ZipRecruiter

Log In

1

Flight Instructor Jobs in Winchester, VA (NOW HIRING)

U.S. Navy

Military Security Officer

Hayfield, VA

$16 - $20.50/hr

... flight lines, harbor security boats, and in patrol vehicles, kennels, armories, and security ... Instructor, Crew-Served Weapons Instructor, Protective Service Specialist, and Criminal ...

U.S. Navy

Military Security Officer

Martinsburg, WV

$15 - $19.25/hr

... flight lines, harbor security boats, and in patrol vehicles, kennels, armories, and security ... Instructor, Crew-Served Weapons Instructor, Protective Service Specialist, and Criminal ...

U.S. Navy

Military Security Officer

Middleburg, VA

$16 - $20.25/hr

... flight lines, harbor security boats, and in patrol vehicles, kennels, armories, and security ... Instructor, Crew-Served Weapons Instructor, Protective Service Specialist, and Criminal ...

U.S. Navy

Military Security Officer

Purcellville, VA

$18.25 - $23/hr

... flight lines, harbor security boats, and in patrol vehicles, kennels, armories, and security ... Instructor, Crew-Served Weapons Instructor, Protective Service Specialist, and Criminal ...

U.S. Navy

Military Security Officer

Berryville, VA

$17.50 - $22.25/hr

... flight lines, harbor security boats, and in patrol vehicles, kennels, armories, and security ... Instructor, Crew-Served Weapons Instructor, Protective Service Specialist, and Criminal ...

U.S. Navy

Military Security Officer

Bluemont, VA

$17.75 - $22.75/hr

... flight lines, harbor security boats, and in patrol vehicles, kennels, armories, and security ... Instructor, Crew-Served Weapons Instructor, Protective Service Specialist, and Criminal ...

U.S. Navy

Military Security Officer

Ranson, WV

$16.75 - $21.25/hr

... flight lines, harbor security boats, and in patrol vehicles, kennels, armories, and security ... Instructor, Crew-Served Weapons Instructor, Protective Service Specialist, and Criminal ...

U.S. Navy

Military Security Officer

Winchester, VA

$17 - $21.50/hr

... flight lines, harbor security boats, and in patrol vehicles, kennels, armories, and security ... Instructor, Crew-Served Weapons Instructor, Protective Service Specialist, and Criminal ...

U.S. Navy

Military Security Officer

Boyce, VA

$17.25 - $22/hr

... flight lines, harbor security boats, and in patrol vehicles, kennels, armories, and security ... Instructor, Crew-Served Weapons Instructor, Protective Service Specialist, and Criminal ...

U.S. Navy

Military Security Officer

Inwood, WV

$16.50 - $21/hr

... flight lines, harbor security boats, and in patrol vehicles, kennels, armories, and security ... Instructor, Crew-Served Weapons Instructor, Protective Service Specialist, and Criminal ...

U.S. Navy

Military Security Officer

Round Hill, VA

$18.75 - $23.75/hr

... flight lines, harbor security boats, and in patrol vehicles, kennels, armories, and security ... Instructor, Crew-Served Weapons Instructor, Protective Service Specialist, and Criminal ...

U.S. Navy

Military Security Officer

Maurertown, VA

$17.50 - $22.25/hr

... flight lines, harbor security boats, and in patrol vehicles, kennels, armories, and security ... Instructor, Crew-Served Weapons Instructor, Protective Service Specialist, and Criminal ...

U.S. Navy

Military Security Officer

Chester Gap, VA

$16.25 - $20.50/hr

... flight lines, harbor security boats, and in patrol vehicles, kennels, armories, and security ... Instructor, Crew-Served Weapons Instructor, Protective Service Specialist, and Criminal ...

U.S. Navy

Military Security Officer

Charles Town, WV

$16.75 - $21.25/hr

... flight lines, harbor security boats, and in patrol vehicles, kennels, armories, and security ... Instructor, Crew-Served Weapons Instructor, Protective Service Specialist, and Criminal ...

previous pagenext page

Showing results 21-40

All JobsFlight Instructor JobsFlight Instructor Jobs in Winchester, VA

Flight Instructor information

See Winchester, VA salary details

$24.3K

$91.9K

$141.4K

How much do flight instructor jobs pay per year?

As of Aug 20, 2026, the average yearly pay for flight instructor in Winchester, VA is $91,937.00, according to ZipRecruiter salary data. Most workers in this role earn between $67,000.00 and $108,800.00 per year, depending on experience, location, and employer.

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.

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 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.

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.

Are flight instructors in high demand?

Flight instructors are generally in steady demand as they are essential for training new pilots and maintaining safety standards in the aviation industry. The demand can fluctuate based on factors such as pilot retirements, industry growth, and regional needs, but overall, the role remains a critical part of aviation training programs.

How much money can you make as a flight instructor?

Flight instructors typically earn between $25,000 and $70,000 annually, depending on experience, location, and the number of flight hours they teach. Entry-level instructors often start at the lower end, while experienced instructors or those working for larger flight schools can earn higher wages and additional benefits.

What qualifications do you need to be a flight instructor?

To become a flight instructor, you must hold a commercial pilot certificate with an instrument rating, have a minimum of 250 flight hours, and obtain a Certified Flight Instructor (CFI) certificate from the FAA or relevant authority. Additional requirements often include passing written and practical exams, demonstrating teaching ability, and meeting age and language proficiency standards.
More about Flight Instructor jobs

What job categories do people searching Flight Instructor jobs in Winchester, VA look for?

The top searched job categories for Flight Instructor jobs in Winchester, VA are:

What cities near Winchester, VA are hiring for Flight Instructor jobs?

Cities near Winchester, VA with the most Flight Instructor job openings:

Flight Instructor jobs near you
Infographic showing various Flight Instructor job openings in Winchester, VA as of August 2026, with employment types broken down into 89% Full Time, 10% Part Time, and 1% Contract. Highlights an 97% Physical, 1% Hybrid, and 2% Remote job distribution, with an average salary of $91,937 per year, or $44.2 per hour.

UAS Operator and Training Specialist

Parsons

Summit Point, WV

$103K - $181K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 19 days ago

Parsons rating

7.7

Company rating: 7.7 out of 10

Based on 46 frontline employees who took The Breakroom Quiz

266th of 449 rated engineering

Job description

In a world of possibilities, pursue one with endless opportunities. Imagine Next!At Parsons, you can imagine a career where you thrive, work with exceptional people, and be yourself. Guided by our leadership vision of valuing people, embracing agility, and fostering growth, we cultivate an innovative culture that empowers you to achieve your full potential. Unleash your talent and redefine what's possible.

Job Description:

Parsons is looking for an amazingly talented UAS Operator and Training Specialist to join our team! In this role you will get to support the development, maintenance, and improvement of UAS training materials, flight procedures, qualification standards, compliance requirements, and instructional guides.

What You'll Be Doing:

  • Conduct safe and effective Group 1-3 UAS flight operations in support of operational, training, and test activities.

  • Support and conduct hands-on training for newand existing UAS operators on multiple UAS platforms.

  • Conduct in-house instructor development and refresher training.

  • Support the development, maintenance, and improvement of UAS training materials, flight procedures, qualification standards, compliance requirements, and instructional guides.

  • Evaluate operator proficiency and provide mentorship, coaching, and remediation as required.

  • Support the development and execution of internaland external operator certification and qualification programs.

  • Execute mission planning, pre-flight, in-flight, and post-flight activities for operational and training missions.

  • Support domestic and international deployment operations, including travel toaustere and high-threatenvironments up to 30% of the time.

  • Conduct operational checks, troubleshooting, and sustainment activities for UAS equipment and payloads.

  • Support test and evaluation activities involving emerging UAS technologies.

  • Coordinate with government stakeholders, vendors, and operational personnel during mission execution and training events.

  • Prepare mission summaries, situational reports, executive summaries, and briefing materials for leadership.

  • Operate in a fast-paced and dynamic environment while maintaining safety, professionalism, and mission effectiveness

What Required Skills You'll Bring:

  • Bachelor's degree in STEM or aeronautical with 5+ years of relevant experience OR 5+ years of operational UAS and training experience

  • Experience operating intactical, public safety,law enforcement, military, or national security environments.

  • FAA Part 107 certification.

  • Demonstrated experience operating rotary and fixed-wing Group 1-3 C-UxS platforms.

  • Experience supporting or conducting UAS training events and operator instruction.

  • Experience supporting instructional programs, flight training, or operator qualification programs.

  • Ability to travel domestically and internationally, includingaustere and high-threatenvironments, up to 30% of the time.

  • Excellent verbal and written communication skills.

  • Ability to work collaboratively within cross-functional teams.

  • Ability to manage competing priorities in dynamic operational environments.

  • Experience briefing operational status, findings, and recommendations to leadership and stakeholders.

  • Active SECRET clearance.

What Desired Skills You'll Bring:

  • Experience supporting overseas contingency or high-threat operations.

  • Familiarity with RF communications, video transmission systems, and networking concepts.

  • Experience with mission planning software.

  • Experience troubleshooting UAS hardware and software systems.

  • Experience supporting the development of standard operating procedures, tactics, techniques, and procedures, or training material.

  • Formal UAS instructor qualification/certification from a recognized military, government, OEM, public safety, or industry training program.

Security Clearance Requirement:

An active Secret security clearance is required for this position.This position is part of our Federal Solutions team.The Federal Solutions segment delivers resources to our US government customers that ensure the success of missions around the globe. Our intelligent employees drive the state of the art as they provide services and solutions in the areas of defense, security, intelligence, infrastructure, and environmental. We promote a culture of excellence and close-knit teams that take pride in delivering, protecting, and sustaining our nation's most critical assets, from Earth to cyberspace. Throughout the company, our people are anticipating what's next to deliver the solutions our customers need now.Salary Range: $103,500.00 - $181,100.00We value our employees and want our employees to take care of their overall wellbeing, which is why we offer best-in-class benefits such as medical, dental, vision, paid time off, 401(k), life insurance, flexible work schedules, and holidays to fit your busy lifestyle!Parsons is an equal opportunity employer, and all qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, disability, veteran status or any other protected status.We truly invest and care about our employee's wellbeing and provide endless growth opportunities as the sky is the limit, so aim for the stars! Imagine next and join the Parsons quest-APPLY TODAY!

Parsons is aware of fraudulent recruitment practices. To learn more about recruitment fraud and how to report it, please refer tohttps://www.parsons.com/fraudulent-recruitment/.

What Parsons employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom

Apply