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Temporary Chief Flight Instructor Jobs in Chicago, IL

Chief Flight Instructor

Chicago, IL ยท On-site

$83K - $104K/yr

Chief Flight Instructor : Leads the charge in ensuring our programs reflect global best practices in flight safety, compliance, and instruction. Oversees flight instruction to reinforce our ...

Chief Flight Instructor

Chicago, IL ยท On-site

$83K - $104K/yr

Chief Flight Instructor : Leads the charge in ensuring our programs reflect global best practices in flight safety, compliance, and instruction. Oversees flight instruction to reinforce our ...

Temporary Chief Flight Instructor information

See Chicago, IL salary details

$25.8K

$97.5K

$149.9K

How much do temporary chief flight instructor jobs pay per year?

As of Aug 2, 2026, the average yearly pay for temporary chief flight instructor in Chicago, IL is $97,472.00, according to ZipRecruiter salary data. Most workers in this role earn between $71,100.00 and $115,400.00 per year, depending on experience, location, and employer.

What is a Temporary Chief Flight Instructor?

A Temporary Chief Flight Instructor is a qualified individual appointed for a limited period to oversee the training and supervision of flight instructors and student pilots at a flight school or aviation training organization. They are responsible for ensuring that all flight training activities comply with regulatory standards and organizational policies. This role often includes conducting instructor checkrides, updating training curricula, and maintaining safety protocols. Temporary appointments may occur when the permanent Chief Flight Instructor is unavailable or when there is a transitional period in the organization.

What are some common challenges faced by a Temporary Chief Flight Instructor, and how can they be managed effectively?

As a Temporary Chief Flight Instructor, one common challenge is quickly adapting to the existing training programs and ensuring continuity for both students and instructors. You may also need to address gaps in documentation or standardization left by your predecessor. Effective communication, proactive engagement with the flight training team, and regular briefings help maintain safety standards and instructional quality. Building rapport with staff and students early on can also ease the transition and foster a supportive learning environment.

What is the difference between Temporary Chief Flight Instructor vs Flight Instructor?

AspectTemporary Chief Flight InstructorFlight Instructor
CertificationsCommercial Pilot License, Certified Flight Instructor (CFI), and often a Certified Flight Instructor-Instrument (CFII)Commercial Pilot License and Certified Flight Instructor (CFI)
Work EnvironmentLeads flight training programs, manages instructors, and oversees safety protocolsProvides individual flight training to students in aircraft or simulators
Employer & Industry UsageFlight schools, aviation academies, and training centersFlight schools, flying clubs, and aviation training providers

The Temporary Chief Flight Instructor typically holds advanced certifications and manages training programs, while the Flight Instructor focuses on direct student instruction. Both roles are essential in aviation training but differ in responsibilities and leadership scope.

What are the key skills and qualifications needed to thrive as a Temporary Chief Flight Instructor, and why are they important?

To thrive as a Temporary Chief Flight Instructor, you need advanced piloting skills, a Certified Flight Instructor (CFI) rating, and significant instructional experience. Familiarity with flight training management systems, FAA regulations, and safety protocols is typically required, along with relevant certifications such as CFII or MEI. Leadership, strong communication, and organizational abilities are crucial soft skills for mentoring instructors and ensuring effective training programs. These competencies ensure safe, compliant flight operations and high-quality instruction for student pilots and staff.
What are the most commonly searched types of Chief Flight Instructor jobs in Chicago, IL? The most popular types of Chief Flight Instructor jobs in Chicago, IL are:
What are popular job titles related to Temporary Chief Flight Instructor jobs in Chicago, IL? For Temporary Chief Flight Instructor jobs in Chicago, IL, the most frequently searched job titles are:
What cities near Chicago, IL are hiring for Temporary Chief Flight Instructor jobs? Cities near Chicago, IL with the most Temporary Chief Flight Instructor job openings:

Chief Flight Instructor

Eagle Aircraft

Chicago, IL โ€ข On-site

$83K - $104K/yr

Full-time

Medical

Posted 10 days ago


Job description

Chief Flight Instructor: Leads the charge in ensuring our programs reflect global best practices in flight safety, compliance, and instruction. Oversees flight instruction to reinforce our reputation as a leader in aviation education.

Principal Accountabilities

  • Ensures the flight school maintains training techniques, procedures, and standards acceptable to the FAA Administrator.  Builds and maintains a culture of excellence that maintains the organization’s reputation as a top tier aviation school.
  • Conducts initial and recurring proficiency checks for all assigned flight instructors.  Ensures every student and instructor operates within established safety protocols.
  • Supervises all flight training and evaluation activities.  Coordinates instructor and student schedules to maximize educational and training outcomes.  Mentors instructors to ensure consistency, compliance and safety.
  • Serves as the primary point of contact with the local FAA Flight Standards District Office (FSDO) regarding operations, instruction, and safety matters.
  • Develops, reviews, and assists with the preparation of FAA Training Course Outlines (TCOs) and curriculum updates.  Develops and adapts training curricula to meet FAA and global standards.
  • Maintains student and instructor training records in accordance with FAA and school requirements.
  • Is available at the school or reachable by electronic means when training for an approved course is being conducted. 

Flight Time Requirements

The minimum flight experience requirements for a Chief Flight Instructor are outlined in 14 CFR § 141.35 and depend on the specific course(s) they are designated to oversee: 

Specific flight hour requirements depend on the course, such as those for recreational/private pilot certificates, instrument ratings, or other courses like commercial pilot or ATP. For detailed requirements, refer to 14 CFR 141.35 in the eCFR. Special considerations for gliders, balloons, or airships have reduced hour requirements (40%), and ground school chief instructors need one year of experience at a certificated pilot school. 

 

Qualifications

To be eligible for designation as a chief instructor for a course of training, a person must meet the requirements as outlined in § 141.35.  Here below is a brief summary.  Candidates must familiarize themselves with the FAA’s detailed requirements found at 14 CFR 141.35 in the eCFR

Minimum Chief Instructor Requirements – Instrument & Multi-Engine Training

The Chief Instructor assigned to Instrument Rating and Multi-Engine courses shall:

  • Hold a Commercial Pilot Certificate or Airline Transport Pilot (ATP) Certificate.
  • Hold a current FAA Flight Instructor Certificate (CFI).
  • Hold the appropriate category and class ratings for the aircraft used in training, including Airplane Multi-Engine Land (AMEL).
  • Hold a current Flight Instructor Instrument (CFII) certificate.
  • Meet the recent flight experience requirements of 14 CFR §61.57.
  • Successfully complete the FAA Chief Instructor knowledge and proficiency tests as required by 14 CFR Part 141.

Minimum Experience

  • At least 2,000 hours Pilot-in-Command (PIC).
  • At least 100 hours of actual or simulated instrument flight time.
  • Flight instructor experience consisting of either:
    • 3 years and 1,000 hours of flight instruction; or
    • 1,500 hours of flight instruction.
  • Instrument flight instructor experience consisting of either:
    • 2 years and 250 hours of instrument instruction; or
    • 400 hours of instrument instruction.

The Chief Instructor shall maintain all FAA certificates, ratings, qualifications, and currency necessary to conduct and supervise training in accordance with 14 CFR Parts 61, 91, and 141.

At iFly USA, we are redefining aviation education. Join us in creating the future of aviation!

Company Description

Our mission is to provide a seamless integration of safety, legality, and efficiency, bridging international aviation standards and creating unparalleled opportunities for our students.