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 1,262 high-paying for you in Milwaukee, WI. These driving jobs pay well, with salaries between $40,049 to $207,040 per hour. Popular roles include Truck Driver, Delivery Driver and Driver.
Job title
Updated Oct 09, 2026
Job title
Milwaukee, WI
Wisconsin
Job openings (Milwaukee)
Owner Operator Driver
Milwaukee
$3,788
per week
Wisconsin
$3,362
per week
Van Driver
Milwaukee
$2,245
per week
Wisconsin
$1,752
per week
Truck Driver
Milwaukee
$1,777
per week
Wisconsin
$1,673
per week
Tanker Driver
Milwaukee
$1,597
per week
Wisconsin
$1,588
per week
Snow Plow Operator
Milwaukee
$32.96
per hour
Wisconsin
$24.16
per hour
Local Driver
Milwaukee
$27.58
per hour
Wisconsin
$27.03
per hour
Bus Driver
Milwaukee
$26.37
per hour
Wisconsin
$22.10
per hour
Delivery Driver
Milwaukee
$20.68
per hour
Wisconsin
$19.83
per hour
Driver
Milwaukee
$17.66
per hour
Wisconsin
$19.89
per hour
Shuttle Driver
Milwaukee
$17.19
per hour
Wisconsin
$17.81
per hour
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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Please refer to the employers job description for complete details.
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 64 days on average from job posting to starting date. Currently, 2% of job openings are part-time roles.
See 76 jobsAverage pay
Milwaukee
$3,788 per weekWisconsin
$3,362 per weekSkills
- Driving
- Van driver
- Tractor-trailer
- Truck driving
- Commercial driving
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Van Driver
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Please refer to the employers job description for complete details.
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), Cristo Rey Jesuit High School (1 job), and Schneider (1 job).
Van Driver jobs take 67 days on average from job posting to starting date. Currently, 30% of job openings are part-time roles.
See 15 jobsAverage pay
Milwaukee
$2,245 per weekWisconsin
$1,752 per weekSkills
- Van driver
- English
- Driving
- Communication skills
- Customer service
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Truck Driver
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Please refer to the employers job description for complete details.
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 Roehl Transport (10 jobs), A Man with a Plan Services LLc (6 jobs), and Performance Freight Systems (5 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 658 jobsAverage pay
Milwaukee
$1,777 per weekWisconsin
$1,673 per weekSkills
- Driving
- Load & unload
- Bus driving
- Commercial driving
-
Tanker Driver
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Please refer to the employers job description for complete details.
Tanker drivers transport liquid cargo while adhering to safety regulations. Key qualifications for this role include specialized training, attention to detail and experience working with hazardous materials.
The top companies hiring Tanker Driver in Milwaukee, WI are LCL Bulk Transport, Inc. (2 jobs), Schneider (1 job), and Quantix (1 job).
Tanker Driver jobs take 76 days on average from job posting to starting date. Currently, 1% of job openings are part-time roles.
See 10 jobsAverage pay
Milwaukee
$1,597 per weekWisconsin
$1,588 per weekSkills
- Tanker
- Driving
- Truck driving
- English
- Regional lane
-
Snow Plow Operator
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Please refer to the employers job description for complete details.
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), American Landscape (1 job), and Associated American Landscape Inc (1 job).
Snow Plow Operator jobs take 170 days on average from job posting to starting date. Currently, 44% of job openings are part-time roles.
See 14 jobsAverage pay
Milwaukee
$32.96 per hourWisconsin
$24.16 per hour -
Local Driver
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Please refer to the employers job description for complete details.
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 (2 jobs), and Xpress Global Systems, LLC. (2 jobs).
Local Driver jobs take 68 days on average from job posting to starting date. Currently, 4% of job openings are part-time roles.
See 76 jobsAverage pay
Milwaukee
$27.58 per hourWisconsin
$27.03 per hourSkills
- Load & unload
- Bus driving
- Driving
-
Bus Driver
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Please refer to the employers job description for complete details.
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 108 days on average from job posting to starting date. Currently, 51% of job openings are part-time roles.
See 36 jobsAverage pay
Milwaukee
$26.37 per hourWisconsin
$22.10 per hourSkills
- Driving
- Forklift
- Freight
- Load & unload
- Automotive repair
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Delivery Driver
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Please refer to the employers job description for complete details.
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 (13 jobs), Jimmy John's Sandwiches (9 jobs), and Roaring Fork Restaurant Group (7 jobs).
Delivery Driver jobs take 171 days on average from job posting to starting date. Currently, 34% of job openings are part-time roles.
See 237 jobsAverage pay
Milwaukee
$20.68 per hourWisconsin
$19.83 per hourSkills
- Driving
- Load & unload
- Bus driving
- Hindi
- English
-
Driver
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Please refer to the employers job description for complete details.
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 Enterprise Mobility (4 jobs), Gopuff (4 jobs), and Hertz (3 jobs).
Driver jobs take 79 days on average from job posting to starting date. Currently, 43% of job openings are part-time roles.
See 122 jobsAverage pay
Milwaukee
$17.66 per hourWisconsin
$19.89 per hourSkills
- Driving
- Load & unload
- Bus driving
- Automotive repair
-
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 Staffmark (1 job).
Shuttle Driver jobs take 75 days on average from job posting to starting date. Currently, 31% of job openings are part-time roles.
See 18 jobsAverage pay
Milwaukee
$17.19 per hourWisconsin
$17.81 per hourSkills
- Driving
- English
- Communication skills
- Customer service
- Shuttle driving