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Entry Level Cdl Jobs in Wisconsin (NOW HIRING)

CDL Drivers Choice

CDL-A Local Driver

Tomah, WI · On-site

$1.3K - $1.4K/wk

CLASS A DRIVER- LOCAL- $3000 Sign On Bonus -DRY VAN & NO TOUCH FREIGHT! * HOME DAILY. * Dry Van. * No Touch Freight. * Slip seat Day Cabs. * Direct Deposit Pay every Friday. * 2 day Paid Orientation.

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All JobsCdl JobsEntry Level Cdl JobsEntry Level Cdl Jobs in Wisconsin

Entry Level Cdl information

See Wisconsin salary details

$21.9K

$49.7K

$77.2K

How much do entry level cdl jobs pay per year?

As of Aug 19, 2026, the average yearly pay for entry level cdl in Wisconsin is $49,717.00, according to ZipRecruiter salary data. Most workers in this role earn between $34,242.00 and $60,723.00 per year, depending on experience, location, and employer.

What are entry-level CDL jobs?

Entry-level CDL jobs require a commercial driver’s license and include work in local truck delivery and regional or national freight transport. Some of these positions involve extensive training, where you learn the skills of the trade from a more experienced over the road (OTR) driver. Your specific duties are to help load and unload freight, drive a truck or tractor-trailer, and fill out logs and paperwork for deliveries. Your responsibilities may also include performing routine maintenance and repair work on your vehicle. Some entry-level CDL jobs require you to own a vehicle, while other positions may provide trucks for workers.

What is an entry level CDL job?

Entry level CDL jobs are positions available to individuals who have recently obtained their Commercial Driver's License (CDL) and typically have little or no prior professional truck driving experience. These jobs often include roles such as local delivery driver, route driver, or trainee positions with trucking companies. Employers may provide additional training or mentorship to help new drivers gain experience and develop their skills. Entry level CDL jobs are a great way to start a career in the trucking industry, offering steady pay and opportunities for advancement.

What types of routes and schedules can entry level CDL drivers typically expect when starting out?

Entry-level CDL drivers often begin their careers with regional or local routes, which may require early morning starts, late shifts, or occasional weekend work. The schedules can be variable, but most companies provide structured shift patterns to help drivers plan their personal time. It's common to work alongside experienced drivers or mentors during the initial months, which helps new drivers gain confidence and learn best practices. Over time, as drivers gain experience and demonstrate reliability, opportunities for more desirable routes and consistent schedules usually become available.

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

To thrive as an Entry Level CDL Driver, you need a valid Commercial Driver’s License (CDL), a good driving record, and basic knowledge of vehicle operation and safety regulations. Familiarity with GPS navigation systems, electronic logging devices (ELDs), and pre-trip inspection tools is typically required. Strong time management, attention to detail, and reliable communication skills help drivers excel in this role. These abilities are crucial for ensuring safe transport, regulatory compliance, and efficient delivery of goods.

What is the difference between Entry Level Cdl vs Truck Driver?

AspectEntry Level CdlTruck Driver
Required CertificationsCommercial Driver's License (CDL)Commercial Driver's License (CDL)
Work EnvironmentTraining programs, entry-level drivingOver-the-road or local driving jobs
Employer & Industry UsageTraining programs, entry-level positionsFull-time driving roles in transportation
Common Search & ComparisonYesYes

Entry Level CDL refers to individuals obtaining their commercial license and starting in entry-level driving roles. Truck Driver is a broader term for professionals operating commercial vehicles, often with more experience. While both require a CDL, Entry Level CDL focuses on initial certification and training, whereas Truck Driver encompasses a range of experience levels and job types within the trucking industry.

More about Entry Level Cdl jobs

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

The most popular types of Cdl jobs in Wisconsin are:

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

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

Entry Level Cdl jobs near you
Infographic showing various Entry Level Cdl 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 $49,717 per year, or $23.9 per hour.

Entry Level CDL-A Truck Driver

Western Express, Inc.

Milwaukee, WI

Full-time

Medical, Dental, Vision, Retirement, PTO

Re-posted 20 days ago

Western Express rating

5.8

Company rating: 5.8 out of 10

Based on 13 frontline employees who took The Breakroom Quiz

Job description

Western Express is Now Hiring Entry Level CDL-A DriversRecent Grads Earn up to $90,000 in the First YearNo Experience RequiredValid CDL-A Required to Apply


At Western Express We Offer: 
  • Great pay - Recent Grads can earn up to $90,000 the first year!
  • Experienced top earners and trainers make up to $130,000 per year!***
  • Starting rates up to 48 CPM + increases up to 53 CPM within your first year!
  • New safety bonus - Qualify and take home up to $2,000 or more each month!*
  • Reliable home time - get home every 12 - 16 days with OTR**
  • $1,000 driver referral bonus – unlimited!
  • On-The-Job Training - CDL-A holders of all experience levels welcome! (CDL-A required)


Have Your CDL-A? Apply Now!


Why Wait to Earn More?

Western Express has immediate openings for entry-level company truck drivers! (CDL-A required.) With our paid training, steady miles, and numerous perks, Western Express is your best first step into the trucking industry!

We know that drivers are the backbone of our country’s success. At Western Express, we are committed to supporting you every step of the way. Whether you’re a seasoned professional, starting your journey with a new CDL-A, or returning after some time away, we have something for you. (CDL-A Required) Explore a range of options to match your driving goals—including flatbed, dry van, regional, over the road, team, and one of the industry’s best Lease-To-Own programs.

Interested in being a driver trainer? Drive with Western for 3 months or more and you can qualify as a driver trainer! Call today for more details on how you can earn up to $130,000 annually!***


Requirements: 
  • Valid CDL-A (Class A CDL)
  • 21+ years of age

Additional Benefits:
  • Choose Flatbed or 100% no-touch Dry Van with 60-80% drop and hook**
  • Dependable trucks: Well-maintained fleet equipped with the latest safety technology
  • Excellent benefits: health, dental, and vision + 401(k)
  • Pet & rider policies
  • Paid vacation 


Roll with the Best at Wester Express! Apply Now!
Western Express is a non-discriminatory and equal-opportunity employer.

*Safety bonus eligibility conditions apply, including minimum tenure, mileage, accident-free driving and more.

**Flatbed/Van freight and regional fleet availability subject to geographical eligibility.

***Trainer eligibility subject to review and approval. Experience, tenure and safety requirements apply.

****Subject to change without notice. Additional restrictions may apply. Call for details.


By submitting my information, I consent to receive calls, text messages, and emails from the company, including information about my application, eligibility, opportunities, and other advertising and telemarketing messages. I agree that calls may be made using an automatic telephone dialing system and/or an artificial or prerecorded voice and that messages and emails may be sent using automatic messaging systems. I understand that I may opt out at any time by pressing "0" during the calls, by texting "STOP" in response to the text messages, or by clicking the provided “unsubscribe” link in the emails. I additionally agree that Western Express, Inc.'s service provider receives in real-time and logs your text messages and emails with Western Express, Inc.

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