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Contract Driver Jobs in Racine, WI (NOW HIRING)

TSMG

Driver - Company Car Provided

Kenosha, WI

$15 - $18/hr

W-2 contract and fast onboarding Requirements * Valid driver's license * Clean driving record * Good driving skills and road awareness * Responsible, reliable, and punctual * Comfortable using basic ...

Centers for Independence

Driver - PSN

Milwaukee, WI · On-site

Comply with all driver and passenger record keeping requirements that include daily driver trip sheets, vehicle inspections, rider pickup and drop-off times, Title XIX (MTM Contract requirements ...

Centers for Independence

Driver - PSN

Milwaukee, WI

Comply with all driver and passenger record keeping requirements that include daily driver trip sheets, vehicle inspections, rider pickup and drop-off times, Title XIX (MTM Contract requirements ...

TSMG

Driver - Company Car Provided

Kenosha, WI

$15 - $18/hr

W-2 contract and fast onboarding Requirements * Valid driver's license * Clean driving record * Good driving skills and road awareness * Responsible, reliable, and punctual * Comfortable using basic ...

Reworld

Driver II

Milwaukee, WI · On-site

Apply today! About the role The CDL A Driver II is responsible for transporting non hazardous ... contracts (if applicable). Pay ranges are reviewed from time to time and may be modified in the ...

Reworld

Driver II

Milwaukee, WI

Apply today! About the role The CDL A Driver II is responsible for transporting non hazardous ... contracts (if applicable). Pay ranges are reviewed from time to time and may be modified in the ...

National Express Corp

Non-CDL Driver

Beach Park, IL

Compliance with all applicable federal, state, county, district, and contract specific Driver requirements. Summit School Services has a zero-tolerance policy on conduct that is incompatible with its ...

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Showing results 1-20

All JobsContract Driver JobsContract Driver Jobs in Racine, WI

Contract Driver information

See Racine, WI salary details

$10

$34

$80

How much do contract driver jobs pay per hour?

As of Jul 14, 2026, the average hourly pay for contract driver in Racine, WI is $34.67, according to ZipRecruiter salary data. Most workers in this role earn between $16.25 and $58.85 per hour, depending on experience, location, and employer.

What are some common challenges contract drivers face and how can they be managed?

Contract drivers often face challenges such as unpredictable schedules, variable workloads, and maintaining their own vehicles. Managing these challenges involves strong time-management skills, staying organized with route planning, and ensuring regular vehicle maintenance. Many contract drivers also join professional networks or use mobile apps to streamline their work and find new opportunities, which can help reduce downtime and increase efficiency.

How much do contracted truck drivers make?

Contracted truck drivers typically earn between $45,000 and $75,000 annually, depending on experience, routes, and the type of freight. Compensation can include per-mile rates, bonuses, and benefits, with some drivers earning more based on hours worked and load complexity.

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

Contract drivers in the trucking industry can sometimes earn up to $14,000 per week, especially with experience, specialized freight, or owner-operator status. Such high earnings are typically associated with long-haul routes, high-paying freight, or companies offering premium pay packages, but they are not common for all drivers and depend on various factors including load type and hours worked.

What does a contract driver do?

A contract driver is responsible for transporting goods or passengers on a contractual basis, often working for a specific company or client. They typically operate vehicles such as trucks, vans, or cars, follow scheduled routes, and ensure timely delivery or transportation while adhering to safety regulations. Strong driving skills, a valid license, and sometimes a commercial driver's license (CDL) are required.

What is the difference between Contract Driver vs Delivery Driver?

AspectContract DriverDelivery Driver
CredentialsDriver's license, possibly commercial licenseDriver's license, sometimes specialized for certain vehicles
Work EnvironmentIndependent or contracted, often flexible hoursEmployed by a company, regular routes, scheduled hours
Employer & Industry UsageFreelance or contracted basis across various industriesCompany-employed, retail, food, or parcel delivery sectors
Search & Comparison IntentHigh overlap in credentials and work environmentSimilar roles but typically more structured employment

Contract drivers operate independently or on a contractual basis, offering flexibility and often working across multiple industries. Delivery drivers are usually employed by companies, following scheduled routes. Both roles require a valid driver's license, but contract drivers tend to have more autonomy, while delivery drivers have more structured hours.

What is the highest paid delivery driver?

The highest paid delivery drivers are often those working as specialized or luxury delivery drivers, such as for high-end restaurants, courier services, or operating in regions with high demand. Experienced drivers with advanced skills, good customer service, and efficient routes can earn significantly higher wages, sometimes supplemented by tips or bonuses. Earnings vary based on location, company, and experience, but top earners can make over $50,000 annually.

What are the key skills and qualifications needed to thrive as a Contract Driver, and why are they important?

To thrive as a Contract Driver, you need a valid driver's license, a clean driving record, and familiarity with local routes and traffic laws. Experience with GPS navigation systems, delivery management apps, and, in some cases, a commercial driver's license (CDL) are typically required. Strong time management, reliability, and customer service skills make someone stand out in this role. These skills and qualities ensure timely, safe deliveries and positive client interactions, which are critical for building trust and repeat business.

What Does a Contract Driver Do?

As a contract driver, your primary responsibilities are to drive a vehicle to transport materials or items on a contract basis. Your duties vary depending on the details of each contract. You may drive a truck on a set delivery route to transport cargo, or you may have independent courier contracts and pick up and deliver materials for businesses, medical service providers, or private individuals. If you work as a courier, you may coordinate with a dispatch operator to receive information for each delivery. Contract drivers typically own the vehicle that they drive.

What are contract drivers?

Contract drivers are independent professionals who transport goods, packages, or passengers for companies or individuals based on a contractual agreement rather than as direct employees. They may work for delivery services, ride-share platforms, or logistics companies, often using their own vehicles. Contract drivers are responsible for managing their schedules, maintaining their vehicles, and handling taxes as independent contractors. This role offers flexibility but does not typically include benefits like health insurance or paid time off.
More about Contract Driver jobs
What are the most commonly searched types of Driver jobs in Racine, WI? The most popular types of Driver jobs in Racine, WI are:
What are popular job titles related to Contract Driver jobs in Racine, WI? For Contract Driver jobs in Racine, WI, the most frequently searched job titles are:
What job categories do people searching Contract Driver jobs in Racine, WI look for? The top searched job categories for Contract Driver jobs in Racine, WI are:
What cities near Racine, WI are hiring for Contract Driver jobs? Cities near Racine, WI with the most Contract Driver job openings:
Contract Driver jobs near you
Infographic showing various Contract Driver job openings in Racine, WI as of July 2026, with employment types broken down into 1% As Needed, 62% Full Time, 22% Part Time, 1% Temporary, and 14% Contract. Highlights an 81% Physical, 2% Hybrid, and 17% Remote job distribution, with an average salary of $72,118 per year, or $34.7 per hour.
CDL-A Truck Driver - Owner Operator

CDL-A Truck Driver - Owner Operator

J.B. Hunt

Milwaukee, WI • On-site

$202K/yr

Other

Re-posted 20 days ago

J.B. Hunt rating

6.9

Company rating: 6.9 out of 10

Based on 170 frontline employees who took The Breakroom Quiz

228th of 355 rated logistics

Job description

J.B. Hunt is Now Seeking CDL-A Owner OperatorsGross Revenue Projected at $202,000 - Plan Your Own Routes

(Must be a CDL-A Owner Operator with 6+ months of experience.)


Looking for a new contracting opportunity? J.B. Hunt has owner operator jobs available! Contract with J.B. Hunt Highway Services and gain access to one of the largest freight bases in the country, providing you with the compensation you want and the miles you need to grow your business.


Owner Operator Job Details:
  • Gross revenue opportunities projected at $202,000
  • New and improved load board
  • Plan your own routes
  • Book your own loads
  • Run under J.B. Hunt motor carrier authority


Owner Operator Discounts:
  • Reduced third-party insurance rates
  • 100% fuel surcharge pass-through
  • Diesel fuel card and discounts
  • Discounts on tires, parts, and maintenance


If You're Interested in Contracting with J.B. Hunt - Apply Now!


Through our extensive network of vendors, owner operators who contract with J.B. Hunt can take advantage of a variety of cost-saving programs to help maximize profits. Find out for yourself!


Program details apply.


Requirements:
  • Class A CDL required
  • Must have 6 months of driving experience


If You're Interested in Contracting with J.B. Hunt - Apply Now!


J.B. Hunt is an EOE (Equal Opportunity Employer) including disability/veterans.

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