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Cdl Owner Operator Jobs in Wisconsin (NOW HIRING)

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CDL-A Owner Operator Driver

Waukesha, WI · On-site

$4.1K - $5.2K/wk

Partnering CDL-A Owner Operators * MORE MILES. MORE OPPORTUNITY. Average 2,000 to 2,500 miles weekly. * LESS WEIGHT. MORE MONEY. 99% no-touch, drop and hook freight. * TOP PAY. TOP MILES. Earn up to ...

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CDL-A Owner Operator Driver

Fox Lake, WI · On-site

$4.1K - $5.2K/wk

Partnering CDL-A Owner Operators * MORE MILES. MORE OPPORTUNITY. Average 2,000 to 2,500 miles weekly. * LESS WEIGHT. MORE MONEY. 99% no-touch, drop and hook freight. * TOP PAY. TOP MILES. Earn up to ...

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CDL-A Owner Operator Driver

Germantown, WI · On-site

$4.1K - $5.2K/wk

Partnering CDL-A Owner Operators * MORE MILES. MORE OPPORTUNITY. Average 2,000 to 2,500 miles weekly. * LESS WEIGHT. MORE MONEY. 99% no-touch, drop and hook freight. * TOP PAY. TOP MILES. Earn up to ...

Forward Air

CDL-A Owner Operator Driver

Fort Atkinson, WI · On-site

$4.1K - $5.2K/wk

Partnering CDL-A Owner Operators * MORE MILES. MORE OPPORTUNITY. Average 2,000 to 2,500 miles weekly. * LESS WEIGHT. MORE MONEY. 99% no-touch, drop and hook freight. * TOP PAY. TOP MILES. Earn up to ...

Forward Air

CDL-A Owner Operator Driver

Spring Valley, WI · On-site

$4.1K - $5.2K/wk

Partnering CDL-A Owner Operators * MORE MILES. MORE OPPORTUNITY. Average 2,000 to 2,500 miles weekly. * LESS WEIGHT. MORE MONEY. 99% no-touch, drop and hook freight. * TOP PAY. TOP MILES. Earn up to ...

Kenan Advantage Group

CDL-A Owner Operator

Hager City, WI · On-site

$6.0K - $7.0K/wk

... Owner Operators * Stable customer base and year-round freight * Food-grade freight that is clean, consistent, and designed for long-term profitability CDL-A Driver Requirements * CDL-A * Minimum 12 ...

Kenan Advantage Group

CDL-A Owner Operator

River Falls, WI · On-site

$6.0K - $7.0K/wk

... Owner Operators * Stable customer base and year-round freight * Food-grade freight that is clean, consistent, and designed for long-term profitability CDL-A Driver Requirements * CDL-A * Minimum 12 ...

Kenan Advantage Group

CDL-A Owner Operator

Baldwin, WI · On-site

$6.0K - $7.0K/wk

... Owner Operators * Stable customer base and year-round freight * Food-grade freight that is clean, consistent, and designed for long-term profitability CDL-A Driver Requirements * CDL-A * Minimum 12 ...

Kenan Advantage Group

CDL-A Owner Operator

Bay City, WI

$6.0K - $7.0K/wk

... Owner Operators * Stable customer base and year-round freight * Food-grade freight that is clean, consistent, and designed for long-term profitability CDL-A Driver Requirements * CDL-A * Minimum 12 ...

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Showing results 1-20

All JobsCdl Owner Operator JobsCdl Owner Operator Jobs in Wisconsin

Cdl Owner Operator information

See Wisconsin salary details

$650

$4.4K

$7.8K

How much do cdl owner operator jobs pay per week?

As of Aug 20, 2026, the average weekly pay for cdl owner operator in Wisconsin is $4,436.79, according to ZipRecruiter salary data. Most workers in this role earn between $2,426.92 and $6,600.00 per week, depending on experience, location, and employer.

What is a CDL owner operator?

CDL Owner Operators are professional truck drivers who own or lease their own commercial vehicles and operate them independently or under contract with a trucking company. They are responsible for managing their own business, which includes handling logistics, maintenance, and finances. Unlike company drivers, owner operators have more control over their schedules, routes, and the loads they haul, but they also take on more risk and responsibility. This role requires a valid Commercial Driver’s License (CDL), business management skills, and knowledge of industry regulations.

What skills and qualifications are needed to thrive as a CDL owner operator?

To thrive as a CDL Owner Operator, you need a valid Commercial Driver’s License (CDL), a clean driving record, and business management knowledge. Familiarity with electronic logging devices (ELDs), GPS navigation systems, and compliance with Department of Transportation (DOT) regulations is crucial. Strong time management, problem-solving abilities, and customer service skills help build client relationships and handle unexpected challenges. These competencies are vital for ensuring safe, efficient, and profitable operation of your trucking business.

What are common challenges faced by CDL owner operators when managing their own business?

CDL Owner Operators often face challenges such as managing fluctuating fuel costs, handling vehicle maintenance, and ensuring steady freight contracts. In addition to driving, you'll be responsible for business tasks like bookkeeping, compliance with regulations, and maintaining insurance. Success in this role requires strong organizational skills, proactive communication with brokers and clients, and the ability to adapt to changing market demands. Many find that networking with reputable carriers and leveraging load boards can help secure consistent work and build long-term business relationships.

What is the difference between Cdl Owner Operator vs Truck Driver?

AspectCdl Owner OperatorTruck Driver
CredentialsCommercial Driver's License (CDL)Commercial Driver's License (CDL)
Work EnvironmentSelf-employed, responsible for own truck and routesEmployed by a company, operates company trucks
Employer & Industry UsageIndependent contractor in freight/logisticsCompany employee in transportation industry

While both roles require a CDL license, Cdl Owner Operators operate their own trucks and manage their routes, offering more independence. Truck Drivers typically work for a company, driving company-owned trucks. The main difference lies in ownership and employment status, with Owner Operators bearing more responsibility but also potential for higher earnings.

How do you become a CDL owner-operator?

To become a CDL owner-operator, you must first obtain a valid commercial driver's license (CDL) by passing written and skills tests. Then, gain driving experience, secure a business license if needed, and purchase or lease a truck, often working with freight brokers or dispatch services to find loads.

How much do local CDL owner-operators make?

Local CDL owner-operators typically earn between $100,000 and $150,000 annually, depending on factors such as experience, equipment, and the specific freight they haul. They often work full-time schedules, and their income can vary based on load volume and operational efficiency.

Is it worth being a CDL owner operator?

A CDL owner operator is an independent truck driver who owns and operates their own vehicle, often earning higher pay per load but also bearing expenses like maintenance, insurance, and fuel. The role offers flexibility and potential for increased income, but it requires significant investment, business management skills, and the ability to handle variable workloads and schedules.

What are popular job titles related to Cdl Owner Operator jobs in Wisconsin?

For Cdl Owner Operator jobs in Wisconsin, the most frequently searched job titles are:

What job categories do people searching Cdl Owner Operator jobs in Wisconsin look for?

The top searched job categories for Cdl Owner Operator jobs in Wisconsin are:

What are popular job titles related to Cdl Owner Operator jobs in WI?

For Cdl Owner Operator jobs in WI, the most frequently searched job titles are:

Cdl Owner Operator jobs near you
Infographic showing various Cdl Owner Operator job openings in Wisconsin as of August 2026, with employment types broken down into 1% As Needed, 64% Full Time, and 35% Part Time. Highlights an 100% Physical job distribution, with an average salary of $230,713 per year, or $110.9 per hour.

Owner Operator - Teams - Dedicated Freight

Pure Freight Lines

Green Bay, WI • On-site

$14K - $16K/wk

Full-time

Medical, Dental, Vision

Re-posted 3 days ago

Job description

Pure Freight Lines is Looking Experienced Class A CDL OWNER OPERATOR Team Drivers.
USPS MAIL RUNS.
Bring your own truck (2021 or newer). Gross $14,000–$16,000/week!

Join a carrier that values experienced teams and rewards your hard work with consistent freight, high weekly gross, and full support — without the overhead.
Don’t miss out - these lanes are in high demand and won’t stay open long.
Dedicated Lanes and Awesome weekly settlements!
Bare Minimum Deductions – Because We Respect Your Hustle.
Transparent Pay – No Games, No Hidden Cuts.
What We Offer:
  • Dedicated USPS Lanes We Run:
    • Chicago, IL to Aurora, CO. 
    • Chicago, IL to Phoenix, AZ.
    • Chicago, IL to San Francisco, CA.
    • Chicago, IL to Dallas, TX.
Call 312-724-8787 opt 2 to talk to a recruiter.
Apply at www.drive4pure.com.
Job Details:
  • Minimum 2 years CDL-A experience.
  • 2021 or Newer Tractor.
  • Must submit to background check and Meet Pure Freight Lines hiring and Tractor requirements. 
  • Medical, Dental, and Vision benefits available for Owner Operators.
  • Dedicated USPS Mail team runs.
  • Plate Program.
  • NO Trailer rental Cost for Teams.
  • Medical, dental & vision benefits available for Owner Operators.
  • No forced dispatch & no-touch freight.
  • Relay fuel cards + monthly fuel bonuses.
  • Optional bobtail & physical damage insurance.
  • Safety bonuses.
For more information on the Great Opportunity 
Call 312-724-8787 opt 2 to talk to a recruiter.
Limited Spots - Apply Now Before They’re Gone!
Secure Your Spot Today!
Apply at www.drive4pure.com.
Pure Freight Lines logo

About Pure Freight Lines

Sourced by ZipRecruiter

At Pure Freight Lines, we are a fast-moving, family-owned business with 50 years of transportation expertise. Based in Franklin Park, IL, our top priority is to provide superior customer satisfaction through innovative solutions. ​Our extensive transportation services include: ​- Truckload, dry van and refrigerated temperature-sensitive services - Expedited, high-value, and time-sensitive services - Power-only, intermodal, and drayage services - Dedicated services In addition to logistics and transportation, Pure Freight Lines excels in truck sales and leasing. Our success is built on strong relationships with our drivers, owner-operators, and customers. Let us help keep your business moving in the right direction.

Industry

Transportation and warehousing

Company size

11 - 50 Employees

Headquarters location

Franklin Park, IL, US

Year founded

2015

Social media

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