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Independent Contractor Property Inspector Jobs in Chicago, IL

FAR Inspections

Self-Directed Vacancy Driver

Chicago, IL · On-site

$25 - $35/hr

Independent Contractor Field Inspector FAR Inspections is actively seeking a reliable independent ... FAR Inspections is a leading provider of property data for mortgage lenders nationwide. Based in ...

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All JobsIndependent Contractor Property Inspector JobsIndependent Contractor Property Inspector Jobs in Chicago, IL

Independent Contractor Property Inspector information

See Chicago, IL salary details

$29.4K

$51.2K

$77.8K

How much do independent contractor property inspector jobs pay per year?

As of Aug 15, 2026, the average yearly pay for independent contractor property inspector in Chicago, IL is $51,180.00, according to ZipRecruiter salary data. Most workers in this role earn between $40,200.00 and $59,200.00 per year, depending on experience, location, and employer.

Is it hard to become an independent contractor property inspector?

Becoming an independent contractor property inspector typically requires knowledge of building codes, inspection procedures, and relevant certifications, which can involve training and passing exams. The job often offers flexible schedules but may require experience or licensing depending on local regulations, making the entry process vary in difficulty.

What is the difference between Independent Contractor Property Inspector vs Home Inspector?

AspectIndependent Contractor Property InspectorHome Inspector
CredentialsMay require certifications like InterNACHI or ASHI, but less regulatedOften requires state licensing and specific certifications
Work EnvironmentSelf-employed, working on multiple properties, flexible scheduleTypically employed by inspection companies or independently, inspecting residential properties
Industry UsageUsed across real estate transactions, rental assessments, and insurance inspectionsPrimarily involved in residential real estate transactions for buyers and sellers

While both roles involve property assessments, Independent Contractor Property Inspectors often operate independently with flexible schedules and may not require strict licensing, whereas Home Inspectors usually need specific state licenses and certifications. Both serve the real estate industry but focus on different scopes and regulatory requirements.

What is an independent contractor property inspector?

Independent Contractor Property Inspectors are professionals hired on a contract basis to assess and report on the condition of residential or commercial properties. They typically work for banks, insurance companies, or property management firms, providing unbiased evaluations that help clients make informed decisions about property purchases, insurance claims, or maintenance needs. Unlike full-time employees, these inspectors operate independently, setting their own schedules and often working for multiple clients. Their work may include taking photographs, documenting property conditions, and submitting detailed reports. No formal licensing is required in most areas, but industry certifications and experience in construction or real estate are often preferred.

What are common challenges faced by independent contractor property inspectors, and how can they be addressed?

Independent Contractor Property Inspectors often encounter challenges such as managing a variable workload, adapting to different property types, and ensuring compliance with local inspection standards. It can also be demanding to coordinate schedules with clients and maintain detailed, accurate reports while working independently. To address these challenges, inspectors should develop strong organizational skills, remain up-to-date with industry regulations, and leverage technology such as scheduling and reporting software to streamline their workflow. Building positive client relationships and maintaining clear communication also contribute to long-term success in this role.

What skills and qualifications are needed to be an independent contractor property inspector?

To thrive as an Independent Contractor Property Inspector, you need a solid understanding of property assessment, attention to detail, and typically a background in real estate, construction, or insurance. Familiarity with inspection software, digital cameras, and sometimes state licensure or certification is generally required. Strong organizational, time management, and communication skills help you efficiently document findings and interact with clients. These abilities ensure accurate, timely inspections and professional service, which are crucial for client satisfaction and regulatory compliance.

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

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

What are popular job titles related to Independent Contractor Property Inspector jobs in Chicago, IL?

For Independent Contractor Property Inspector jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Independent Contractor Property Inspector jobs in Chicago, IL look for?

The top searched job categories for Independent Contractor Property Inspector jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Independent Contractor Property Inspector jobs?

Cities near Chicago, IL with the most Independent Contractor Property Inspector job openings:

Independent Contractor Property Inspector jobs near you
Infographic showing various Independent Contractor Property Inspector job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 75% Full Time, 17% Part Time, and 7% Contract. Highlights an 92% Physical, 2% Hybrid, and 6% Remote job distribution, with an average salary of $51,180 per year, or $24.6 per hour.

Independent Contractor - Commercial Cleaning Services

City Wide Facility Solutions

Orland Park, IL

$14 - $16.25/hr

Full-time

Re-posted yesterday

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 currently looking for established Independent Contractors to service our commercial clients in the region. If you have a structured business, provides professional window washing services and want steady, recurring work without chasing new contracts or unpaid invoices, 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 , 312-912-9693 or chicagoshores-ic@gocitywide.com.

Requirements

This is for serious operators with legal entity -not a hobbyists.

INDEPENDENT CONTRACTORS MUST PROVIDE THE FOLLOWING:

  • We are selectively partnering with contractors who meet the following:
    • Proven experience in commercial cleaning (required)
    • Ability to staff and manage accounts reliably
    • Professional cleaning equipment and supplies (or ability to obtain)
    • General liability insurance (required)
    • Workers' compensation coverage (as applicable)
    • Reliable transportation
    • Strong communication and accountability
    • Commitment to quality, consistency, and professionalism
  • Preferred:
    • Experience with medical, office, or institutional facilities
    • Ability to perform inspections and maintain quality control
    • Capacity to take on recurring accounts

The Opportunity

City Wide Facility Solutions is seeking experienced commercial cleaning contractors to support our growing portfolio of commercial clients across the region.

We manage facility maintenance for offices, medical facilities, schools, and industrial properties-and we are building a network of professional service partners who can deliver consistent, high-quality results.

This is an opportunity to access steady, recurring commercial work without the need to prospect, bid blindly, or chase payments.

If you operate a structured cleaning business and are looking to grow with reliable accounts and long-term stability, this may be a strong fit.

The selected contractor will provide professional commercial cleaning services, including:

  • General janitorial services (dusting, vacuuming, mopping, trash removal)
  • Restroom cleaning and sanitation
  • Breakroom and common area cleaning
  • Floor care (hard surface maintenance, basic care programs)
  • High-touch surface disinfection
  • Periodic services (deep cleaning, detailing, specialty tasks as needed)

Work may include:

  • Nightly or scheduled recurring service (typically 5x per week or as defined)
  • After-hours work in occupied facilities
  • Coordination with facility managers and City Wide team

You will be expected to:

  • Follow defined scopes and specifications
  • Maintain consistency and attention to detail
  • Deliver inspection-ready results

City Wide will:

  • Manage the client relationship
  • Define scope and service expectations
  • Handle communication, billing, and collections

You focus on:
Executing consistently at a high level

Benefits

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

    • Consistent, Qualified Work
      • Access to commercial opportunities without chasing leads or bidding cold
    • Structured, Professional Engagements
      • Clear scopes of work
      • Organized communication
      • Reliable client environments
    • Focus on Execution, Not Sales
      • Spend your time where it matters:
        • Delivering quality work
        • Generating revenue
    • Recurring Revenue Potential
      • Routine maintenance programs
      • Multi-location clients
      • Repeat service cycles
    • Long-Term Partnership Opportunity
      • Access to additional service opportunities
      • Expanded client portfolios
      • Priority consideration for future work

Apply