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Independent Contractor Transportation Jobs (NOW HIRING)

Legacy Transportation

Independent Contractor

Chicago, IL · On-site

$200K - $300K/yr

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 ...

Legacy Transportation

Independent Contractor

Rosemont, IL · On-site

$200K - $300K/yr

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 ...

Our House Inc

Independent Contractor

Fort Collins, CO · On-site

Our House Inc. is seeking Independent Contractors to become Host Home Providers or Residential ... Scheduling, Transporting and Attending Medical Appointments * Community Participation * Advocacy

Our House Inc.

Independent Contractor

Fort Collins, CO · On-site

Our House Inc. is seeking Independent Contractors to become Host Home Providers or Residential ... Scheduling, Transporting and Attending Medical Appointments * Community Participation * Advocacy

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Am-Tran

Independent Contractor Driver

San Mateo, CA

We are a professional courier and transportation company located in the Bay Area. We provide high ... We are looking for Independent Contractors to service the Peninsula, East Bay, South Bay, and San ...

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Independent Contractor Transportation information

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$394

$1.1K

$2.1K

How much do independent contractor transportation jobs pay per week?

As of Jul 4, 2026, the average weekly pay for independent contractor transportation in the United States is $1,089.33, according to ZipRecruiter salary data. Most workers in this role earn between $721.15 and $1,211.54 per week, depending on experience, location, and employer.

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

AspectIndependent Contractor TransportationDelivery Driver
CredentialsDriver's license, vehicle insuranceDriver's license, vehicle insurance
Work EnvironmentSelf-managed, flexible hours, own vehicleCompany-managed, scheduled routes, company vehicle or own vehicle
Employer/Industry UsageFreelance, gig economy, transportation servicesFood, retail, parcel delivery for companies like Uber, DoorDash, Amazon

Independent Contractor Transportation involves self-employed drivers offering transportation services with flexible hours and their own vehicles. Delivery Drivers typically work for companies, following scheduled routes, and may use company or personal vehicles. Both roles require a valid driver's license and insurance, but Independent Contractors have more control over their work schedule and client base.

What company in Texas is paying truckers $14000 a week?

There are no widely verified companies offering truck drivers or independent contractor transportation roles $14,000 per week. Such high earnings are uncommon and may be associated with specialized freight, owner-operator arrangements, or high-demand periods, but they are not typical for standard trucking jobs. Job seekers should research reputable companies and consider factors like experience, load types, and routes when evaluating earning potential.

What is the highest paying transportation job?

In transportation, specialized roles such as freight pilots, airline captains, or logistics managers tend to have the highest salaries. For independent contractors, high earnings are often associated with owning and operating large commercial vehicles or providing niche services like luxury or executive transportation, which require experience, certifications, and a strong client base.

What are some typical challenges faced by independent contractor transportation professionals, and how can they be managed?

Independent contractor transportation professionals often face challenges such as managing irregular work schedules, maintaining their own vehicles, and ensuring compliance with local regulations. Time management and self-discipline are essential, as is budgeting for expenses like fuel, insurance, and maintenance. Staying updated with industry requirements and networking with other contractors can help mitigate these challenges and support long-term success.

How do independent truckers get paid?

Independent truckers are typically paid based on a per-mile rate, a percentage of the freight charge, or a flat fee for each load. They often invoice shippers or brokers directly and may also receive payments through factoring companies or electronic payment systems. Payment schedules can vary from weekly to after delivery completion, depending on the agreement.

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

To thrive as an Independent Contractor in Transportation, you need a valid driver's license, a clean driving record, and knowledge of logistics or delivery operations. Familiarity with GPS navigation systems, route optimization apps, and sometimes commercial driving certifications (like CDL for larger vehicles) is essential. Reliability, time management, and strong customer service skills help you stand out in this role. These competencies ensure timely, safe deliveries and positive client relationships, which are crucial for building a successful independent transportation business.

Do independent contractors get paid for travel?

Independent contractors in transportation are typically paid for travel time if it is part of their job duties, such as driving between locations or during scheduled shifts. Payment policies vary by company and contract terms, and some may include travel compensation while others do not. Contractors should review their agreement to understand how travel is compensated.

What is an Independent Contractor in Transportation?

An Independent Contractor in transportation is a self-employed individual or business entity that provides transportation services to clients or companies, usually under a contract instead of as an employee. These contractors often own or lease their vehicles and are responsible for their own expenses, such as fuel, maintenance, and insurance. They have the flexibility to set their own schedules and choose which jobs to accept. Unlike employees, independent contractors are not typically eligible for company benefits and must handle their own taxes and business obligations. This arrangement is common in industries like trucking, delivery, and ridesharing.
More about Independent Contractor Transportation jobs
What cities are hiring for Independent Contractor Transportation jobs? Cities with the most Independent Contractor Transportation job openings:
What are the most commonly searched types of Transportation jobs? The most popular types of Transportation jobs are:
What states have the most Independent Contractor Transportation jobs? States with the most job openings for Independent Contractor Transportation jobs include:
Independent Contractor Transportation jobs near you
Infographic showing various Independent Contractor Transportation job openings in the United States as of June 2026, with employment types broken down into 57% Full Time, 39% Part Time, and 4% Contract. Highlights an 94% Physical, 1% Hybrid, and 5% Remote job distribution, with an average salary of $56,645 per year, or $27.2 per hour.

Independent Contractor

Legacy Transportation

Chicago, IL • On-site

$200K - $300K/yr

Other

Medical

This job post has expired today. Applications are no longer accepted.

Job description

Independent Contractor Driver Opportunity

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

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

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

Apply