$2,603 /week
~$135,356/year
Average CDL driver pay in Sheboygan, Wisconsin.
Browse 1,437 positions in Sheboygan, WisconsinMedian Weekly
$2,000
Top Pay (90th)
$5,000
Pay Range
$300 – $9,100
Sign-On Bonus
$1,947
avg across 445 jobs
Pay Distribution in Sheboygan, Wisconsin
How weekly pay is distributed across current job listings.
Salary by Hiring Type in Sheboygan, Wisconsin
Pay varies significantly between Company Drivers (W2), Owner Operators, and Independent Contractors (1099).
Driver Perks & Benefits in Sheboygan, Wisconsin
Percentage of current job listings offering each benefit.
2% Guaranteed Pay
27% Dedicated Routes
71% Pets Allowed
69% Riders Allowed
88% Take Truck Home
Route Types in Sheboygan, Wisconsin
Breakdown of CDL job types by route distance.
Freight Handling in Sheboygan, Wisconsin
Average freight handling breakdown across 1,437 jobs.
Drop & Hook28%
No-Touch94%
Live Load67%
Driver Load6%
Featured Opportunities in Sheboygan, Wisconsin
Top CDL driver positions from verified carriers and preferred partners.
Zmile Inc
OTR Truck Driving Flatbed Solo
$1,900 - $2,100 per week
Class A OTR Contract Driver (1099, Solo) Flatbed trailer
$1,900 - $2,100 gross total weekly pay
21 expected days out
Gurung Trucking LLC
Over the Road 1099 Refrigerated
$1,300 - $1,700 per week
Class A OTR Contract Driver (1099, Solo) Refrigerated
$1,300 - $1,700 gross total weekly pay
7 - 14 expected days out
Ali Star Inc
Owner Operator Class A CDL-Must have own truck
$8,000 - $14,000 per week
Class A OTR Owner Operator Power Only, Hazmat tanker, Refrigerated, Flatbed trailer and Dry Van
$8,000 - $14,000 gross total weekly pay. Paid weekly
Home at least 2 weekends.
Frequently Asked Questions
The average CDL truck driver in Sheboygan, Wisconsin earns $2,603 per week, or approximately $135,356 per year. The median weekly pay is $2,000, based on 1,437 current job listings.
The top 10% of CDL drivers in Sheboygan, Wisconsin earn $5,000 per week, which works out to roughly $260,000 per year. Weekly pay ranges from $300 to $9,100.
Pay varies significantly by hiring type in Sheboygan, Wisconsin. Average weekly pay by category: Owner Operator at $7,208/week, Independent Contractor (1099) at $2,280/week, Company Driver (W2) at $1,581/week. These figures reflect current job listings and may vary based on experience, routes, and carrier.
Among current featured listings, Zmile Inc is offering a OTR Truck Driving Flatbed Solo position paying $1,900–$2,100/week.
Yes — 445 jobs in Sheboygan, Wisconsin currently offer sign-on bonuses, with an average bonus of $1,947.
Based on 1,437 current listings in Sheboygan, Wisconsin: 27% offer dedicated routes, 2% include guaranteed pay, 71% allow pets, 69% allow riders, 88% let you take the truck home. Benefits vary by carrier and position type.
With 1,437 open positions and an average pay of $135,356 per year in Sheboygan, Wisconsin, CDL driving remains a strong career option. Top earners make $260,000 per year, and 445 jobs currently offer sign-on bonuses averaging $1,947. Demand for CDL drivers continues to grow as e-commerce and supply chain needs expand.