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Independent Contractor Flight Instructor Jobs in Harvey, IL

... independent contractors to serve as tech instructors for each of our three program cities. The Technology Facilitator is responsible for helping interns build foundational technical awareness and ...

... independent contractors to serve as tech instructors for each of our three program cities. The Technology Facilitator is responsible for helping interns build foundational technical awareness and ...

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Independent Contractor Flight Instructor information

See Harvey, IL salary details

$23.9K

$90.6K

$139.3K

How much do independent contractor flight instructor jobs pay per year?

As of Aug 20, 2026, the average yearly pay for independent contractor flight instructor in Harvey, IL is $90,620.00, according to ZipRecruiter salary data. Most workers in this role earn between $66,100.00 and $107,300.00 per year, depending on experience, location, and employer.

What is an independent contractor flight instructor?

An Independent Contractor Flight Instructor is a certified pilot who provides flight training services on a freelance or contract basis, rather than being employed directly by a flight school or aviation company. They typically work for themselves, setting their own schedules, rates, and terms of service. Independent contractors may instruct at various locations, use their own or rented aircraft, and are responsible for their own taxes and insurance. This role offers flexibility and autonomy but also requires strong business management skills and compliance with aviation regulations.

What are some common challenges faced by independent contractor flight instructors and how can they be managed?

Independent Contractor Flight Instructors often face challenges such as fluctuating student demand, variable scheduling, and managing their own administrative tasks like billing and record-keeping. Unlike salaried instructors, they must proactively market their services and maintain relationships with local flight schools or fixed-base operators. To manage these challenges, successful instructors often develop strong organizational skills, use scheduling and billing software, and build a network within the aviation community to ensure a steady flow of students. Establishing clear communication with clients and maintaining flexibility in scheduling also contribute to long-term success.

What are the key skills and qualifications needed to thrive as an independent contractor flight instructor, and why are they important?

To thrive as an Independent Contractor Flight Instructor, you need a valid Certified Flight Instructor (CFI) certificate, strong piloting skills, and a thorough understanding of aviation regulations and safety protocols. Familiarity with flight training devices, aviation weather systems, and logbook management software is typically required. Excellent communication, patience, and adaptability help instructors tailor lessons to individual student needs and foster a safe learning environment. These skills ensure effective student instruction, regulatory compliance, and a reputation for professionalism in the aviation industry.

Are independent contractor flight instructor jobs in demand?

Independent contractor flight instructor jobs are generally in steady demand due to ongoing needs for pilot training and certification. The demand can vary based on regional aviation activity, pilot certification requirements, and the availability of flight schools, with opportunities often linked to seasonal and economic factors. Strong communication skills and relevant certifications, such as Certified Flight Instructor (CFI), enhance employability in this field.

How much does an independent contractor flight instructor make?

Independent contractor flight instructors typically earn between $20 and $50 per hour, depending on experience, location, and the flight school. Their income can vary based on the number of students, flight hours, and additional certifications they hold.

Is a flight instructor a good career path?

A flight instructor is a professional who trains pilots and helps them obtain certifications, often working in flight schools or for airlines. It can be a rewarding career for those passionate about aviation and teaching, but it typically requires specific certifications such as a Certified Flight Instructor (CFI) and involves variable schedules and income levels. The career offers opportunities for experience and advancement within the aviation industry.

What are the most commonly searched types of Flight Instructor jobs in Harvey, IL?

The most popular types of Flight Instructor jobs in Harvey, IL are:

What cities near Harvey, IL are hiring for Independent Contractor Flight Instructor jobs?

Cities near Harvey, IL with the most Independent Contractor Flight Instructor job openings:

Infographic showing various Independent Contractor Flight Instructor job openings in Harvey, IL as of June 2026, with employment types broken down into 52% Full Time, 23% Part Time, and 25% Contract. Highlights an 94% In-person, and 6% Remote job distribution, with an average salary of $90,620 per year, or $43.6 per hour.

Financial Literacy & Wealth Building Instructor

IT TAKES A VILLAGE FAMILY OF SCHOOLS

Chicago, IL • On-site

$10K - $12K/wk

Contractor

Posted 12 days ago


Job description

About It Takes A Village Family of Schools (ITAV)

It Takes A Village Family of Schools (ITAV) is a beacon for educating and uplifting Black children and families across Chicago. We provide a culturally responsive, social justice–centered education that empowers students to become confident learners, critical thinkers, and changemakers.

At ITAV, learning is joyful and transformative, teaching is innovative, and classrooms extend far beyond four walls. We are committed to nurturing the whole child—academically, socially, and emotionally—while building strong, connected communities.

Position Overview

It Takes A Village Leadership Academy is seeking an experienced educator to co-design and lead a year-long Financial Literacy & Wealth Building program for approximately 80 middle school students in grades 6–8.


The successful candidate will create an engaging, project-based learning experience that helps students develop the knowledge, confidence, and habits needed to make informed financial decisions throughout their lives. Lessons should be interactive, relevant, and connected to authentic, real-world experiences.
 

This position offers a unique opportunity to launch and shape a signature program that empowers students with financial knowledge while preparing them for future academic, career, and entrepreneurial success.

Key Responsibilities

  • Teach four middle school classes one day each week throughout the school year.
  • Design and implement a year-long financial literacy curriculum aligned with the developmental needs of middle school students.
  • Create engaging, project-based learning experiences that encourage critical thinking, collaboration, and problem-solving.
  • Teach concepts including budgeting, saving, banking, credit, investing, entrepreneurship, wealth building, and responsible financial decision-making.
  • Develop authentic student projects, simulations, case studies, presentations, and collaborative learning experiences.
  • Assess student learning through performance tasks, presentations, portfolios, and other meaningful measures of student growth.
  • Coordinate a culminating showcase where students present business ideas, financial plans, investment strategies, or other capstone projects demonstrating their learning.
  • Foster a positive, engaging classroom culture that encourages curiosity, creativity, and student voice.
  • Collaborate with school leadership to continuously strengthen and improve the program.

Why Join ITAV?

Make an Impact: Play a pivotal role in shaping students’ academic and leadership development

Grow Your Career: Access ongoing professional development, leadership pathways, and tuition assistance

Be in Community: Join a team of passionate educators committed to excellence, equity, and innovation

Innovate in Education: Contribute to a model that integrates social justice, community engagement, and academic excellence

Community & Industry Partnerships

Students will have opportunities throughout the year to learn from professionals working in banking, finance, and investment management through partnerships with organizations including DPIMC and JPMorgan Chase.


The instructor will work collaboratively with ITAV leadership and community partners to coordinate guest speakers, classroom visits, career exploration experiences, mentorship opportunities, and other authentic learning experiences that enhance classroom instruction.

Position Details

  • Location: Bronzeville Campus (Chicago, IL)
  • Employment Type: Independent Contractor (Part-Time)
  • Term: 2026–2027 School Year (Approximately 40 Weeks)
  • Schedule: One day per week (four instructional periods)
  • Compensation: $10,000–$12,000, commensurate with experience

Required:

  • Bachelor’s degree in Education, Accounting, Finance or a related field
  • Minimum of three years of successful teaching experience, preferably at the middle school level.
  • Demonstrated ability to design engaging, student-centered instruction.
  • Strong classroom management and relationship-building skills.
  • Excellent written and verbal communication skills.
  • A passion for preparing students with practical life skills and expanding educational opportunity.
     

Preferred:

  • Teaching financial literacy, economics, business, entrepreneurship, or mathematics.
  • Project-based learning and experiential education.
  • Banking, finance, accounting, investing, entrepreneurship, or wealth management.
  • Developing interdisciplinary or enrichment programming.
  • Collaborating with community organizations and industry professionals.
Who You Are
  • Student-Centered: You prioritize the academic and social-emotional growth of students
  • Instructionally Strong: You understand curriculum, instruction, and assessment practices
  • Culturally Responsive: You believe in affirming students’ identities and experiences in the classroom
  • Collaborative: You value teamwork and open communication with families and colleagues
  • Mission-Aligned: You are passionate about culturally responsive education and social justice
Ready to Make a Difference?

If you are passionate about education and ready to make a meaningful impact, we encourage you to apply. Submit your resume and cover letter to join a team that is shaping the future—one child at a time.