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Entry Level Contractor Jobs in Chicago, IL (NOW HIRING)

Integrityfex

Entry Level Sales Agent

Portage, IN · Remote

What You'll Do As an Entry-Level Insurance Sales Representative, you will: * Meet with prospective ... Compensation This is a 1099 independent contractor opportunity . Compensation is commission-based.

Integrityfex

Entry Level Sales Agent

Brookfield, IL · Remote

What You'll Do As an Entry-Level Insurance Sales Representative, you will: * Meet with prospective ... Compensation This is a 1099 independent contractor opportunity . Compensation is commission-based.

Integrityfex

Entry Level Sales Agent

Chicago, IL · Remote

What You'll Do As an Entry-Level Insurance Sales Representative, you will: * Meet with prospective ... Compensation This is a 1099 independent contractor opportunity . Compensation is commission-based.

Integrityfex

Entry Level Sales Agent

Schaumburg, IL · Remote

What You'll Do As an Entry-Level Insurance Sales Representative, you will: * Meet with prospective ... Compensation This is a 1099 independent contractor opportunity . Earnings vary based on individual ...

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All JobsContractor JobsEntry Level Contractor JobsEntry Level Contractor Jobs in Chicago, IL

Entry Level Contractor information

See Chicago, IL salary details

$25.8K

$49.3K

$70.6K

How much do entry level contractor jobs pay per year?

As of Aug 22, 2026, the average yearly pay for entry level contractor in Chicago, IL is $49,273.00, according to ZipRecruiter salary data. Most workers in this role earn between $41,700.00 and $53,600.00 per year, depending on experience, location, and employer.

What is an entry level contractor?

Entry level contractors are individuals who are just starting their careers in a particular trade or industry and work on a contract basis, rather than as full-time employees. They typically perform tasks under supervision, gaining hands-on experience while learning industry standards and safety protocols. Entry level contractors may work in fields such as construction, IT, or engineering, and their responsibilities usually focus on supporting more experienced professionals, assisting with projects, and developing specialized skills. These positions often serve as a stepping stone to more advanced roles within the industry.

What types of projects and responsibilities can an entry level contractor expect to handle in their first year?

As an entry level contractor, you can expect to work on a variety of foundational tasks such as assisting with project documentation, performing site visits, helping to ensure compliance with safety regulations, and supporting more experienced team members with daily operations. You may also be responsible for communicating with suppliers, tracking project progress, and learning industry-specific software. These tasks are designed to provide hands-on experience, familiarize you with project workflows, and help build relationships with colleagues and clients, all of which are essential for growth in the contracting field.

What are the key skills and qualifications needed to thrive as an entry level contractor, and why are they important?

To thrive as an Entry Level Contractor, you need a basic understanding of construction principles, safety practices, and often a high school diploma or equivalent. Familiarity with hand and power tools, safety certifications like OSHA 10, and the ability to read blueprints are typically required. Strong work ethic, communication skills, and a willingness to learn help you stand out in this role. These skills and qualities are important because they ensure safe, efficient, and high-quality work on construction sites while supporting team collaboration.

What is the difference between Entry Level Contractor vs Apprentice Carpenter?

AspectEntry Level ContractorApprentice Carpenter
Required CredentialsHigh school diploma, basic safety trainingTypically in training, may have basic safety courses
Work EnvironmentSupervised construction sites, project-basedOn-site learning under supervision, hands-on training
Employer & Industry UsageConstruction companies, general contractingCarpentry apprenticeships, union or non-union programs
Common Search & ComparisonYesYes

Entry Level Contractors and Apprentice Carpenters both start their careers in construction, but Entry Level Contractors often have more responsibilities and may handle project coordination, while Apprentice Carpenters focus on learning carpentry skills under supervision. Both roles require safety training and are common entry points into the construction industry.

How to get into entry level contractor work with no experience?

Entry level contractor roles often require basic skills in construction, carpentry, or related trades. Gaining relevant certifications, such as OSHA safety training, and starting with apprenticeships or entry-level positions can help build experience and improve job prospects.

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

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

Entry Level Contractor jobs near you
Infographic showing various Entry Level Contractor job openings in Chicago, IL as of August 2026, with employment types broken down into 72% Full Time, 12% Part Time, and 16% Contract. Highlights an 86% Physical, 2% Hybrid, and 12% Remote job distribution, with an average salary of $49,273 per year, or $23.7 per hour.

Entry-Level Freight Dispatcher - Weekly Pay: $1,800 to $3,200+

American Logistics Authority

Chicago, IL

$1.8K - $3.2K/wk

Full-time

Re-posted 3 days ago

Job description

Entry-Level Freight Dispatcher - Weekly Pay: $1,800 to $3,200+
Job ID: ALA-D1A

We are currently hiring motivated and detail-oriented individuals to join our team as Independent Freight Dispatchers.

What "Entry-Level" Means:
If you already have basic freight dispatching experience, we consider that a strong advantage and may offer you the best opportunities.

Position Type: Independent Contractor

Key Responsibilities:

  • Coordinate and manage freight dispatching for owner-operators

  • Communicate effectively with drivers and brokers to secure loads

  • Use provided leads to build your dispatch portfolio

  • Maintain accurate records using dispatch software and spreadsheets

Qualifications:

  • Reliable internet connection and computer access

  • Strong English communication skills, both verbal and written

  • Willingness to learn the freight dispatching process and industry practices

  • Ability to handle multiple phone calls and client interactions professionally

  • Basic proficiency with Google Sheets or Excel preferred

Compensation:
Earn $1,800 to $3,200+ per week, based on the number of trucks dispatched and overall performance. There is significant opportunity to increase income by scaling your client base.

This position offers flexible hours and the opportunity with ongoing support and leads provided.

Employment Type: FULL_TIME

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