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Entry Level Cdl Driving Jobs in Wisconsin (NOW HIRING)

Sperry Rail Service

CDL Driver (CPKC)

La Crosse, WI · On-site

$21.60/hr

Position Summary This is a high-travel, field-based CDL driving position requiring travel throughout either Eastern or Western US for extended periods (3-4 months at a time). The CDL Driver operates ...

TransForce Inc.

CDL B Driver - $25 Per Hour

Kenosha, WI

$25/hr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

This is a TransForce driving opportunity with steady local work and reliable weekday scheduling ... Valid CDL B * 9+ months of recent, relevant, and verifiable CDL driving experience. * Clean Motor ...

Vanguard Renewables

Class A CDL Driver

Hammond, WI

$31 - $35/hr

  • Medical

  • Vision

  • Retirement

  • PTO

Looking for a CDL-A driving career without sacrificing your time at home? Join a team where you can put your experience to work, earn a steady paycheck, and come home every day. Company: Vanguard ...

Hooper Corporation

CDL Driver - HVAC

De Forest, WI · On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Minimum of one-year CDL driving experience with a good driving record. * Strong mechanical aptitude with basic math skills. * Good verbal communication skills. * Reliable with capability of working ...

Vanguard Renewables

Class A CDL Driver

Prescott, WI

$31 - $35/hr

  • Medical

  • Vision

  • Retirement

  • PTO

Looking for a CDL-A driving career without sacrificing your time at home? Join a team where you can put your experience to work, earn a steady paycheck, and come home every day. Company: Vanguard ...

Vanguard Renewables

Class A CDL Driver

Prescott, WI

$31 - $35/hr

  • Medical

  • Vision

  • Retirement

  • PTO

Looking for a CDL-A driving career without sacrificing your time at home? Join a team where you can put your experience to work, earn a steady paycheck, and come home every day. Company: Vanguard ...

Vanguard Renewables

Class A CDL Driver

River Falls, WI

$31 - $35/hr

  • Medical

  • Vision

  • Retirement

  • PTO

Looking for a CDL-A driving career without sacrificing your time at home? Join a team where you can put your experience to work, earn a steady paycheck, and come home every day. Company: Vanguard ...

Vanguard Renewables

Class A CDL Driver

North Hudson, WI

$31 - $35/hr

  • Medical

  • Vision

  • Retirement

  • PTO

Looking for a CDL-A driving career without sacrificing your time at home? Join a team where you can put your experience to work, earn a steady paycheck, and come home every day. Company: Vanguard ...

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All JobsCdl Driving JobsEntry Level Cdl Driving JobsEntry Level Cdl Driving Jobs in Wisconsin

Entry Level Cdl Driving information

See Wisconsin salary details

$21.9K

$51.2K

$82.2K

How much do entry level cdl driving jobs pay per year?

As of Aug 18, 2026, the average yearly pay for entry level cdl driving in Wisconsin is $51,230.00, according to ZipRecruiter salary data. Most workers in this role earn between $36,981.00 and $61,179.00 per year, depending on experience, location, and employer.

What is an entry level CDL driving job?

Entry level CDL driving jobs are positions for individuals who have recently obtained their Commercial Driver's License (CDL) and have little or no professional driving experience. These jobs typically involve operating commercial vehicles such as trucks or buses under the supervision of more experienced drivers or trainers. Entry level drivers often start with regional or local routes, and may receive additional on-the-job training. These roles help new drivers gain experience, build safety records, and prepare for more advanced driving opportunities in the transportation industry.

What are the key skills and qualifications needed to thrive as an entry level CDL driver?

To thrive as an Entry Level CDL Driver, you need a valid Commercial Driver’s License (CDL), basic vehicle operation skills, and knowledge of traffic laws and safety regulations. Familiarity with GPS navigation systems, electronic logging devices (ELDs), and pre-trip inspection tools is typically required. Reliability, strong communication, and time management are important soft skills that set successful drivers apart. These skills and qualities ensure safe, efficient transportation of goods and compliance with legal and company requirements.

What are some common challenges faced by entry level CDL drivers during their first year on the job?

Entry-level CDL drivers often face challenges such as adapting to long hours on the road, managing time efficiently to meet delivery deadlines, and learning to navigate unfamiliar routes. Adjusting to the physical demands of loading and unloading cargo, as well as maintaining compliance with safety and regulatory requirements, can also be demanding. However, many companies provide mentorship and training to help new drivers gain confidence and develop good habits, making the transition smoother over time.

What is the difference between Entry Level Cdl Driving vs Delivery Driver?

AspectEntry Level Cdl DrivingDelivery Driver
Required CredentialsCommercial Driver's License (CDL)Driver's license (varies by vehicle)
Work EnvironmentTrucks, highways, long hoursVans, trucks, local routes
Industry UsageTrucking, freight, logisticsRetail, food service, parcel delivery
Common Search/ComparisonYesNo

Entry Level Cdl Driving involves operating large trucks with a CDL license, often over long distances and requiring specific certifications. Delivery Drivers typically use smaller vehicles, may not need a CDL, and focus on local routes. While both roles involve driving, they differ in vehicle size, certification requirements, and work environment.

What are the most commonly searched types of Cdl Driving jobs in Wisconsin?

The most popular types of Cdl Driving jobs in Wisconsin are:

What are popular job titles related to Entry Level Cdl Driving jobs in Wisconsin?

For Entry Level Cdl Driving jobs in Wisconsin, the most frequently searched job titles are:

What job categories do people searching Entry Level Cdl Driving jobs in Wisconsin look for?

The top searched job categories for Entry Level Cdl Driving jobs in Wisconsin are:

What cities in Wisconsin are hiring for Entry Level Cdl Driving jobs?

Cities in Wisconsin with the most Entry Level Cdl Driving job openings:

Entry Level Cdl Driving jobs near you
Infographic showing various Entry Level Cdl Driving job openings in Wisconsin as of August 2026, with employment types broken down into 1% As Needed, 71% Full Time, 27% Part Time, and 1% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution, with an average salary of $51,230 per year, or $24.6 per hour.

CDL-A Truck Driver (Entry-Level & Experienced Drivers Welcome)

Smartlogisticsgroup

Prairie Du Chien, WI • On-site

$4.5K - $7.5K/mo

Other

Posted 15 days ago

Job description

Smart logistics group is now hiring CDL-A truck drivers for regional driving operations. We are actively seeking both experienced drivers and recent CDL-A graduates who are looking for reliable miles, competitive pay, modern equipment, and consistent weekly home time.

Whether you have years of driving experience or are just starting your CDL career, we offer the support, equipment, and opportunities you need to succeed.

Now Hiring

Entry-Level & Experienced CDL-A Drivers

Compensation

$0.55-$0.85 CPM

Home Time

Home weekly

Area of Operation

Regional

Benefits

After 30 days

Equipment

Brand-new, modern tractors

Why apply with Smart logistics group?

  • Open to entry-level and experienced CDL-A drivers — recent graduates are encouraged to apply

  • Competitive pay from $0.55 CPM for entry-level drivers up to $0.85 CPM for experienced drivers

  • Regional driving — not OTR

  • Weekly home time

  • Brand-new equipment

  • Consistent freight and dependable miles

  • Full benefits available after 30 days

  • Supportive dispatch and safety team

Key Responsibilities

  • Operate tractor-trailer equipment safely and in compliance with federal, state, and company regulations.

  • Perform required pre-trip and post-trip inspections and report maintenance needs.

  • Maintain accurate logs and documentation in accordance with Hours of Service (HOS) regulations and company policy.

  • Deliver freight on assigned regional routes while meeting customer and scheduling requirements.

  • Communicate professionally with dispatch and follow routing and safety instructions.

Minimum Qualifications

  • Valid CDL Class A (CDL-A) license.

  • Authorized to operate commercial motor vehicles in the United States.

  • Strong safety mindset and professional attitude.

  • Willingness to run regional routes with weekly home time.

New CDL Graduates Encouraged to Apply

If you recently earned your CDL-A and are looking for a company that welcomes entry-level drivers, we want to hear from you. Experienced drivers seeking dependable miles, strong earning potential, newer equipment, and weekly home time are also encouraged to apply.