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Live In Ferry Pilot Jobs in Chicago, IL (NOW HIRING)

Hornblower

Seadog Captain- City Cruise Chicago

Chicago, IL · On-site

$28 - $40/hr

City Ferry, part of Hornblower Group's Ferry and Transportation Division, is the largest private ... Headquartered in Orlando, Florida, Hornblower Group's additional corporate offices reside in San ...

Hornblower

Captain Hourly- City Experiences

Chicago, IL · On-site

$28 - $38/hr

City Ferry, part of Hornblower Group's Ferry and Transportation Division, is the largest private ... Headquartered in Orlando, Florida, Hornblower Group's additional corporate offices reside in San ...

Chubb

Talent Development Business Partner

Chicago, IL · On-site

$85K - $100K/yr

Leadership coaching (Hogan, Korn Ferry, etc.) or similar. * Experience with self-assessments (not ... and live virtual instructor-led experiences. * Project and vendor management. * Working in B2B, ...

Chubb

Talent Development Business Partner

Chicago, IL · On-site

$85K - $100K/yr

Leadership coaching (Hogan, Korn Ferry, etc.) or similar. * Experience with self-assessments (not ... and live virtual instructor-led experiences. * Project and vendor management. * Working in B2B, ...

W S DARLEY & CO

Uncrewed Systems Specialist

Itasca, IL

$55K - $65K/yr

In addition to providing prompt technical support and ensuring smooth system performance, this role also supports live demonstrations as a drone pilot, showcasing system capabilities to customers and ...

W S Darley & Co

Uncrewed Systems Specialist

Itasca, IL · On-site

$55K - $65K/yr

In addition to providing prompt technical support and ensuring smooth system performance, this role also supports live demonstrations as a drone pilot, showcasing system capabilities to customers and ...

W S DARLEY & CO

Uncrewed Systems Specialist

Itasca, IL · On-site

$55K - $65K/yr

In addition to providing prompt technical support and ensuring smooth system performance, this role also supports live demonstrations as a drone pilot, showcasing system capabilities to customers and ...

W S DARLEY & CO

Uncrewed Systems Specialist

Itasca, IL

$55K - $65K/yr

In addition to providing prompt technical support and ensuring smooth system performance, this role also supports live demonstrations as a drone pilot, showcasing system capabilities to customers and ...

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All JobsLive In Ferry Pilot JobsLive In Ferry Pilot Jobs in Chicago, IL

Live In Ferry Pilot information

See Chicago, IL salary details

$51K

$134.9K

$207.1K

How much do live in ferry pilot jobs pay per year?

As of Aug 11, 2026, the average yearly pay for live in ferry pilot in Chicago, IL is $134,863.00, according to ZipRecruiter salary data. Most workers in this role earn between $103,000.00 and $159,700.00 per year, depending on experience, location, and employer.

What is a live in ferry pilot?

A Live In Ferry Pilot is a professional pilot who specializes in transporting aircraft from one location to another, often over long distances or international borders. 'Live In' refers to the arrangement where the pilot temporarily resides near the client's location or with the client during the ferrying period, allowing greater flexibility and availability. This role is critical for aircraft delivery, relocation, or when owners need their planes moved but cannot fly them personally. Live In Ferry Pilots must be highly skilled, adaptable to various aircraft types, and knowledgeable in aviation regulations across different countries. They often work on a contract basis and may be responsible for planning the route, handling customs paperwork, and ensuring the safe transfer of the aircraft.

What is the difference between Live In Ferry Pilot vs Commercial Ferry Pilot?

AspectLive In Ferry PilotCommercial Ferry Pilot
CertificationsCommercial Pilot License, Ferry Pilot EndorsementCommercial Pilot License, Ferry Pilot Endorsement
Work EnvironmentResidential ferry routes, often remote locationsVarious routes, including urban and remote areas
Employer & IndustryFerry companies, transportation servicesFerry operators, transportation industry

Both Live In Ferry Pilots and Commercial Ferry Pilots require similar certifications and work in ferry transportation. The key difference is that Live In Ferry Pilots typically reside on-site and operate in remote or residential routes, while Commercial Ferry Pilots may work on a broader range of routes without living on-site. Understanding these distinctions helps candidates choose the role that best fits their lifestyle and career goals.

What are some common challenges faced by live in ferry pilots, and how can applicants prepare for them?

Live In Ferry Pilots often face challenges such as adapting to frequently changing schedules, navigating unfamiliar routes, and managing the physical demands of extended periods on the water. It’s important to be comfortable with flexible work hours and to have strong problem-solving skills for unexpected weather or mechanical issues. Applicants can prepare by gaining experience with a variety of vessel types, refining their navigation skills, and staying up-to-date with safety protocols. Teamwork and clear communication with crew members are also essential for success in this role.

How to get a job as a live in ferry pilot?

To become a live-in ferry pilot, candidates typically need a commercial pilot license with an instrument rating, experience in flying large aircraft or ferrying aircraft, and familiarity with navigation and safety protocols. Employers may also require specific certifications, a clean flying record, and the ability to work long hours in remote environments.

How much do live in ferry pilots make?

Live-in ferry pilots typically earn between $50,000 and $100,000 annually, depending on experience, the type of aircraft, and the employer. Compensation may include benefits such as housing, per diems, and overtime pay, with pilots often required to hold commercial pilot certificates and relevant flight hours.

What are the key skills and qualifications needed to thrive as a live in ferry pilot?

To thrive as a Live In Ferry Pilot, you need a commercial pilot license, strong navigation and flight planning skills, and thorough knowledge of aviation safety regulations. Familiarity with various aircraft types, proficiency in using avionics systems, and certifications like instrument and multi-engine ratings are typically required. Strong problem-solving, adaptability, and effective communication are essential soft skills for managing unexpected situations and coordinating with ground crews. These competencies ensure the safe, timely, and efficient delivery of aircraft, often across diverse and challenging environments.
What are the most commonly searched types of Ferry Pilot jobs in Chicago, IL? The most popular types of Ferry Pilot jobs in Chicago, IL are:
What job categories do people searching Live In Ferry Pilot jobs in Chicago, IL look for? The top searched job categories for Live In Ferry Pilot jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Live In Ferry Pilot jobs? Cities near Chicago, IL with the most Live In Ferry Pilot job openings:
Live In Ferry Pilot jobs near you
Infographic showing various Live In Ferry Pilot job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 71% Full Time, 25% Part Time, and 3% Contract. Highlights an 87% Physical, 2% Hybrid, and 11% Remote job distribution, with an average salary of $134,863 per year, or $64.8 per hour.

VFR Medical Pilot - Sign-on Bonus

Northeast Healthcare Recruitment

Harvey, IL • On-site

Full-time

Re-posted 9 days ago

Job description

Sign-on Bonus up to $50,000! VFRMedical Pilot to join our mission-driven team. Operating under CAMTS guidelinesto provide life-saving medical transport services. You will play a vital rolein ensuring safe and efficient patient transport while upholding the higheststandards of safety and professionalism.

Aircraft: AS350 VFR/NVG (Instrument ratingrequired)

Operations: 24-hour operations with day/nightrotation

Compensationand Benefits: Sign-on Bonus up to $50,000. Weoffer a range of competitive pay and benefits packages. This package includesshift bonuses, shift incentives, Annual Safety Bonus, Annual Employee Bonus,and much more!

Location& Schedule: Phoenix Sky Harbor, AZ. 7 & 7 schedule (base schedule day of week may vary, schedulechanges may be required). Must live within a 1-hour commute from the base.

AdditionalInformation: Relocationpackage available with a 2-year minimum service requirement per CBA ifutilized. If an aircraft transition is required, a 1-year minimum servicerequirement per CBA applies. Housing is not provided.

Requirements:

  • Commercialand Instrument Helicopter Ratings
  • FirstClass Medical
  • CAMTSRequirement // 2,000 Total Hours // 1,500 Hours Helicopter // 1,000 Hours PICHelicopters // 500 Hours Turbine Helicopters // 100 Hours in Unaided NightOperations or 50 Hours Unaided and 100 Hours Night Vision Goggles (NVG)
  • Candidatesmust meet 235 pounds body weight
  • StrongCommunication, Internal and External Customer Service Skills
  • Interviewand acceptance by customer and management
  • AnnualFlu Vaccine not required
  • Mustbe able to pass pre-placement physical exam including functional capacity exam(strength and flexibility assessment, lift 100 pounds to assist in the loadingand unloading of patients and equipment.), drug screening and backgroundscreen.
  • DemonstratedInternal and External Customer Service skills
  • Excellentverbal and written communication skills
Northeast Healthcare Recruitment logo

About Northeast Healthcare Recruitment

Sourced by ZipRecruiter

Northeast Healthcare Recruitment (NEHCR) is a leader in the healthcare recruitment industry and is based in Plymouth, MA, US. With an established online presence through nehcr.com, the company provides a variety of recruiting solutions in the healthcare sector. Since its inception, the mission of NEHCR has been to help better the lives of others by matching the best healthcare professionals with the right opportunities. They leverage their expertise and vast network to connect healthcare providers with facilities needing these specialized skills.

Industry

Health care and social assistance

Company size

11 - 50 Employees

Headquarters location

Plymouth, MA, US

Year founded

2011

Social media

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