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Independent Contractor Logging Jobs in Chicago, IL

Photon

Sr. Developer - FullStack - Cleveland, OH

Chicago, IL · On-site

$133K - $172K/yr

Configure and maintain monitoring, logging, and alerting using Stackdriver (Cloud Monitoring ... This position is available for independent contractors No applications will be considered if ...

Jorie AI

Software Engineer

Oak Brook, IL · On-site

$90K - $120K/yr

Maintain secure credential handling, logging, and audit trails in line with HITRUST/HIPAA ... Ability to work independently and as part of a team. * Excellent communication and interpersonal ...

Exelon

Trans System Operator I

Lombard, IL · On-site

Support routing work, switching, logging, analysis of data, etc. * Perform assigned tasks as ... Independent judgment is essential in making the real time decisions necessary to maintain the ...

Jorie AI

Software Engineer

Oak Brook, IL · Remote

Maintain secure credential handling, logging, and audit trails in line with HITRUST/HIPAA ... Ability to work independently and as part of a team. * Excellent communication and interpersonal ...

Jorie AI

Software Engineer

Oak Brook, IL · Remote

Maintain secure credential handling, logging, and audit trails in line with HITRUST/HIPAA ... Ability to work independently and as part of a team. * Excellent communication and interpersonal ...

VIVA USA INC

Research Editor

Chicago, IL · On-site

Research Editor - Contractor The client is seeking a talented, mission-driven editor with a passion ... independently and collaboratively to produce high-quality work. This job has no direct reports.

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All JobsIndependent Contractor Logging JobsIndependent Contractor Logging Jobs in Chicago, IL

Independent Contractor Logging information

See Chicago, IL salary details

$406

$1.1K

$2.1K

How much do independent contractor logging jobs pay per week?

As of Aug 14, 2026, the average weekly pay for independent contractor logging in Chicago, IL is $1,122.17, according to ZipRecruiter salary data. Most workers in this role earn between $742.31 and $1,248.08 per week, depending on experience, location, and employer.

What is an independent contractor logging?

Independent Contractor Loggers are self-employed professionals who harvest timber and manage logging operations on a contractual basis rather than as employees of a company. They are responsible for cutting, skidding, and transporting logs, and may also handle tasks such as equipment maintenance and site restoration. These contractors work with landowners, timber companies, or government agencies to fulfill specific logging projects, ensuring compliance with safety and environmental regulations. Their independence allows them flexibility in choosing projects and managing their own business operations.

What skills and qualifications are needed to thrive as an independent contractor in logging?

To thrive as an Independent Contractor in Logging, you need expertise in forestry operations, equipment handling, and compliance with safety and environmental regulations, often backed by relevant experience or training. Familiarity with chainsaws, harvesters, skidders, GPS mapping systems, and sometimes certification in logging safety (such as OSHA or state programs) is important. Strong problem-solving, self-motivation, and effective communication are essential soft skills for working independently and coordinating with landowners or timber companies. These skills and qualifications ensure safe, efficient, and environmentally responsible logging operations while supporting business success and regulatory compliance.

What are common challenges faced by independent contractor loggers, and how can they prepare for them?

Independent contractor loggers often encounter challenges such as fluctuating wood prices, seasonal work interruptions due to weather, and the need to maintain expensive equipment. To prepare, it's important to build strong relationships with timber buyers and mills, maintain a flexible work schedule, and set aside funds for equipment repairs and slow periods. Additionally, staying informed about safety regulations and investing in ongoing training can help contractors remain competitive and operate safely.

Where do independent contractor loggers make the most money?

Independent contractor loggers tend to earn higher wages in regions with abundant timber resources and active forestry industries, such as areas with large-scale logging operations. Income can also be influenced by experience, certifications, equipment used, and the complexity of logging jobs, with remote or high-demand areas often offering better pay. However, earnings vary widely based on local market conditions and individual skill levels.

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

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

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

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

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

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

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

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

Independent Contractor Logging jobs near you

Flexible CDL A Owner Operator - Local - Regional - OTR - $10K Sign On Bonus

The Driving Desk

Chicago, IL • On-site

$235K - $287K/yr

Contractor

Re-posted 29 days ago

Job description


Job Type: Independent Contractor / Owner Operator

Freight Type: Dry Van

Home Time: Flexible – Daily, Weekly, Every 2 Weeks, Every 3 Weeks, or Custom Schedule

Revenue Potential: $235,000 – $287,000+ Annual Gross Revenue

Signing Incentive: $10,000

Job Overview

We are seeking experienced Owner Operators to join a large nationwide freight network offering complete load selection freedom, no forced dispatch, and access to a high-volume freight marketplace.

This opportunity is ideal for independent contractors who want control over their business, freight choices, routes, and home time while maximizing revenue through a robust load board and extensive freight network.

With access to regional, OTR, and local opportunities, contractors can build a schedule that fits their business goals and lifestyle.

Revenue & Compensation
  • Annual Gross Revenue: $235,000 – $287,000+
  • Average Rate Per Mile: $2.67
  • $10,000 Signing Incentive
  • Contractor of the Month Bonus: $500
  • Contractor of the Year Bonus: $2,500
Compensation Options

Option A

  • 65% Linehaul Revenue
  • 100% Fuel Surcharge

Option B

  • 70% All-In Rate
Additional Pay
  • Detention Pay: $15/hour after 2 hours
  • Trailer Search Compensation
  • Weekly Settlements
  • Direct Settlement Processing
Home Time

Choose the schedule that works best for you:

  • Home Daily
  • Semi-Daily
  • Weekly Home Time
  • Weekly 34-Hour Reset
  • Every Two Weeks
  • Every Three Weeks

No forced dispatch means you decide when and where you run.

Freight & Operations
  • Dry Van Freight
  • Regional, OTR, and Local Loads Available
  • Drop & Hook Opportunities
  • Live Load Opportunities
  • Access to a large nationwide freight network
  • Pre-plan up to 4 loads at one time
  • Book freight directly from mobile app
Why Owner Operators Like This Opportunity
  • No Forced Dispatch
  • Choose Your Own Loads
  • Build Your Own Routes
  • Control Your Revenue Potential
  • Access to a Large Freight Network
  • Weekly Settlements
  • Dedicated Business Support Programs
Fuel & Maintenance Savings
  • Average Fuel Savings: Up to $0.50 per gallon
  • Average Monthly Fuel Savings: Approximately $550
  • 100% Fuel Discount Passed Through
  • Tire Discounts Available
  • Parts & Service Discounts
  • OEM Truck Discounts Available
Business Support
  • Insurance Program Options
  • Accounting Services Available
  • Financing Assistance Available
  • Roadside Assistance Programs
  • Weigh Station Bypass Technology Available
Requirements
  • Valid Class A CDL
  • Minimum 6 Months CDL-A Experience
  • Sleeper Tractor Required
  • Truck must weigh 20,000 lbs or less
  • Fifth Wheel Height: 47.5 inches or less
  • Electronic Logging Device (ELD) Required
  • Forward-Facing Camera Required
  • Occupational Accident Insurance Required
  • Non-Trucking Liability Insurance Required
Equipment OptionsBring Your Own Equipment
  • ELD
  • Tablet
  • Dash Camera
Equipment Program Available
  • ELD Provided
  • Forward-Facing Camera Provided
  • Tablet Included
Benefits of Partnering
  • Complete Independence
  • Flexible Home Time
  • Weekly Pay
  • Fuel Discounts
  • Maintenance Discounts
  • Freight Network Access
  • Business Support Services
  • Revenue Growth Opportunities
Ideal Candidate

This opportunity is ideal for owner operators who:

  • Want control over their business
  • Prefer choosing their own freight
  • Want access to a large load board
  • Are focused on maximizing revenue
  • Value flexibility and independence
  • Want consistent freight opportunities

Apply today to learn more about this owner operator opportunity and determine if your equipment qualifies.