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Weekend Pilot Jobs in Massachusetts (NOW HIRING)

RW Pilot

Bedford, MA · On-site

$123K - $178K/yr

Air ambulance helicopter pilot responsible for the safe and efficient operation of helicopter air ... Willingness to work a rotating schedule including nights, weekends, holidays, and on-call ...

$76K/yr

GS-2181-12 (Airplane Pilot/Helicopter Pilot): Applicant must possess a USAF Pilot rating, hold a valid aviation service aeronautical order and have a minimum of 750 total military flight time in the ...

Helicopter Pilot

Fitchburg, MA · On-site

$91K - $113K/yr

For weekend escapes, the breathtaking New England coastline is just a short drive away, offering ... Pilots will perform a complete walk around of the aircraft prior to entering the cockpit for flight ...

$76K/yr

GS-2181-12 (Airplane Pilot/Helicopter Pilot): Applicant must possess a USAF Pilot rating, hold a valid aviation service aeronautical order and have a minimum of 750 total military flight time in the ...

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Weekend Pilot information

See Massachusetts salary details

$54.1K

$143K

$219.5K

How much do weekend pilot jobs pay per year?

As of Aug 10, 2026, the average yearly pay for weekend pilot in Massachusetts is $142,977.00, according to ZipRecruiter salary data. Most workers in this role earn between $109,200.00 and $169,300.00 per year, depending on experience, location, and employer.

What is a weekend pilot?

Weekend Pilots are licensed aviators who typically fly aircraft on weekends, often working part-time or on a flexible schedule. They may fly for private individuals, charter companies, or recreational purposes, and sometimes assist with sightseeing tours, aerial photography, or transporting passengers and cargo. Weekend Pilots must meet the same licensing and training requirements as full-time pilots, but their flying hours are usually limited to Saturdays and Sundays. This role is ideal for experienced pilots seeking a part-time commitment or aviation enthusiasts looking to maintain their skills.

What are some common challenges weekend pilots face when balancing flying with other commitments?

Weekend pilots often juggle their flying schedules with full-time jobs or family responsibilities, which can make it difficult to log consistent flight hours and maintain proficiency. Weather delays, aircraft availability, and airspace congestion are typical challenges that can disrupt planned flights. To stay current and confident, many weekend pilots join flying clubs, coordinate with other pilots for shared rentals, and make use of online scheduling tools to maximize their time in the air while managing other commitments.

What does a weekend pilot do?

A weekend pilot has similar job duties as pilots who work during the week. The primary difference is they work over the weekend. Your specific job duties vary, depending on the kind of plane you fly and if you are a commercial or cargo pilot. General responsibilities for commercial pilots include studying weather reports and schedules, evaluating the fuel load requirements, preparing the flight plan, ensuring safety for passengers, and checking all hardware for plane safety and navigation equipment. Cargo pilots discuss the goods being transported with the shipping company and clarify where the load needs to be delivered. They ensure the shipment has been loaded completely and is adequately secured, and delivers it on time when possible. Weekend pilots work Saturdays and Sundays, but may also have shifts on Fridays or Mondays.

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

To thrive as a Weekend Pilot, you generally need a valid pilot’s license (such as a Private Pilot Certificate), strong knowledge of aviation regulations, and proficient flight skills. Familiarity with navigation systems, aircraft instrumentation, and weather assessment tools is crucial, and sometimes an FAA medical certificate or additional ratings may be required. Exceptional decision-making, communication, and situational awareness help pilots adapt to changing conditions and ensure passenger safety. These skills and qualifications are essential for safe, compliant, and effective operation of flights, especially when flying on tight schedules or in variable weekend conditions.

What is the difference between Weekend Pilot vs Part-Time Flight Attendant?

AspectWeekend PilotPart-Time Flight Attendant
Required CertificationsCommercial Pilot License (CPL), FAA medical certificateFlight Attendant Certification, CPR/First Aid
Work EnvironmentAircraft cockpit, airports, flight operationsPassenger cabin, airports, in-flight service
Employer & IndustryAirlines, charter companiesAirlines, private jet services
Common Search & ComparisonWeekend Pilot vs Part-Time Flight Attendant

Weekend Pilots typically hold commercial pilot licenses and operate aircraft, focusing on flying duties during weekends. Part-Time Flight Attendants primarily provide passenger service and safety onboard, often working part-time hours. Both roles are essential in the aviation industry but differ in responsibilities, certifications, and work environment.

What are the most commonly searched types of Pilot jobs in Massachusetts? The most popular types of Pilot jobs in Massachusetts are:
What are popular job titles related to Weekend Pilot jobs in Massachusetts? For Weekend Pilot jobs in Massachusetts, the most frequently searched job titles are:
What job categories do people searching Weekend Pilot jobs in Massachusetts look for? The top searched job categories for Weekend Pilot jobs in Massachusetts are:
What cities in Massachusetts are hiring for Weekend Pilot jobs? Cities in Massachusetts with the most Weekend Pilot job openings:
Infographic showing various Weekend Pilot job openings in Massachusetts as of August 2026, with employment types broken down into 1% As Needed, 69% Full Time, 25% Part Time, 4% Contract, and 1% Nights. Highlights an 94% Physical, 1% Hybrid, and 5% Remote job distribution, with an average salary of $142,977 per year, or $68.7 per hour.

RW Pilot

Boston MedFlight

Bedford, MA • On-site

$123K - $178K/yr

Full-time

Re-posted 2 days ago


Job description

Position Overview:

Air ambulance helicopter pilot responsible for the safe and efficient operation of helicopter air transport missions, including emergency medical flights, interfacility transfers, and scene responses. This role requires exceptional flying skills, sound judgment under pressure, and a commitment to the safety of patients, crew, and aircraft. The pilot operates in single-pilot, VFR and IFR conditions, and collaborates closely with clinical and operational staff to support Boston MedFlight’s mission of critical care transport.

Essential Responsibilities:

Flight Operations:

  • Safely operate helicopter aircraft in accordance with applicable Federal Aviation Regulations (FARs), including single-pilot VFR and IFR operations.
  • Conduct thorough pre- and post-flight inspections ensuring airworthiness and regulatory compliance.
  • Monitor aircraft systems and weather to assess flight risks and make real-time go/no-go decisions.

Emergency Response:

  • Respond promptly to medical transport requests including emergency scene calls and interfacility transfers.
  • Collaborate with medical teams to ensure the safe and efficient loading and unloading of patients and medical equipment.

Communication:

  • Maintain clear and timely communication with Air Traffic Control, ground support, medical teams, and dispatch centers.
  • Provide continuous updates on flight progress, delays, or safety concerns.

Navigation and Route Planning:

  • Plan and file appropriate flight routes considering weather, airspace, NOTAMs, fuel requirements, and terrain.
  • Utilize GPS, radar, and other navigation tools to ensure safe routing and efficient operations.

Safety and Compliance:

  • Strictly adhere to Boston MedFlight’s General Operations Manual (GOM), Safety Management System (SMS), and company policies.
  • Participate in safety briefings, audits, training programs, and quality improvement initiatives.
  • Foster and support a just culture and safety-first environment.

Maintenance and Reporting:

  • Document and report all discrepancies or mechanical concerns in a timely manner.
  • Collaborate with aviation maintenance personnel to ensure aircraft readiness.
  • Maintain accurate flight and maintenance logs, reports, and documentation per regulatory and company standards.


Qualifications:

  • FAA Commercial Rotorcraft-Helicopter License with Instrument Rating.
  • Must obtain an ATP (Airline Transport Pilot) Certificate within one (1) year of employment.
  • Current and Valid FAA Class 1 Medical Certificate required upon hire.
  • Successfully complete FAA Class I Flight Physical on an annual basis.
  • Minimum of 1,500 total flight hours (rotorcraft) as Pilot in Command, 500 hours cross country and 100 hours of night flight time required.
  • Previous experience in Helicopter Emergency Medical Services (HEMS) or Part 135 operations strongly preferred.
  • Preferred Night Vision Goggle (NVG) experience.

Skills and Abilities:

  • Strong aeronautical decision-making skills.
  • Effective communication and teamwork abilities under stressful conditions.
  • High level of professionalism, integrity, and safety awareness.
  • Proficiency in interpreting weather data, air navigation charts, and utilizing flight planning software.
  • Ability to lift at least 50 pounds using proper body mechanics and assist in loading and unloading patients into BMF aircraft.

Additional Responsibilities:

  • Willingness to work a rotating schedule including nights, weekends, holidays, and on-call assignments.
  • Must maintain a clean driving record and background check.
  • Must be able to operate in varied environmental conditions including extreme temperatures, noise, and vibration.
  • Must be eligible to work in the United States.
  • Must have recent flying experience in a helicopter during the past 12 months.

Notes:

  • Must pass FBI and/or CORI background check prior to starting employment.
  • Subject to PRIA record review.
  • Pre-employment physical and drug and alcohol screening required.
  • Participation in random drug and alcohol testing in accordance with Part 120 of the Federal Aviation Regulations.
  • Valid U.S. passport, Real ID-compliant driver’s license, and authorization to work in the U.S.
  • This is a full-time, exempt position.
  • This position requires current COVID-19 and seasonal flu vaccinations, subject to medical or religious exemption requests.