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Weekend Contractor Jobs in Chicago, IL (NOW HIRING)

Oak Lawn Park District

Weekend Supervisor

Oak Lawn, IL · On-site

$19/hr

Weekend Supervisor The Weekend Building Supervisor position is responsible for a wide range of ... contracted, trips and private lessons. In order to encourage a healthy lifestyle for our staff ...

Galitz Court Apartments

Be Seen First

Independent Contractor, Apartment Building Handyman

Skokie, IL · On-site

$35 - $45/hr

... contractors, and management team. The Maintenance Tech must have the necessary tools to effectively ... Physically capable and available to work overtime including weekends, public holidays, and evenings ...

Urgent

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Showing results 41-60

All JobsContractor JobsWeekend Contractor JobsWeekend Contractor Jobs in Chicago, IL

Weekend Contractor information

See Chicago, IL salary details

$83.4K

$144.3K

$258.1K

How much do weekend contractor jobs pay per year?

As of Aug 16, 2026, the average yearly pay for weekend contractor in Chicago, IL is $144,321.00, according to ZipRecruiter salary data. Most workers in this role earn between $101,000.00 and $175,600.00 per year, depending on experience, location, and employer.

What is a weekend contractor?

Weekend contractors are professionals who perform contract-based work specifically during weekends, often to accommodate project deadlines, business needs, or their personal schedules. They may work in a variety of industries such as construction, IT, event management, or hospitality. This arrangement allows businesses to maintain productivity outside of standard weekday hours while offering flexibility for workers who cannot commit to a traditional workweek. Weekend contractors are typically hired for specific projects or tasks and may be paid hourly, per project, or on a retainer basis.

What are the key skills and qualifications needed to thrive as a weekend contractor?

To excel as a Weekend Contractor, you typically need relevant trade skills or professional expertise, such as carpentry, electrical, or general handyman abilities, often supported by certifications or licenses as required by the field. Familiarity with essential tools, safety protocols, and scheduling or project management systems is necessary for efficient work. Strong time management, reliability, and customer service skills help you stand out when working independently or with clients on tight deadlines. These abilities are crucial for delivering quality results, maintaining safety standards, and building a trustworthy reputation for short-term or project-based work.

What are the typical expectations and challenges for a weekend contractor in managing work-life balance?

Weekend Contractors are often expected to handle assignments during non-traditional hours, which can be ideal for those seeking flexible schedules or supplemental income. However, balancing personal commitments and rest with project deadlines can be a challenge, especially if weekend workloads fluctuate or urgent tasks arise. Clear communication with clients or supervisors about availability and setting boundaries is essential to maintain a healthy work-life balance. Collaborating with teams remotely or on-site may also require flexibility and proactive time management to ensure successful project delivery.

What is the difference between Weekend Contractor vs Part-Time Handyman?

AspectWeekend ContractorPart-Time Handyman
CredentialsMay require specialized licenses or certifications depending on the workUsually no formal certifications required, basic skills often sufficient
Work EnvironmentTypically works on specific projects, often on client sites or homesPerforms repairs and maintenance tasks, often in residential settings
Employer & Industry UsageHired by clients or companies for short-term projects, common in construction and renovationHired directly by homeowners or property managers for ongoing or one-off repairs

Weekend Contractors and Part-Time Handymen both work on a flexible schedule, but Weekend Contractors often handle specialized projects requiring certifications, while Part-Time Handymen focus on general repairs without formal credentials. The choice depends on the complexity of work and required expertise.

Do weekend contractors work on the weekend?

Weekend contractors typically work on weekends, as their schedule is often designed to accommodate projects or tasks during those days. Their work hours depend on the specific job requirements and client needs, but weekend work is common for this role.

What are the most commonly searched types of Contractor jobs in Chicago, IL?

The most popular types of Contractor jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Weekend Contractor jobs?

Cities near Chicago, IL with the most Weekend Contractor job openings:

Weekend Contractor jobs near you
Infographic showing various Weekend Contractor job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 70% Full Time, 24% Part Time, 4% Contract, and 1% Nights. Highlights an 94% Physical, 2% Hybrid, and 4% Remote job distribution, with an average salary of $144,321 per year, or $69.4 per hour.

Personal Training Independent Contractor

Glencoe Park District

Glencoe, IL • On-site

$45 - $60/hr

Contractor

Re-posted 18 days ago

Job description

The contractual split payout is typically in the $45-60 range per hour, depending on the personal training package purchased by the client.
This position is an independent contractor role, which requires the contractor to provide a current Certificate of Insurance; individuals serving in this capacity are not entitled to employee benefits or Park District workers' compensation coverage, and they assume full responsibility and liability for any claims, injuries, or property damage arising from the performance of contracted services.
Job Summary:
The Personal Trainer is responsible for developing and implementing personalized fitness programs for clients of the Glencoe Park District Fitness Center. Trainers will assess individual fitness levels, design tailored workouts, and provide motivation, education, and guidance to help clients achieve their fitness goals. This position is contracted and compensated through a revenue share model.
Qualifications:
  • Must be at least 18 years of age.
  • Current nationally recognized Personal Training Certification (e.g., ACE, NASM, NSCA, ISSA, or ACSM).
  • Current CPR/AED certification.
  • Minimum of one year of experience training individuals or small groups preferred.
  • Excellent communication and interpersonal skills.
  • Ability to work effectively with diverse populations and all fitness levels.

Required Knowledge:
  • Knowledge of exercise science, anatomy, and kinesiology.
  • Understanding of safe and effective exercise techniques.
  • Familiarity with fitness equipment, proper use, and maintenance.
  • Knowledge of health and wellness principles, including injury prevention and nutrition fundamentals.

Required Skills:
  • Ability to motivate and inspire clients to reach their goals.
  • Strong time management and organizational skills.
  • Ability to modify workouts based on client needs and limitations.
  • Excellent customer service and client retention skills.
  • Ability to work independently and maintain a professional demeanor.

Essential Duties and Responsibilities:
  • Conduct fitness assessments and develop individualized training programs.
  • Instruct clients in proper exercise techniques, equipment usage, and form.
  • Monitor client progress and adjust programs as needed.
  • Maintain accurate session records and submit required documentation in a timely manner.
  • Promote personal training services to prospective and current fitness members.
  • Maintain a clean and safe training environment.
  • Represent the Glencoe Park District professionally and courteously at all times.

Hours:
Due to the nature of Park District programming, evening, weekend, and some holiday hours are to be expected.
Trainers set their own schedules based on client availability and facility hours.
Pay Scale:
This is an independent contractor position compensated through a revenue split model.
Compensation is based on the number of training sessions conducted and client participation.
The contractual split payout is typically in the $45-60 range per hour, depending on the personal training package purchased by the client.
Final compensation will be determined in good faith based on an evaluation of the candidate's qualifications, experience, and the recommendation of the Fitness Manager and Department Head.
Benefits Include:
  • Complimentary Park District Fitness Center Membership
  • Program and Rental Discounts

To review the full job description, please contact the hiring manager.
Glencoe Park District is an equal opportunity employer, and all qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity or expression, pregnancy, age, national origin, disability status, genetic information, protected veteran status, or any other characteristic protected by law. Those applicants requiring reasonable accommodation to the application/interview process should notify the human resource manager.

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