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Flight Instructor Jobs in Wisconsin (NOW HIRING)

NV5

Assistant Chief Pilot

Sheboygan Falls, WI · On-site

Certified Flight Instructor. CFI, CFII, and MEI. * Live within a 90-mile radius of the following bases of operations: Portland, Corvallis Anchorage, Lexington, or Sheboygan * Aerial survey experience.

NV5

Assistant Chief Pilot

Sheboygan Falls, WI · On-site +1

Certified Flight Instructor. CFI, CFII, and MEI. * Live within a 90-mile radius of the following bases of operations: Portland, Corvallis Anchorage, Lexington, or Sheboygan * Aerial survey experience.

Air Cargo Carriers

Flight Follower

Milwaukee, WI · On-site

This position serves as the communication center for flight crews, maintenance, and customers. * Must be available for rotating holiday coverage and alternate shifts for vacation and sick coverage.

Air Cargo Carriers

Flight Follower

Milwaukee, WI · On-site

This position serves as the communication center for flight crews, maintenance, and customers. * Must be available for rotating holiday coverage and alternate shifts for vacation and sick coverage.

SkyWest Airlines

Flight Attendant

Milwaukee, WI

Primary Job Duties The primary role of a SkyWest Flight Attendant is to ensure the safety of our passengers while they are onboard our aircraft. Important responsibilities also include caring for our ...

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Flight Instructor information

See Wisconsin salary details

$25.2K

$95.5K

$146.9K

How much do flight instructor jobs pay per year?

As of Jun 16, 2026, the average yearly pay for flight instructor in Wisconsin is $95,505.00, according to ZipRecruiter salary data. Most workers in this role earn between $69,600.00 and $113,000.00 per year, depending on experience, location, and employer.

How long does it take to become a flight instructor?

Becoming a flight instructor typically requires obtaining a commercial pilot certificate, accumulating around 250 hours of flight time, and completing instructor training, which can take several months to a year depending on the individual's schedule and progress. Once certified, flight instructors often continue to build flight hours and experience for career advancement.

What is the difference between Flight Instructor vs Pilot?

AspectFlight InstructorPilot
Required CertificationsCertified Flight Instructor (CFI) certificateCommercial Pilot License (CPL) or Airline Transport Pilot (ATP) license
Work EnvironmentFlight schools, training aircraft, instructional settingsAirlines, charter companies, cargo, private flights
Employer & Industry UsageFlight training academies, flight schoolsAirlines, charter services, corporate aviation

While both Flight Instructors and Pilots operate aircraft, Flight Instructors focus on training and certifying new pilots, requiring specific instructional certifications. Pilots typically operate aircraft for transportation or commercial purposes, holding higher-level licenses. The roles often overlap in aircraft operation but differ mainly in purpose and certification requirements.

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

To thrive as a Flight Instructor, you need comprehensive aeronautical knowledge, flight proficiency, and a Certified Flight Instructor (CFI) certificate. Familiarity with flight simulators, aviation weather systems, and logbook management software is commonly required. Strong communication, patience, and the ability to adapt teaching methods to different learning styles are crucial soft skills. These capabilities ensure effective and safe pilot training, fostering student confidence and aviation safety standards.

What is the 5 hour rule for CFI?

The 5 hour rule for a Certified Flight Instructor (CFI) refers to the requirement that CFIs must log at least 5 hours of flight training with each student before endorsing them for solo flight or certain checkrides. This ensures adequate instruction time and skill development before students fly solo or progress further in their training.

What are Flight Instructors?

Flight Instructors are certified pilots who teach student pilots how to fly aircraft safely and efficiently. They provide both ground instruction and in-flight training, covering topics such as aviation regulations, aircraft operation, navigation, and emergency procedures. Flight Instructors play a crucial role in helping students gain the skills and experience needed to earn pilot licenses and ratings. They are responsible for ensuring that students understand safety protocols and develop the confidence to operate aircraft independently.

What Is a Flight Instructor?

A Flight Instructor teaches students to fly an aircraft utilizing in-class instruction, a flight simulator, and through test airplane flights. Flight Instructors train students on the physics of aerodynamics, how to manage the navigation and emergency systems, and provide pre- and post-flight checklists. The training process also covers radio procedures and includes practice flights. Flight Instructors are certified pilots themselves, often with hundreds or thousands of hours of flight time, and must remain current on all training and requirements.

How can I become a flight instructor?

To become a flight instructor, you must hold a commercial pilot certificate with an instrument rating, accumulate the required flight hours, and obtain a Certified Flight Instructor (CFI) certificate from the FAA or relevant authority. This process involves passing written and practical exams, demonstrating teaching ability, and meeting age and medical requirements. Flight instructors typically teach students in flight schools or training centers, helping them gain experience and meet certification standards.

Is there a demand for flight instructors?

The demand for flight instructors remains steady due to ongoing pilot training needs and pilot shortages in the aviation industry. Many flight schools and training centers seek qualified instructors to help students obtain certifications such as the private and commercial pilot licenses, making it a viable career path for those with proper certifications and experience.

What are some common challenges Flight Instructors face when working with student pilots, and how can they address them?

Flight Instructors often encounter students with varying learning styles and confidence levels, which can make it challenging to tailor lessons effectively. Weather conditions and scheduling constraints can also disrupt training plans, requiring flexibility and adaptability. To address these challenges, instructors regularly assess each student's progress, adapt their teaching techniques, and maintain clear communication to ensure safety and comprehension. Building rapport and fostering a supportive learning environment helps students overcome anxiety and develop their skills more effectively.
More about Flight Instructor jobs
What are the most commonly searched types of Flight Instructor jobs in Wisconsin? The most popular types of Flight Instructor jobs in Wisconsin are:
What are popular job titles related to Flight Instructor jobs in Wisconsin? For Flight Instructor jobs in Wisconsin, the most frequently searched job titles are:
What job categories do people searching Flight Instructor jobs in Wisconsin look for? The top searched job categories for Flight Instructor jobs in Wisconsin are:
What cities in Wisconsin are hiring for Flight Instructor jobs? Cities in Wisconsin with the most Flight Instructor job openings:
What are popular job titles related to Flight Instructor jobs in WI? For Flight Instructor jobs in WI, the most frequently searched job titles are:
Flight Instructor jobs near you
Infographic showing various Flight Instructor job openings in Wisconsin as of June 2026, with employment types broken down into 71% Full Time, and 29% Part Time. Highlights an 97% In-person, and 3% Remote job distribution, with an average salary of $95,505 per year, or $45.9 per hour.
Pilot Proficiency Center Instructor Pilot

Pilot Proficiency Center Instructor Pilot

Experimental Aircraft Association, Inc.

Oshkosh, WI • On-site

Part-time

Posted 13 days ago

Job description

Are you interested in collaborating with passionate people?
Experimental Aircraft Association (EAA) is a community of passionate aviation enthusiasts, and the only association of its kind to offer the fun and camaraderie of sharing the love of flying, building, and restoring recreational aircraft. Our vision is to expand an already vibrant and growing aviation community. EAA hosts the AirVenture Fly-In annually at Wittman Regional Airport in Oshkosh, Wisconsin. This event is EAA's annual convention and draws more than 650,000 attendees and 10,000 aircraft.
EAA is a sought-after organization with a competitive and unique benefit package, which includes the EAA Flying Club, career advancement opportunities, fun perks, along with being immersed around passionate EAA Members and Volunteers.
SUMMARY
Provide flight and ground instruction following FAA regulations, Airmen's Information Manual, Advisory Circulars, airport operations, and Experimental Aircraft Association (EAA) policies, procedures, and curriculum. Ensure that each student meets course standards, training requirements, and objectives. We want to create and further encourage safe, competent, and proficient pilots.
We are adding to our pool of flight instructors. This is a part-time position needed in Oshkosh, WI, to help cover instructional needs on weekends, occasional nights and during the summer.
ROLES AND RESPONSIBILITIES
  1. Complete all Ground and Flight activities according to the EAA Training Course Curriculum.
  2. Perform those flight instructor duties authorized by the Federal Aviation Regulations following the approved Training Course Curriculum.
  3. Responsible for accurately maintaining all appropriate records, including student training records, student logbook, computer records, and all appropriate endorsements.
  4. Ensure that all assigned students meet course standards, training requirements and objectives.
  5. Monitor maintenance condition of the training aircraft, and inform EAA maintenance personnel of any questionable items.
  6. Provide flight and ground instruction to enrolled students while maintaining the highest level of safety and standards.
  7. Maintain a clean, professional environment - both in the aircraft and on the EAA grounds.
  8. Embraces and supports the EAA mission and performs safe practices in the workplace and aviation environment.
  9. All other duties as assigned.

MINIMUM QUALIFICATIONS
  • Certified Flight Instructor - Airplane (CFI) required; medical not required
  • Knowledge of appropriate Federal Aviation Regulations and related administrative and operational procedures and requirements
  • Knowledge of an ability to apply an effective instructional technique in the classroom and on the flight deck
  • Ability to work well under pressure in a fast-paced environment while exercising sound judgment at all times

PREFERRED QUALIFICATIONS
  • Currently enrolled in an undergraduate or post-undergraduate degree program or holding a bachelor's degree is preferred
  • Actively instructing
  • Light Sport Aircraft flight training experience
  • Minimum of 100 hours of dual instruction given

PHYSICAL REQUIREMENTS
Typical office setting. Exerting up to 10 pounds of force occasionally, and/or a negligible amount of force frequently or constantly to lift, carry, push, pull or otherwise move objects, including the human body. Sedentary work involves sitting most of the time. Jobs are sedentary if walking and standing are required only occasionally, and all other sedentary criteria are met.
Preparation for AirVenture or other events may require lifting up to 50 lbs occasionally, standing and walking for extended periods of time while bending, squatting, kneeling, twisting, and push and pull motions.
All offers of employment are contingent upon successfully passing a pre-employment drug screen and background check. EAA offers a comprehensive benefits package to all full-time positions.
EAA is an Equal Opportunity Employer. This company will provide equal opportunity to all individuals without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or veteran status. Information collected regarding categories as provided by law will in no way affect the decision regarding an employment application.
Equal Opportunity Employer
This employer is required to notify all applicants of their rights pursuant to federal employment laws. For further information, please review the Know Your Rights notice from the Department of Labor.

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