High-paying driving jobs in Milwaukee

Driving involves operating vehicles to transport passengers or goods safely. Drivers must follow traffic laws and ensure the vehicle's maintenance. They need good reflexes, focus, and the ability to navigate roads efficiently, often in various weather conditions.


We found 1,367 high-paying for you in Milwaukee, WI. These driving jobs pay well, with salaries between $40,769 to $215,398 per hour. Popular roles include Truck Driver, Delivery Driver and Driver.

Job title

Updated Nov 07, 2026
Job title
Milwaukee, WI
Wisconsin
Job openings (Milwaukee)

Owner Operator Driver

Milwaukee

$3,941 per week

Wisconsin

$3,948 per week

Van Driver

Milwaukee

$2,179 per week

Wisconsin

$1,679 per week

Truck Driver

Milwaukee

$1,722 per week

Wisconsin

$1,665 per week

Snow Plow Operator

Milwaukee

$33.91 per hour

Wisconsin

$24.74 per hour

Local Driver

Milwaukee

$27.70 per hour

Wisconsin

$27.09 per hour

Bus Driver

Milwaukee

$26.34 per hour

Wisconsin

$22.14 per hour

Secure Driver

Milwaukee

$20.98 per hour

Wisconsin

$19.91 per hour

Delivery Driver

Milwaukee

$20.58 per hour

Wisconsin

$19.83 per hour

Driver

Milwaukee

$17.91 per hour

Wisconsin

$19.91 per hour

Shuttle Driver

Milwaukee

$17.50 per hour

Wisconsin

$18.32 per hour

Job descriptions below are for educational purposes. Please refer to the employer's job description for complete details.