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Flight Instructor Jobs in Milwaukee, WI (NOW HIRING)

Air Cargo Carriers

Flight Follower

Milwaukee, WI

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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All JobsFlight Instructor JobsFlight Instructor Jobs in Milwaukee, WI

Flight Instructor information

See Milwaukee, WI salary details

$24.6K

$93.2K

$143.4K

How much do flight instructor jobs pay per year?

As of Jun 13, 2026, the average yearly pay for flight instructor in Milwaukee, WI is $93,223.00, according to ZipRecruiter salary data. Most workers in this role earn between $68,000.00 and $110,300.00 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 Milwaukee, WI? The most popular types of Flight Instructor jobs in Milwaukee, WI are:
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What job categories do people searching Flight Instructor jobs in Milwaukee, WI look for? The top searched job categories for Flight Instructor jobs in Milwaukee, WI are:
What cities near Milwaukee, WI are hiring for Flight Instructor jobs? Cities near Milwaukee, WI with the most Flight Instructor job openings:
Flight Instructor jobs near you
Infographic showing various Flight Instructor job openings in Milwaukee, WI as of June 2026, with employment types broken down into 70% Full Time, and 30% Part Time. Highlights an 100% In-person job distribution, with an average salary of $93,223 per year, or $44.8 per hour.
Flight Follower

Flight Follower

Air Cargo Carriers

Milwaukee, WI

Full-time

Posted 3 days ago

Job description

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.
  • Primary shift Monday through Friday 5:00am – 1:00pm.
  • Prior aviation experience preferred. **Willing to train the right candidate.
  • Must be able to pass a required criminal background check and pre-employment drug test.

Duties include:

  • Ensuring the day-to-day operations are performed safely and efficiently in accordance with all FAA and foreign governmental rules and regulations, and Company Policy.
  • Resolving with Maintenance and the pilot-in-command, problems caused by any deviation from standard which may limit or impact flight capabilities
  • Respond to customer requests and advise customer on the status of flights
  • Entering and Auditing Flight times, fuel tickets, and route paperwork.
  • Adjust flight crew schedules to meet needs of the customer

Skills/Requirements:

  • Problem Solver - ability to think quickly in a fast paced environment
  • Dependable
  • General math skills
  • Mechanical aptitude beneficial
  • Strong customer service skills
  • Above average computer skills
  • Ability to work flexible hours and shifts
  • Must be able to prioritize, multitask, be proactive in a fast paced changing environment
  • Team Oriented
  • Decisive
  • Able to work independently

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