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Maintenance Contractor Jobs in Chicago, IL (NOW HIRING)

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Maintenance Contractor information

See Chicago, IL salary details

$12

$32

$57

How much do maintenance contractor jobs pay per hour?

As of Aug 22, 2026, the average hourly pay for maintenance contractor in Chicago, IL is $32.52, according to ZipRecruiter salary data. Most workers in this role earn between $23.75 and $39.38 per hour, depending on experience, location, and employer.

What is a maintenance contractor?

Maintenance contractors are professionals or companies hired to perform repair, upkeep, and preventive maintenance tasks for buildings, equipment, or machinery. They may work in various settings, such as residential, commercial, or industrial properties, and are responsible for ensuring that facilities and systems operate efficiently and safely. Maintenance contractors can handle a wide range of services, including electrical, plumbing, HVAC, and general handyman work. Their expertise helps to minimize downtime, extend the lifespan of assets, and ensure compliance with safety standards.

What are some common challenges maintenance contractors face when working with multiple clients and facilities?

Maintenance Contractors often juggle responsibilities across several sites, which can make scheduling and prioritizing tasks a challenge. Each facility may have unique systems, equipment, and safety protocols, requiring contractors to adapt quickly and maintain a broad technical skill set. Effective communication with site managers and other contractors is essential to ensure repairs are completed efficiently and minimize downtime. Staying organized and proactive in managing work orders and client expectations is key to success in this dynamic role.

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

To thrive as a Maintenance Contractor, you need a solid understanding of building systems, mechanical and electrical repairs, and often a relevant trade certification or license. Familiarity with tools such as power tools, diagnostic equipment, and work order management software is typically required. Strong problem-solving abilities, attention to detail, and effective communication skills help distinguish top performers in this field. These skills ensure timely, safe, and cost-effective maintenance solutions that meet client and regulatory standards.

What is the difference between Maintenance Contractor vs Maintenance Technician?

AspectMaintenance ContractorMaintenance Technician
CredentialsVaries; often requires certifications in specific trades or general contractor licensesTypically requires technical certifications or vocational training in maintenance or repair
Work EnvironmentOften works on multiple sites, including commercial, industrial, or residential propertiesUsually based at a specific facility or site, performing routine maintenance tasks
Employer & Industry UsageHired by property managers, companies, or clients for project-based or ongoing maintenanceEmployed directly by a company or facility to perform regular maintenance duties

While both roles involve maintenance work, a Maintenance Contractor typically operates across multiple sites and handles larger projects, often requiring specific certifications. In contrast, a Maintenance Technician usually works on-site performing routine repairs and preventive maintenance. Understanding these differences helps in choosing the right professional for your maintenance needs.

What does a maintenance contractor do?

A maintenance contractor performs repairs, inspections, and preventive maintenance on buildings, equipment, or systems to ensure proper functioning and safety. They may work with tools, follow safety protocols, and often require certifications or specialized skills depending on the scope of work.

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

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

What are popular job titles related to Maintenance Contractor jobs in Chicago, IL?

For Maintenance Contractor jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Maintenance Contractor jobs in Chicago, IL look for?

The top searched job categories for Maintenance Contractor jobs in Chicago, IL are:

Maintenance Contractor jobs near you
Infographic showing various Maintenance Contractor job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 82% Full Time, 14% Part Time, 2% Contract, and 1% Nights. Highlights an 95% Physical, 2% Hybrid, and 3% Remote job distribution, with an average salary of $67,642 per year, or $32.5 per hour.

Commercial Roofing Services - Independent Contractor Companies

City Wide Facility Solutions

Carol Stream, IL

Contractor

Posted 19 days ago

Job description

Description

City Wide Facility Solutions is the largest management company in the building maintenance industry. We secure and manage commercial contracts and partner with skilled independent contractors to perform the work. We handle the sales, client communication, billing, and collections - so you can focus on doing what you do best.

We are selectively partnering with established Independent Contractors and service companies to service our commercial clients in the region. If you operate a structured business, deliver professional facility maintenance, restoration, or renovation services, and are looking for steady, recurring work - without the burden of chasing new contracts or managing collections - this may be a strong fit.

City Wide helps you grow your revenue, keep your crews busy, and get paid consistently - including guaranteed payment on the 10th for work performed.

We operate throughout South Chicagoland and Northwest Indiana - a strong commercial market with warehouses, medical facilities, manufacturing sites, schools, and municipal buildings.

For more information, contact Sandra Rivas at 708-365-8535 or chicagoshores-ic@gocitywide.com.

Requirements

We are selectively partnering with contractors who meet the following:

  • Proven experience in commercial roofing (required)
  • Proper licensing for commercial roofing work (as applicable)
  • General liability insurance and workers' compensation coverage
  • Ability to assess, quote, and execute projects independently
  • Professional-grade equipment and crew
  • Strong communication and reliability
  • Commitment to safety, quality, and timelines

Preferred:

  • Experience working in occupied commercial or medical environments
  • Ability to provide clear documentation (photos, reports, scope clarity)

The Opportunity

ity Wide Facility Solutions is seeking a qualified commercial roofing contractor to support a current client project within our portfolio.

This is a project-based opportunity with the potential for ongoing work across multiple commercial properties, depending on performance, professionalism, and execution quality.

We manage a large base of commercial clients across office, medical, industrial, and institutional facilities. Our model is built around bringing vetted service providers into well-scoped, professionally managed opportunities—allowing contractors to focus on execution, not sales.

If you are looking to supplement your pipeline with well-defined commercial work and long-term partnership potential, this may be a strong fit.

If this is your company, keep reading.

INDEPENDENT CONTRACTORS MUST PROVIDE THE FOLLOWING:

  • Valid Business License (if necessary for the service type)
  • Worker's Compensation Insurance
  • General Liability Insurance
  • Federal EIN #
  • Other verifiable business
  • 18 years of age minimum
  • Favorable background investigation results
  • You can not be a sole proprietor

The selected contractor will be responsible for delivering high-quality commercial roofing services, which may include:

  • Roof inspections and condition assessments
  • Leak detection and repair
  • Preventative maintenance
  • Partial or full roof replacement (as applicable)
  • Flat roof systems (TPO, EPDM, modified bitumen, etc.)
  • Proper documentation, reporting, and photo verification

Work will be performed in active commercial environments, requiring professionalism, coordination, and adherence to safety standards.

City Wide will:

  • Coordinate with the client
  • Define scope and expectations
  • Manage communication and administrative flow

You focus on:

Executing the work at a high level

Benefits

We help you grow a real business - not just pick up extra work.

  • Consistent, Recurring Contracts (No Hunting Required)

We bring you qualified commercial accounts so you can focus on operations - not cold calling, bidding, or chasing leads.

  • Reliable, On-Time Payments

Eliminate collections headaches. We handle billing and client payment - you get paid consistently and predictably.

  • Scale Your Revenue Quickly

Access multiple accounts across our territory - grow from a small crew to a multi-team operation with steady work.

  • Professional Account Management Support

Our Facility Solutions Managers handle client communication, inspections, and issue resolution - helping you retain accounts and maintain high standards.

  • No Sales, No Admin Burden

We manage contracts, client expectations, and service coordination - freeing you to focus on delivering quality work and building your team.

  • 20+ Other Opportunities

Expand into additional services (floor care, porter services, consumables, specialty cleaning) and increase revenue per account.

  • Long-Term Partnership Model

We are invested in your growth - many of our partners have scaled into six-figure and multi-crew businesses with us.

Apply