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Independent Contractor Driver Jobs in Riverside, IL

Legacy Transportation

Independent Contractor

Chicago, IL

$200K - $300K/yr

Drive With Legacy Transportation Services Are you an experienced driver with a passion for hauling ... Legacy Transportation Services is looking for qualified Independent Contractor Drivers to operate ...

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All JobsIndependent Contractor Driver JobsIndependent Contractor Driver Jobs in Riverside, IL

Independent Contractor Driver information

See Riverside, IL salary details

$396

$1.1K

$2.1K

How much do independent contractor driver jobs pay per week?

As of Jun 10, 2026, the average weekly pay for independent contractor driver in Riverside, IL is $1,095.23, according to ZipRecruiter salary data. Most workers in this role earn between $725.00 and $1,217.31 per week, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as an Independent Contractor Driver, and why are they important?

To thrive as an Independent Contractor Driver, you need a valid driver’s license, clean driving record, and strong knowledge of traffic laws and navigation. Familiarity with GPS navigation apps, mobile dispatch systems, and sometimes vehicle maintenance tools is commonly required. Excellent time management, customer service skills, and reliability set standout drivers apart. These skills ensure timely, safe deliveries and high customer satisfaction, which are critical for building a strong reputation and consistent work.

What Does an Independent Contractor Driver Do?

An independent contractor driver may work in delivery or personal transportation. If you work in freight or goods transportation, your duties are to determine the simplest route to make your deliveries, load and unload your vehicle, and fill out paperwork on behalf of your employer and the organization receiving goods. In human transportation, independent contractor drivers contract with companies and operate their own vehicles for fares, such as working for rideshare services. Your responsibilities include maintaining your vehicle, purchasing insurance, and maintaining a good driver rating.

How do Independent Contractor Drivers typically manage fluctuating workloads and income variability?

Independent Contractor Drivers often experience fluctuating workloads and income due to factors like seasonal demand, market trends, and client schedules. To manage this variability, many drivers diversify their client base, schedule work in advance when possible, and budget carefully to account for leaner periods. Building strong relationships with reliable clients and using load boards or delivery platforms can also help secure more consistent assignments. Additionally, maintaining a well-organized schedule and proactively seeking new opportunities are key strategies for sustaining steady work as an independent contractor.

What are independent contractor drivers?

Independent contractor drivers are self-employed individuals who provide driving services to businesses or customers without being classified as employees. They often work for ride-sharing companies, delivery services, or freight transport, using their own vehicles and setting their own schedules. As independent contractors, they are responsible for their own taxes, insurance, and vehicle maintenance, and they may work for multiple companies at once. This role offers flexibility, but also requires more personal responsibility and business management than a traditional employee position.

What is the difference between Independent Contractor Driver vs Delivery Driver?

AspectIndependent Contractor DriverDelivery Driver
CredentialsDriver's license, vehicle insurance, possibly a commercial licenseDriver's license, vehicle insurance
Work EnvironmentSelf-employed, flexible schedule, operates own vehicleEmployed by a company, fixed routes or schedules, company vehicle often provided
Employer & Industry UsageWorks independently across various industries like ride-sharing or freightWorks for companies like food delivery, parcel services, or courier companies

Independent Contractor Drivers typically operate as self-employed individuals with flexible schedules and their own vehicles, serving multiple industries. Delivery Drivers are usually employed by companies, follow set routes, and may use company vehicles. Both roles require a valid driver's license and insurance, but their employment structure and work environment differ significantly.

More about Independent Contractor Driver jobs
What are the most commonly searched types of Driver jobs in Riverside, IL? The most popular types of Driver jobs in Riverside, IL are:
What cities near Riverside, IL are hiring for Independent Contractor Driver jobs? Cities near Riverside, IL with the most Independent Contractor Driver job openings:
Independent Contractor Driver jobs near you
Independent Contractor

Independent Contractor

Legacy Transportation Services

Des Plaines, IL

$200K - $300K/yr

Other

Posted 10 days ago

Job description

Description

Drive with Legacy Transportation Services as an Independent Contractor!

Are you an experienced driver with a passion for hauling high-value and sensitive freight? Legacy Transportation Services is looking for qualified Independent Contractor Drivers to operate across all 48 states and Canada (if applicable).

What We Offer:

  • Earning Potential: $200,000 - $300,000+ annually
    Compensation based on gross revenue and number of accepted loads
  • Consistent miles year-round
  • Weekly pay
  • Flexible home time
  • Specialized freight with a professional, respected company

Learn more about Legacy Transportation Services and our commitment to excellence at www.legacytsi.com.


Ready to Join the Legacy?
Call our Recruiting Team at (408) 213-6345 with questions or to get started today.

Take the wheel and drive your success with Legacy Transportation Services!


Equal Opportunity Employer: Disability/Veteran

Earning Potential: $200,000 - $300,000+ annually

Requirements

 Qualifications:

  • Valid Class A CDL
  • Current DOT Medical Card
  • Minimum 21 years of age
  • Own a CARB-compliant tractor eligible for California operations
  • Must be an owner-operator eligible to work as an independent contractor
  • Ability to run in all 48 states and Canada (if applicable)
  • Strong communication skills and punctuality
  • Willingness to live load/unload freight and secure freight inside trailers
  • Comfortable using ELD systems, document scanning, and basic transportation tech

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