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Fulltime Cfi Flight Instructor Jobs in Chicago, IL

Chief Flight Instructor

Chicago, IL · On-site

$83K - $104K/yr

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 ...

Chief Flight Instructor

Chicago, IL · On-site

$83K - $104K/yr

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 ...

Fulltime Cfi Flight Instructor information

See Chicago, IL salary details

$25.8K

$97.5K

$149.9K

How much do fulltime cfi flight instructor jobs pay per year?

As of Aug 9, 2026, the average yearly pay for fulltime cfi 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 the difference between Fulltime Cfi Flight Instructor vs Part-time Cfi Flight Instructor?

AspectFulltime Cfi Flight InstructorPart-time Cfi Flight Instructor
CertificationsRequired CFI certificate, possibly additional ratingsSame as fulltime, but may have less experience
Work EnvironmentFull schedule, consistent hours at flight schools or academiesFlexible hours, often freelance or supplemental roles
Employer & Industry UsageTypically employed by flight schools or academiesOften independent or part-time instructors at various schools

Fulltime Cfi Flight Instructors work full-time hours, often with a stable schedule and employment benefits, while Part-time Cfi Flight Instructors have flexible hours and may work for multiple employers or as independent contractors. Both roles require the same certifications but differ mainly in hours, employment stability, and work environment.

What are popular job titles related to Fulltime Cfi Flight Instructor jobs in Chicago, IL? For Fulltime Cfi Flight Instructor jobs in Chicago, IL, the most frequently searched job titles are:
What cities near Chicago, IL are hiring for Fulltime Cfi Flight Instructor jobs? Cities near Chicago, IL with the most Fulltime Cfi Flight Instructor job openings:
Infographic showing various Fulltime Cfi Flight Instructor job openings in Chicago, IL as of June 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution, with an average salary of $97,472 per year, or $46.9 per hour.

Chief Flight Instructor

Eagle Aircraft

Chicago, IL • On-site

$83K - $104K/yr

Full-time

Medical

Posted 16 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.