Paid CDL training in Wisconsin lets you start your trucking career while getting paid for training. These programs help you earn your CDL in Wisconsin and gain hands-on driving experience on real routes. In this article, we’ll share 5 Paid CDL Training programs in Wisconsin that give you the chance to learn, train, and start driving professionally sooner. If you’re new to trucking or looking for a way to get licensed without upfront costs, these programs are worth checking out.
5 Paid CDL training in Wisconsin
Team Williams Logistics – Milwaukee, WI
Team Williams Logistics – Milwaukee, WI
Team Williams Logistics, founded in 2010, is a U.S.-based trucking company with a driver-first culture and a nationwide network of regional routes. They focus on supporting both new and experienced CDL-A drivers with consistent freight, strong pay, and real home time.
Team Williams Logistics is currently seeking CDL-A Regional Truck Drivers – New Graduates Welcome.
Program Highlights:
Pay: $1,400–$1,550 per week, with additional pay for detention, layovers, and stops
Home Time: Weekly or every other week (2 full days off)
Miles: 2,000–3,000 miles per week
Trucks: Late-model automatic trucks equipped with APUs, inverters, and collision avoidance systems
Training: Fully paid orientation with ongoing support for new drivers
Benefits: Health, dental, vision insurance, 401(k) with company match, paid time off, paid tolls, passenger and pet rider programs, tuition reimbursement, referral bonuses, and profit sharing
Job Responsibilities:
Safely operate a tractor-trailer on regional routes
Transport refrigerated goods and other freight with care
Maintain accurate logs and follow all DOT safety regulations
Participate in paid orientation and training programs
Requirements:
Valid CDL-A license
Recent graduates accepted (120+ hours from an accredited driving school)
Must be at least 21 years old with a clean driving record
Able to pass DOT physical and pre-employment drug screen
Rock Solid Stabilization & Reclamation, Inc. – Genoa City, WI
Rock Solid Stabilization & Reclamation, Inc. – Genoa City, WI
Rock Solid Stabilization & Reclamation, Inc. is a nationwide leader in soil stabilization and pavement reclamation, recognized on the Inc. 5000 list for three consecutive years. With projects across the U.S., Rock Solid offers a driver-first culture, top-tier pay, and a mission-driven team environment.
They are currently seeking Class A CDL Truck Drivers for nationwide travel assignments hauling dry bulk pneumatic materials.
Program Highlights:
Pay: $100,000–$120,000+ annually, with quarterly bonuses and a $5,000 sign-on bonus
Home Time: Multi-week assignments, travel reimbursed
Benefits: 100% company-paid medical, dental, and vision for you and your family, 401(k) with up to 7–8% employer match, paid life insurance, long-term disability, company phone allowance, and paid onboarding/training
Schedule: Full-time, solo driver
Freight: Dry bulk pneumatic materials for pavement reclamation and soil stabilization projects
Assigned Equipment: Pneumatic tanker trucks (training provided if needed)
Job Responsibilities:
Safely operate and maintain trucks and trailers
Load/unload material and coordinate with project crews
Follow DOT, FMCSA, and company safety protocols
Keep trucks clean, road-ready, and well-maintained
Use smartphones and dispatch apps to manage loads and logs
Travel nationwide on multi-week assignments, representing Rock Solid professionally
Requirements:
Valid Class A CDL (Interstate)
Medical Card / DOT Physical Certification
Minimum age 21
Strong communication skills and attention to detail
Safety-first mindset with a sense of urgency
Ability to pass pre-employment drug screen, background check, and maintain a clean MVR
Hazmat, Tanker, TWIC, manual transmission, and pneumatic tanker experience preferred, but training is available
Foxx Enterprise LLC – Caledonia, WI
Foxx Enterprise LLC – Caledonia, WI
Foxx Enterprise LLC is a U.S.-based trucking and logistics company with over 25 years of experience, 350,000 sq. ft. of warehouse space, a Foreign Trade Zone, and a fleet of bonded trucks. The company operates a nationwide network and offers dedicated CDL-A driving opportunities with steady freight and weekly home time.
The company is currently seeking CDL-A Truck Drivers for dedicated lanes.
Program Highlights:
Pay: $1,200–$1,800 per week
Home Time: Weekly
Benefits: Health, dental, vision insurance, 401(k), relocation assistance, paid time off for holidays
Schedule: Full-time, solo driver
Freight: Dedicated freight, no-touch freight
Assigned Equipment: Modern tractor
Job Responsibilities:
Safely operate a tractor-trailer to transport freight
Maintain accurate driving logs and follow safety protocols
Participate in paid virtual orientation and health screenings at a location near you
Requirements:
Valid CDL-A license
At least 21 years old
0–6 months of driving experience within the past 3 years
Ability to pass a pre-employment drug test
18 Wheels USA – Milwaukee, WI
18 Wheels USA – Milwaukee, WI
18 Wheels USA is a U.S.-based trucking company focused on supporting new CDL drivers with a driver-first culture and dedicated Eastern Seaboard lanes.
They are hiring CDL-A Trainees for regional routes, offering paid training, brand-new trucks, and a structured program designed to make a driver’s first year safe, confident, and profitable.
Program Highlights:
Pay: $1,300–$1,700 per week once solo
Home Time: Weekly or bi-weekly
Benefits: Paid training, health, dental, vision insurance, 401(k) with company match
Schedule: Full-time, regional routes
Freight: 100% dry van, primarily drop & hook (no heavy lifting, back-friendly)
Equipment: Brand-new 2024/2025 trucks with automatic transmission and modern comforts
Job Responsibilities:
Safely operate tractor-trailers on dedicated Eastern Seaboard lanes
Learn and follow company safety protocols through paid training with an experienced mentor
Complete deliveries efficiently while maintaining accurate logs and records
Requirements:
Valid Class A CDL
Recent CDL graduates with at least 120 hours of CDL instruction
No major driving violations; clean driving record
Safety-focused mindset and willingness to learn
10-4 Truck Recruiting – Appleton, WI
10-4 Truck Recruiting – Appleton, WI
With operations across multiple terminals nationwide, 10-4 Truck Recruiting offers a variety of opportunities, including solo and team driving positions.
They are currently hiring CDL-A Truck Drivers for intermodal routes with home daily schedules.
Program Highlights:
Pay: $1,700+ per week, plus monthly performance bonuses
Equipment: Newer Freightliner tractors with double beds and refrigerators, pet and passenger friendly
Job Responsibilities:
Safely operate a tractor-trailer on intermodal routes
Maintain accurate driving logs and comply with DOT regulations
Participate in paid orientation and training programs
Requirements:
Valid CDL-A license
Minimum 4 months of tractor-trailer experience
At least 21 years old
Clean criminal background and driving record (no more than 2 moving violations in the last 2 years, no DUI/DWI)
No employment gaps longer than 1 year in the last 7 years unless in school; self-employment must be verifiable
Able to pass a hair drug test
Cannot have been terminated from your last trucking position
Conclusion
Choosing the right paid CDL training in Wisconsin can make a big difference in your first year as a truck driver. From competitive pay to structured training and supportive environments, each of the five programs above offers unique advantages for new drivers. Take the time to explore these options, and you could be on the road, gaining experience and building a successful trucking career sooner than you think.
