W2 CDL Driver Jobs in Wisconsin October 2026

Trimac Transportation Inc

OTR CDL-A HazMat Company Driver | Up to 75 CPM

Hiring in Wisconsin and 46 other locations
3 weeks out
$0.75 Per mile

$94,250-$113,100/yr. $1,813- $2,175/wk. Paid by mileage $0.75CPM (loaded) & $0.70CPM (empty).
Drivers are out 3 weeks. Pick up points : Various locations in the US & Canada. 2500-3000 miles a week.
Medical, dental, and vision insurance. Employee Assistance Program. Life insurance, disability insurance.

Gypsum Express, LTD

Midwest OTR CDL-A Flatbed Driver | No Exp

Hiring in Wisconsin and 12 other locations
Weekly
$100,000 Per year

OTR Flatbed Up To $100,000.00 Annual. Home Weekends. No Touch Freight. Fuel Bonus.
Tuition Reimbursement. Paid Orientation & Training. Paid Vacation. 401K with Company Match.
Medical, Dental and Eye Glass. Life Insurance. Short Term/Long Term Disablity. Working 5 days a week.

American Furniture Warehouse Co

OTR CDL-A Company Truck Driver | 56-58 CPM

Hiring in Wisconsin and 46 other locations
Weekly
$0.56 - 0.58 Per mile

Average yearly pay is between $75,000 to $100,000 per year. With ability to make more. Paid orientation.
75% of our loads are drop and hook; 98% no-touch freight, all trips are pre-planned in advance.
Vacation, sick, and personal time. Passenger-friendly. 401K, medical, dental, vision, life Insurance.

Silver Trucking LLC

CDL-A OTR Driver | Hazmat | Up to 65 CPM

Hiring in Wisconsin and 18 other locations
Weekly
$0.65 Per mile

Our company drivers average about $1300-$1800 weekly gross before taxes. Up to $0.65 per mile. Breakdown pay.
Most of our freight is drop/hook. Our trucks are governed at 65mph on the cruise. Dry Vans and Reefers.
60% of lanes are in the Midwest, 10% in the Southeast, 10% in the South, 10% in the West, 10% in the Northeast.

Eos Inc.

CDL-A Lease Purchase | $0 Down, No Credit Check

Hiring in Wisconsin and 46 other locations
2 weeks out
$2,200 - 2,500 Per week

Gross pay: $6,000-$8,000 weekly. Earn approx. $2,200-$2,500 weekly (after all lease cost). Lease Purchase Pay: 73% of revenue. Paid 2-day Orientation
$0 Down, No Credit Check. Home every 2 weeks.Truck Payments: typically range from $650-$1,040/week. Inspection and referral bonuses.
Lease Op Charges fixed cost: $475/week total. Pet & Rider policies. Medical, Dental, Vision, and 401K offered through 3rd parties.

Ascend Transportation LLC

Midwest Regional CDL-A Truck Driver | 56-67 CPM

Hiring in Wisconsin and 11 other locations
Weekly
$0.56 - 0.67 Per mile

Weekly Guarantee - $1,350. Earn $.56 - $.67 per mile, depending on experience (bonus included in wage).
Updated fleet - average truck is less than 3 years old. Monthly safety bonus. Annual mileage bonus.
Health, dental, vision and life insurance. Short and long-term disability. 401k plan with employer contribution.

Countryside Auto Transport Inc

OTR CDL-A Car Hauler | Up to $100,000+/year

Hiring in Wisconsin and 46 other locations
Flexible
$75,000 - 100,000 Per year

Up to $100,000+/year (includes CPM, per diem, pay per car). +0.10 for east coast miles. +$20.00 per car loaded.
Paid for ALL MILES driven via Electronic Logs. 5-10 days out at a time, 2-3 home (FLEXIBLE!).
Insurance: Health, Dental, Life, Vision, Short-term disability. 401K, Employer match. Vacation Pay.

Tri National, Inc.

CDL-A Solo & Team OTR Drivers | $1800/week

Hiring in Wisconsin and 46 other locations
Flexible
$1,800 Per week

Paid tolls and scales. Direct Deposit. Yearly paid vacations. Family Health, Dental & Vision.
Average 3K miles/week. Refrigerators and Inverters for comfort. 53' Dry Van Fleet. 90% Drop & Hook.
100% No-Touch Freight. Central States Routing (No east or west coast travel). Dispatch Available 24/7.

Heartland Express

CDL-A Regional Truck Driver | Dry Van No Touch

Hiring in Wisconsin and 46 other locations
Weekly
$67,000 - 94,000 Per year

$67,000 $94,000 depending on location.
Dry Van Freight No Touch, Drop and Hook.
Paid Orientation / Training. Paid Vacation.

Buchanan Hauling & Rigging, Inc.

CDL A Dry Van Company Driver

Hiring in Wisconsin and 46 other locations
Weekly
$0.75 Per mile

Team Drivers Welcome. 24/7 Team Support for ANY needs.
Major Holidays OFF & PAID. Health Benefits. W2.
Trucks equipped w/ Inverters, APU’s, Fridge, Nice & Cleaned, and New Mattress

Longistics

OTR Team Drivers CDL A

Hiring in Wisconsin and 46 other locations
Few times per week
$0.80 Per mile

Average $4,000 Per Week, Split Between Drivers.
Free insurance, dedicated fleet, flexible hometime options.
401K Plan, with up to 4% matching. 100% No touch freight.

UST Logistical Systems, Inc.

Non-CDL Owner Operators Team Truck Drivers

Hiring in Wisconsin and 46 other locations
Flexible
$200,000 Per year

This is a business opportunity for Independent Owner Operators.
Pay: Up to $200,000.00 per year.
Consistent routes. Weekly settlements. Daily bonus potential.

Artur Express, Inc./TTS Logistics

OTR CDL-A Driver | Dry Van and Reefer

Hiring in Wisconsin and 46 other locations
Flexible
$0.53 - 0.67 Per mile

Miles and money - Our OTR solo drivers average 2,800 - 3,000 miles per week.
Weekly pay. Cash advances. Team opportunities. Passengers allowed.
Pay based on performance – we can help you grow and succeed.

Crete Carrier Corporation

CDL A Dry Van Company Driver | OTR

Hiring in Wisconsin and 46 other locations
Weekly
$0.60 - 0.63 Per mile

OTR Starting Pay: 60 to 63 CPM, depending on experience.
Annual Pay: The top 50% of Crete OTR drivers average $90,518 per year.
Industry Leading Benefits. Safe Driver Productivity Bonus.

Southern Tier Express, Inc.

CDL-A Driver | 350$ per day

Hiring in Wisconsin and 46 other locations
Weekly
$300 - 350 Per day

We are looking for a reliable and experienced Truck Driver to join our team.
Benefits: 401(k), Dental insurance, Fuel card, Health insurance
Paid sick time, Paid time off, Paid toll fees, Paid training

W2 CDL driver jobs in Wisconsin