ZipRecruiter

Log In

1

Contractual Multi Engine Instructor Jobs in Chicago, IL

Eagle Aircraft

Chief Flight Instructor

Chicago, IL · On-site

$83K - $104K/yr

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.

Eagle Aircraft

Chief Flight Instructor

Chicago, IL · On-site

$83K - $104K/yr

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.

GDIT

Training Specialist-SITE TV

Great Lakes, IL

$57K - $78K/yr

... part of a multi instructor workforce providing instruction in the courses listed below. This ... Rather, salary will be set based on experience, geographic location and possibly contractual ...

Marcel Digital

Office Manager

Chicago, IL · On-site

$55K - $75K/yr

... , analytics, and software engineering. At Marcel, we invest in becoming exceptional at what we do ... Affinity for multi-tasking * Keen eye for detail * Can both follow and improve upon internal ...

Marcel Digital

Office Manager

Chicago, IL · On-site

... , analytics, and software engineering. At Marcel, we invest in becoming exceptional at what we do ... Affinity for multi-tasking * Keen eye for detail * Can both follow and improve upon internal ...

next page

Showing results 1-20

All JobsContractual Multi Engine Instructor JobsContractual Multi Engine Instructor Jobs in Chicago, IL

Contractual Multi Engine Instructor information

See Chicago, IL salary details

$34.5K

$61.4K

$122.6K

How much do contractual multi engine instructor jobs pay per year?

As of Aug 2, 2026, the average yearly pay for contractual multi engine instructor in Chicago, IL is $61,356.00, according to ZipRecruiter salary data. Most workers in this role earn between $45,300.00 and $67,000.00 per year, depending on experience, location, and employer.

What is the difference between Contractual Multi Engine Instructor vs Flight Instructor?

AspectContractual Multi Engine InstructorFlight Instructor
CertificationsCommercial Pilot License with Multi-Engine Rating, Certified Flight Instructor (CFI)Private Pilot License, Certified Flight Instructor (CFI)
Work EnvironmentMulti-engine aircraft, often on contract for flight schools or operatorsSingle-engine aircraft, flight schools, or flight training academies
Employer & Industry UsageAirlines, charter companies, flight training providersFlight training schools, private flight academies

The main difference is that a Contractual Multi Engine Instructor specializes in multi-engine aircraft and holds specific multi-engine certifications, often working on a contractual basis. A Flight Instructor typically teaches in single-engine aircraft and may work full-time or part-time at flight schools. Both roles require CFI certification, but the aircraft type and industry focus distinguish them.

What are the most commonly searched types of Multi Engine Instructor jobs in Chicago, IL? The most popular types of Multi Engine Instructor jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Contractual Multi Engine Instructor jobs? Cities near Chicago, IL with the most Contractual Multi Engine Instructor job openings:
Contractual Multi Engine Instructor jobs near you
Infographic showing various Contractual Multi Engine Instructor job openings in Chicago, IL as of June 2026, with employment types broken down into 80% Full Time, and 20% Part Time. Highlights an 100% In-person job distribution, with an average salary of $61,356 per year, or $29.5 per hour.

Chief Flight Instructor

Eagle Aircraft

Chicago, IL • 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.