircraft in Toronto as part of a dedicated three-pilot crew
Added 1 month ago
AC
Pilot – AC Express Pilot Careers Portal (for AC Express Pilots only)
Air Canada
Toronto, ON
- Full-time
Pilot - AC Express Pilot Careers Portal (for AC Express Pilots only)
Added 1 month ago
FA
Pilot - First Officer
Flair Airlines Ltd.
Toronto, ON
- Full-time
Must hold a valid passport and be able to travel unrestricted to and from the United States and other international destinations · Must hold a valid Transport Canada Category 1 Medical Certificate
Added 1 month ago
CA
Pilot - Captain – Challenger 650 - YYZ
Chartright Air Group
Mississauga, ON
- Full-time
Act as a Captain on the Challenger 650 aircraft in Toronto as part of a dedicated three-pilot crew
Added 1 month ago
CA
Pilot - Captain – Challenger 650 - YYZ
Chartright Air Inc.
Mississauga, ON
- Full-time
Act as a Captain on the Challenger 650 aircraft in Toronto as part of a dedicated three-pilot crew
Added 1 month ago
PP
Pilot in Toronto, ON
Pedal Pub Austin
Toronto, ON
- Part-time
If you said “yes” to any of those – keep reading. You might be our next Pedal Pub Pilot.
Added 2 months ago
N2
Pilot
Novajet 2106701 Ont Inc
Mississauga, ON
- Full-time
- Contract
Commercial Pilot Licence (CPL-A) and IATRA or ATPL exams completed within 24 months
Added 2 months ago
CA
Pilot
Canadian Armed Forces | Forces armées canadiennes
Toronto, ON
- Full-time
The primary responsibilities of a Pilot are to plan communicate, coordinate and execute tactical missions in support of civil authority or military objectives, such as humanitarian and…
Added 2 months ago
AC
Pilot (for non AC-Express Pilots only)
Air Canada
Toronto, Ontario
- Full-time
…career as a First Officer on domestic aircraft or as a Relief Pilot on long-range, international…

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Chartright Air Group

Pilot - Captain – Challenger 300 – YYZ

Mississauga, ON, Canada

Full-time

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Job details

Job type: Full-time
Posting language: English
Posted: Oct 8, 2026

Original job description

Join a Team That’s Going Places.

Chartright Air Group is an innovator within the Canadian aviation industry, offering tailored private jet charter, turn-key aircraft management, aircraft maintenance and FBO services. Our commitment to safety, customer service, and operational excellence has established us as the leading provider of private jet service in Canada.  

For over 35 years, we've built a reputation for safety, service excellence, and innovation. Our passionate team of enthusiastic aviation professionals thrive in a fast-paced, 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
Liaise with Chartright’s Flight Coordination Centre and Sales to ensure all operational and service requirements are delivered
Foster an environment of collaboration and encourage an atmosphere where co-workers can share ideas, improvements and solutions
Provide direct customer service to clients contributing to their exceptional client experience
Perform monthly training courses and other duties as required

What You Bring

Canadian Airline Transport Pilot License (ATPL)
Group 1 Multi-Engine IFR
Valid Transport Canada Medical
Canadian Radio Telephone License
Minimum of 5000 hours total flight time
Minimum 1000 hours PIC in a multi-engine aircraft (turbine time preferred)
Ability to lift up to 60 Ibs
Hands-on experience with flight management systems and glass cockpits
Strong understanding of aviation weather, airport performance, flight plan calculations, fuel planning, weight and balance
Expert knowledge of the Canadian Aviation Regulations (CARs) and SMS safety practices
A positive mindset with the strong ability to work collaboratively and effectively build relationships across the organization
Strong written and verbal communication skills
Exceptional client service, organization and prioritization skills
Ability to work a flexible schedule to support clients’ needs

Why Chartright?

Make an Impact: Help shape the future of a growing aviation company.
Be Part of a Winning Team: Work with talented professionals who value collaboration and excellence.
Drive Change: Contribute to our ongoing transformation and growth, using your unique skills to improve processes and deliver results.
Grow Your Career: Access opportunities for personal and professional development.
Competitive Benefits: Enjoy a competitive compensation package, including 100% company-paid extended health and dental coverage.
Employee Perks: We offer a variety of partnerships, offering discounts for employees and their families.
Plan Ahead: Benefit from our generous RRSP/DPSP matching program.

Our Values In Action

❤️ We Love What We Do

Passionate about aviation, we craft exceptional experiences with precision and pride.

🔍 We Explore with Intention

We are energized by the pursuit of better. With curiosity and purpose, we seek new ideas, challenge assumptions, and continuously improve how we serve our clients and each other.

🤝 We Are a Team

We are a coordinated and resourceful team that embraces a healthy debate culture, encouraging open dialogue and diverse perspectives.

🎯 We Are Client‑Driven

We strive to anticipate and exceed client expectations, internally and externally, delivering personalized, seamless journeys that create lasting impressions.

🌱 We Grow Together

We are committed to continuous growth - for our people and our organization. We invest in learning, embrace challenges as opportunities, and celebrate developing talent from within.

Diversity & Inclusion

We respect and value the diversity of our people. We strive to create an environment where employees can be themselves and where our differences are celebrated. We welcome all applicants and encourage individuals who identify with any of the protected grounds under the human rights legislation to apply to any open role.

We are committed to fair and equitable hiring practices; our hiring and selection process is conducted in accordance with all employment legislation and the Human Rights Code of Canada. If you require accommodation during the hiring and selection process, please advise the recruiter or contact  HR@chartright.com . 

✈ Ready to take off with us? Apply today and help shape the future of aviation.

We thank all applicants for their interest. Only those selected for an interview will be contacted.

Apply on LinkedIn About employer

More about this job

Responsibilities

Command Challenger 300 flights from Toronto, ensuring safe operations and supporting daily operational activities on reserve days. Coordinate with flight operations and sales, provide exceptional client service, promote team collaboration, and complete monthly training and other assigned duties.

Requirements

Requires a Canadian ATPL, Group 1 Multi-Engine IFR qualification, valid Transport Canada medical, Canadian Radio Telephone License, at least 5,000 total flight hours, and at least 1,000 hours of multi-engine PIC time; turbine experience is preferred. Candidates should have strong knowledge of aviation operations, Canadian Aviation Regulations, and safety practices, along with effective communication, collaboration, client service, and schedule flexibility.

Skills

Aircraft Command
Flight Safety
Customer Service
Flight Coordination
Team Collaboration
Flight Management Systems
Glass Cockpits
Aviation Weather
Airport Performance
Flight Planning
Fuel Planning
Weight and Balance
Canadian Aviation Regulations
Safety Management Systems
Communication
Organization and Prioritization

Benefits

Extended Health Insurance
Dental Coverage
RRSP/DPSP Matching
Employee Discounts
Professional Development Opportunities

Visa sponsorship

Not detected in the job text

Keywords

Challenger 300
Captain
ATPL
Group 1 Multi-Engine IFR
Transport Canada Medical
Canadian Radio Telephone License
Flight Hours
Pilot-in-Command
Turbine Aircraft
Flight Management Systems
Glass Cockpits
Aviation Weather
Airport Performance
Flight Plan Calculations
Fuel Planning
Weight and Balance
Canadian Aviation Regulations
Safety Management Systems
Flight Coordination
Aircraft Charter
Aircraft Management
Customer Service
Operational Excellence

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Pilot jobs in Toronto, ON and nearby

Pilot - First Officer

Pilot Training Scheduling Analyst - Temporary

Pilot - First Officer - Ultra - YYZ

Pilot - First Officer - Ultra - YYZ

Pilot - First Officer