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Contract Pilot Jobs in Wisconsin (NOW HIRING)

Stefanini

TECHNICIAN

Madison, WI · On-site

Stefanini provides the IT contract resources you need to implement crucial projects, handle short ... Work with Pilot Plant Leader to ensure Pilot Plant and business needs are met on an on-going and ...

Stefanini

SANITATION TECHNICIAN

Madison, WI · On-site

$16.75 - $20.25/hr

Stefanini provides the IT contract resources you need to implement crucial projects, handle short ... Work with Pilot Plant Leader to ensure Pilot Plant and business needs are met on an on-going and ...

Air Wisconsin Airlines

FIRST OFFICER

Milwaukee, WI · On-site

$97.44/hr

We offer a longevity match with no cap for pilots with 121 experience. Besides competitive pay, Air ... federal contract qualification standards, including those necessary for certification prior to ...

Berry-Aviation-Inc.

WI · On-site

$120 - $180/hr

Government contracts in OCONUS or austere environmentsPhysical requirementsAbility to lift and carry up to 50 pounds.Ability to perform pilot duties for flights of up to 10 hours.Ability to enter and ...

New

Palermo's Pizza

Pizza Food Scientist

Milwaukee, WI · On-site

Our commitment to quality has made Palermo's a leader in private label frozen pizza and contract ... Conduct bench-top, pilot plant, and manufacturing trials * Formulate products to meet quality ...

Varsity Tutors

FAA Tutor

Milwaukee, WI · Remote

$18 - $40/hr

... human factors for pilot certification. Ability to explain principles of flight, airspace ... Varsity Tutors does not contract in: Alaska, California, Colorado, Delaware, Hawaii, Maine, New ...

Varsity Tutors

FAA Tutor

Madison, WI · Remote

$18 - $40/hr

... human factors for pilot certification. Ability to explain principles of flight, airspace ... Varsity Tutors does not contract in: Alaska, California, Colorado, Delaware, Hawaii, Maine, New ...

CrossFire Group

Electrification Engineer

Oshkosh, WI · Hybrid

$58 - $64/hr

Contract (6 Months with Potential Contract-to-Hire) Pay Rate: $58.00 - $64.00 per hour Schedule ... Support prototype builds, pilot production, and manufacturing activities by troubleshooting ...

INDUS Technology

Physical Therapist

Harshaw, WI · On-site

$1.6K - $2.0K/wk

Aircrew surveys from 2020 to 2024 indicate up to 99% of fighter pilots experience flying-related ... Services contract. The ideal candidate has experience utilizing a range of principles and ...

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Showing results 1-20

All JobsContract Pilot JobsContract Pilot Jobs in Wisconsin

Contract Pilot information

See Wisconsin salary details

$50K

$132.1K

$202.9K

How much do contract pilot jobs pay per year?

As of Aug 21, 2026, the average yearly pay for contract pilot in Wisconsin is $132,141.00, according to ZipRecruiter salary data. Most workers in this role earn between $100,900.00 and $156,400.00 per year, depending on experience, location, and employer.

What is a contract pilot?

Contract pilots are professional pilots who are hired on a temporary or per-assignment basis, rather than as full-time employees of an airline or company. They typically operate private jets, corporate aircraft, or charter flights for individuals or organizations that need flight services for a limited period. Contract pilots are responsible for pre-flight planning, operating the aircraft safely, ensuring compliance with aviation regulations, and sometimes handling administrative tasks related to each flight. This flexible arrangement allows both pilots and employers to meet their scheduling and operational needs without long-term commitments.

What does a contract pilot do?

A contract pilot is an aviation professional who operates helicopters, charter planes, or another aircraft on a per-job basis. As a contract pilot, you work directly with corporate or individual clients to fly an aircraft between locations and transport passengers or cargo. Your contract may be for a single trip or multiple trips. However, you operate as an independent contractor, so you are responsible for maintaining your credentials and insurance. Working as a contract pilot provides you with greater flexibility than being a pilot for an airline or the military.

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

To thrive as a Contract Pilot, you need extensive flight experience, an active commercial or airline transport pilot license (CPL/ATPL), and current medical certification. Familiarity with specific aircraft types, proficiency in using advanced avionics systems, and completion of required type ratings are typically necessary. Strong decision-making, adaptability, and effective communication skills help you manage diverse flying environments and coordinate with clients and crews. These competencies ensure safety, regulatory compliance, and reliable service in varied and dynamic aviation assignments.

What are some common challenges faced by contract pilots when adapting to different aircraft and client expectations?

Contract pilots often fly a variety of aircraft types for different clients, which can require quick adaptation to new cockpit layouts, avionics systems, and company-specific procedures. Additionally, each client may have unique operational standards and expectations regarding communication, scheduling, and reporting. Staying organized, maintaining up-to-date certifications, and being proactive in learning new processes are key strategies for overcoming these challenges. Strong interpersonal skills also help contract pilots integrate smoothly with new crews and flight departments.

What is the difference between Contract Pilot vs Commercial Pilot?

AspectContract PilotCommercial Pilot
CertificationsCommercial Pilot Certificate, possibly additional type ratingsCommercial Pilot Certificate, multi-engine ratings often required
Work EnvironmentHired on a temporary basis for specific contracts, often freelanceEmployed by airlines, charter companies, or corporate operators
Employer & Industry UsageContract basis across various operators, including private and cargoFull-time or part-time employment within commercial aviation

Contract pilots typically hold a commercial pilot certificate and work on a temporary or project basis, often flying for multiple operators. Commercial pilots are usually employed full-time by airlines or companies, with a focus on scheduled or charter flights. The main difference lies in employment type and job stability, with contract pilots offering flexibility and diverse opportunities, while commercial pilots often have more consistent employment within the commercial aviation industry.

More about Contract Pilot jobs

What are the most commonly searched types of Pilot jobs in Wisconsin?

The most popular types of Pilot jobs in Wisconsin are:

What are popular job titles related to Contract Pilot jobs in Wisconsin?

For Contract Pilot jobs in Wisconsin, the most frequently searched job titles are:

What job categories do people searching Contract Pilot jobs in Wisconsin look for?

The top searched job categories for Contract Pilot jobs in Wisconsin are:

What cities in Wisconsin are hiring for Contract Pilot jobs?

Cities in Wisconsin with the most Contract Pilot job openings:

Contract Pilot jobs near you
Infographic showing various Contract Pilot job openings in Wisconsin as of August 2026, with employment types broken down into 2% As Needed, 89% Full Time, 8% Part Time, and 1% Contract. Highlights an 91% Physical, 2% Hybrid, and 7% Remote job distribution, with an average salary of $132,141 per year, or $63.5 per hour.

TECHNICIAN

Stefanini

Madison, WI • On-site

Contractor

Re-posted yesterday

Job description

Company Description

We help Procurement and Recruiting departments faced with the challenge of filling multiple IT-related openings for either long-term employment, or short-term projects. They need to find reliable candidates, with the right expertise, quickly and at the right cost to enable their company to remain competitive, and to increase profit and efficiency.


Stefanini provides the IT contract resources you need to implement crucial projects, handle short-term assignments, or fulfill long-term placements. Our IT staffing services free you from the challenges of finding, recruiting, training and retaining high-quality professional staff, and allow you to focus on managing your business growth.


We provide the ongoing skill development to ensure that professionals placed at your site are trained in leading technologies to support your information technology hardware, software, and network infrastructure. Augment your staff for short or long-term engagements, or for specialized expertise on specific projects.


We have more than 25 years of staffing industry knowledge and can provide you with superior

candidates to match your technical and professional needs.

Job Description

Directly work with  developers /pilot plant staff to understand and advance business initiatives and objectives.

Set up and execute Pilot Plant tests as planned.

Work with Pilot Plant Leader to ensure Pilot Plant and business needs are met on an on-going and continual basis.

Execute proper sanitation of pilot plant equipment and facilities as needed for on-going site production.

Proper facilitation of pilot plant plans and required documentation

Follow training programs for the Madison pilot plant.


Qualifications

Knowledge of meat processing and meat processing equipment is a plus.

Knowledge of SSOP's & GMP's as they pertain to food processing. 

Strong organizational skills with the ability to work autonomously.

Strong inner-personal skills with the ability to work in a team environment.

Able to lift 75 lbs. on a regular basis.

2+ years food industry or lab experience.


Additional Information

Duration: 6  Months Contract

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