$2,485 /week
~$129,220/year
Average CDL driver pay in Milwaukee, Wisconsin.
Browse 1,528 positions in Milwaukee, WisconsinMedian Weekly
$2,000
Top Pay (90th)
$4,500
Pay Range
$300 – $8,500
Sign-On Bonus
$1,994
avg across 468 jobs
Pay Distribution in Milwaukee, Wisconsin
How weekly pay is distributed across current job listings.
Salary by Hiring Type in Milwaukee, Wisconsin
Pay varies significantly between Company Drivers (W2), Owner Operators, and Independent Contractors (1099).
Driver Perks & Benefits in Milwaukee, Wisconsin
Percentage of current job listings offering each benefit.
2% Guaranteed Pay
27% Dedicated Routes
70% Pets Allowed
68% Riders Allowed
87% Take Truck Home
Route Types in Milwaukee, Wisconsin
Breakdown of CDL job types by route distance.
Freight Handling in Milwaukee, Wisconsin
Average freight handling breakdown across 1,528 jobs.
Drop & Hook28%
No-Touch94%
Live Load66%
Driver Load6%
Featured Opportunities in Milwaukee, 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 Milwaukee, Wisconsin earns $2,485 per week, or approximately $129,220 per year. The median weekly pay is $2,000, based on 1,528 current job listings.
The top 10% of CDL drivers in Milwaukee, Wisconsin earn $4,500 per week, which works out to roughly $234,000 per year. Weekly pay ranges from $300 to $8,500.
Pay varies significantly by hiring type in Milwaukee, Wisconsin. Average weekly pay by category: Owner Operator at $7,151/week, Independent Contractor (1099) at $2,268/week, Company Driver (W2) at $1,552/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 — 468 jobs in Milwaukee, Wisconsin currently offer sign-on bonuses, with an average bonus of $1,994.
Based on 1,528 current listings in Milwaukee, Wisconsin: 27% offer dedicated routes, 2% include guaranteed pay, 70% allow pets, 68% allow riders, 87% let you take the truck home. Benefits vary by carrier and position type.
With 1,528 open positions and an average pay of $129,220 per year in Milwaukee, Wisconsin, CDL driving remains a strong career option. Top earners make $234,000 per year, and 468 jobs currently offer sign-on bonuses averaging $1,994. Demand for CDL drivers continues to grow as e-commerce and supply chain needs expand.