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Weekend Chief Flight Instructor Jobs in Chicago, IL

Envoy Air Inc.

Aircraft Mechanic

Chicago, IL · On-site

$29.50 - $39/hr

Amazing employee flight privileges within the American Airlines global network * Training and ... Willing and able to work rotating shifts including, nights, holidays, weekends and days off

Mathnasium

Lead Math Instructor

Wood Dale, IL · On-site

$20 - $22/hr

Consistent, part-time hours after school and on weekends * A fun, supportive, and encouraging work ... Mathnasium's Chief Instructional Officer and a teacher and math teaching consultant in the Los ...

Mathnasium

Lead Math Instructor

Wood Dale, IL · On-site

$20 - $22/hr

Consistent, part-time hours after school and on weekends * A fun, supportive, and encouraging work ... Mathnasium's Chief Instructional Officer and a teacher and math teaching consultant in the Los ...

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All JobsChief Flight Instructor JobsWeekend Chief Flight Instructor JobsWeekend Chief Flight Instructor Jobs in Chicago, IL

Weekend Chief Flight Instructor information

See Chicago, IL salary details

$25.8K

$97.5K

$149.9K

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

As of Sep 14, 2026, the average yearly pay for weekend 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 the difference between Weekend Chief Flight Instructor vs Flight Instructor?

AspectWeekend Chief Flight InstructorFlight Instructor
CertificationsCommercial Pilot Certificate, Certified Flight Instructor (CFI), and often a Certified Flight Instructor-Instrument (CFII)Private Pilot Certificate, Certified Flight Instructor (CFI)
Work EnvironmentPrimarily weekends, overseeing flight training operations, managing other instructorsDaily flight training, instructing students, conducting solo flights
Employer & Industry UsageFlight schools, flight academies, primarily weekend operationsFlight schools, flying clubs, individual instructors

The Weekend Chief Flight Instructor typically holds advanced certifications and manages flight training during weekends, often overseeing other instructors. In contrast, a Flight Instructor primarily conducts flight lessons and solo training sessions. The roles differ mainly in scope and responsibilities, with the Weekend Chief focusing on administrative oversight during weekends, while the Flight Instructor focuses on direct instruction.

How much do Weekend Chief Flight Instructors make?

Weekend Chief Flight Instructors typically earn between $20 and $50 per hour, depending on experience, location, and the flight school. Their compensation may include hourly rates, bonuses, or stipends, and they often hold certifications such as Certified Flight Instructor (CFI).

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:

Weekend Chief Flight Instructor jobs near you

Certified Flight Instructor

Romeoville, IL • On-site

Lewis University
Colleges, Universities, and Professional Schools • 201 - 500 employees
Learn more about Lewis Universityexternal

$30/hr

Part-time

Re-posted 3 days ago

Lewis University rating

8.6

Company rating: 8.6 out of 10

Based on 9 frontline employees who took The Breakroom Quiz

Job description

PAF/Position Details
Position Details
Position Title
Certified Flight Instructor
Position Status
Limited Part-Time
Budget Summary
Base Pay
$30.00 per hour
Position Summary Information
Job Description Summary
The Federal Aviation Administration (FAA) Certificated Flight Instructor CFI is responsible to the Chief of Pilot Training for teaching flight laboratories and Ground School as assigned, according to FAA approved syllabi. In addition, the CFI is responsible for providing such services as assigned by the Chief of Pilot Training that are deemed necessary for the smooth and successful operation of the flight education Program.
Responsibilities
Responsible to model the University Mission through dedicated job performance, service excellence to constituencies, respectful collaboration and active support of the University's Mission in Catholic and Lasallian higher education.
-Teach individual flight lessons exactly as indicated in the appropriate FAA approved flight course - Private, Instrument, Commercial, CFI-A, CFI-I, Multi-engine, and CFI-ME.
-Teach aviation ground school, etc.
-Write and revise syllabi as required.
-Act as an Instructor on Duty when requested.
-Attend CFI/Ground Instructor meetings.
-Perform other duties as required by Chief of Pilot Training or designated representative.'
Minimum Qualifications
B.S. Degree. Must be able to communicate effectively, both orally and in writing. Must possess manual and finger dexterity. Must be able to critically analyze flight student weaknesses and make recommendations for improvement. Must be self motivated and able to delegate involving evening and weekend hours. CERTIFICATES AND RATINGS: Commercial Pilot Airplane Single Land, Instrument Airplane/Certified Flight Instructor - Airplane
Preferred Qualifications
CERTIFICATES AND RATINGS:
Certified Flight Instructor - Instrument/Certified Flight Instructor - Multi-engine
Essential Duties
Work hours
Part-time
Posting Detail Information
Posting Number
S00629
Posting Date
05/19/2025
Closing Date
Open Until Filled
No
Special Instructions Summary

What Lewis University employees say

Pay

Hours and flexibility

Workplace

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