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 1,281 high-paying for you in Milwaukee, WI. These driving jobs pay well, with salaries between $40,139 to $206,773 per hour. Popular roles include Truck Driver, Delivery Driver and Driver.
Job title
Updated Oct 28, 2026Owner Operator Driver
Milwaukee
Wisconsin
Van Driver
Milwaukee
Wisconsin
Truck Driver
Milwaukee
Wisconsin
Snow Plow Operator
Milwaukee
Wisconsin
Local Driver
Milwaukee
Wisconsin
Bus Driver
Milwaukee
Wisconsin
Secure Driver
Milwaukee
Wisconsin
Delivery Driver
Milwaukee
Wisconsin
Driver
Milwaukee
Wisconsin
Shuttle Driver
Milwaukee
Wisconsin
Job descriptions below are for educational purposes. Please refer to the employer's job description for complete details.
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Owner Operator Driver
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Owner Operator Drivers transport goods safely, manage logistics, and ensure compliance with regulations. Skills in route planning, knowledge of trucking regulations, and strong self-discipline are essential.
The top companies hiring Owner Operator Driver in Milwaukee, WI are Fox Carriers (4 jobs), Forward Air (3 jobs), and Schneider (3 jobs).
Owner Operator Driver jobs take 65 days on average from job posting to starting date. Currently, 2% of job openings are part-time roles.
See jobsAverage pay
Milwaukee
$3,783 per weekWisconsin
$3,336 per week -
Van Driver
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Van Drivers transport goods or passengers safely, maintain vehicle compliance, and ensure timely delivery. Valid driver's license, safe driving record, and reliability are essential.
The top companies hiring Van Driver in Milwaukee, WI are Gordon Food Service (1 job), Hilton (1 job), and Cristo Rey Jesuit High School (1 job).
Van Driver jobs take 67 days on average from job posting to starting date. Currently, 23% of job openings are part-time roles.
See jobsAverage pay
Milwaukee
$2,249 per weekWisconsin
$1,707 per week -
Truck Driver
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Truck Drivers transport goods, maintain logs, and ensure vehicle safety. A valid commercial driver's license, adherence to regulations, and time management skills are essential. Experience in long-haul driving is advantageous.
The top companies hiring Truck Driver in Milwaukee, WI are R.E. Garrison (41 jobs), Roehl Transport (11 jobs), and A Man with a Plan Services LLc (10 jobs).
Truck Driver jobs take 93 days on average from job posting to starting date. Currently, 2% of job openings are part-time roles.
See jobsAverage pay
Milwaukee
$1,775 per weekWisconsin
$1,672 per weekSkills
- Driving
- Load & unload
- Bus driving
- Commercial driving
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Snow Plow Operator
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Snow plow operators clear roads, ensure equipment functionality and follow safety standards. Proficiency in snow removal equipment, safety compliance and attention to detail are essential in this role.
The top companies hiring Snow Plow Operator in Milwaukee, WI are Davis Seasonal Maintenance (2 jobs), David J. Frank Landscape (1 job), and Arctic Snow and Ice Control (1 job).
Snow Plow Operator jobs take 127 days on average from job posting to starting date. Currently, 47% of job openings are part-time roles.
See jobsAverage pay
Milwaukee
$33.17 per hourWisconsin
$24.49 per hour -
Local Driver
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Local Drivers transport goods, ensure timely deliveries, and maintain vehicle condition. Knowledge of local routes, a clean driving record, and the ability to manage time effectively are essential.
The top companies hiring Local Driver in Milwaukee, WI are Midwest Refrigerated Services, INC (4 jobs), Contract Transport Services (3 jobs), and Standard Express Inc (2 jobs).
Local Driver jobs take 65 days on average from job posting to starting date. Currently, 4% of job openings are part-time roles.
See jobsAverage pay
Milwaukee
$27.65 per hourWisconsin
$27.08 per hourSkills
- Load & unload
- Bus driving
- Driving
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Bus Driver
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Bus Drivers transport passengers, ensure on-time service, and maintain vehicle safety. Essential qualifications include driving license, route navigation proficiency, and passenger communication skills.
The top companies hiring Bus Driver in Milwaukee, WI are First Student (2 jobs), Lamers Bus Lines (2 jobs), and Greyhound (1 job).
Bus Driver jobs take 105 days on average from job posting to starting date. Currently, 49% of job openings are part-time roles.
See jobsAverage pay
Milwaukee
$26.36 per hourWisconsin
$22.16 per hourSkills
- Driving
- Forklift
- Freight
- Load & unload
- Automotive repair
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Secure Driver
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Please refer to the employers job description for complete details.
Secure drivers transport individuals or goods safely, adhere to schedules and manage vehicle maintenance. Driving expertise and a clean record are essential.
Secure Driver jobs take 3 days on average from job posting to starting date. Currently, 51% of job openings are part-time roles.
See jobsAverage pay
Milwaukee
$20.93 per hourWisconsin
$19.86 per hourSkills
- Load & unload
- Driving
- Bus driving
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Delivery Driver
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Delivery Drivers transport goods safely, navigate routes efficiently, and manage timely deliveries. They need valid driving licenses, strong knowledge of navigation tools, and effective time management to meet schedule demands and ensure customer satisfaction.
The top companies hiring Delivery Driver in Milwaukee, WI are Domino's (12 jobs), Jimmy John's Sandwiches (9 jobs), and Roaring Fork Restaurant Group (7 jobs).
Delivery Driver jobs take 170 days on average from job posting to starting date. Currently, 36% of job openings are part-time roles.
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Milwaukee
$20.59 per hourWisconsin
$19.86 per hourSkills
- Driving
- Load & unload
- Bus driving
- Hindi
- English
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Driver
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Drivers operate vehicles safely, follow schedules, and handle delivery documentation. A valid driver's license, time management skills, and navigation abilities are essential.
The top companies hiring Driver in Milwaukee, WI are Advance Auto Parts (6 jobs), Enterprise Mobility (4 jobs), and AutoZone (3 jobs).
Driver jobs take 81 days on average from job posting to starting date. Currently, 50% of job openings are part-time roles.
See jobsAverage pay
Milwaukee
$17.80 per hourWisconsin
$19.96 per hourSkills
- Driving
- Load & unload
- Bus driving
- Automotive repair
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Shuttle Driver
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Please refer to the employers job description for complete details.
Shuttle drivers transport passengers between locations, ensuring a safe and friendly experience. Strong customer service skills and a clean driving record are essential for this role.
The top companies hiring Shuttle Driver in Milwaukee, WI are Fast Park & Relax (2 jobs), Marquette University (1 job), and HealthPark Valet (1 job).
Shuttle Driver jobs take 80 days on average from job posting to starting date. Currently, 31% of job openings are part-time roles.
See jobsAverage pay
Milwaukee
$17.23 per hourWisconsin
$18.09 per hour