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Dedicated Driver Jobs in Milwaukee, WI (NOW HIRING)

Quality Carriers

Class-A CDL Company Driver OTR

Racine, WI · On-site

$1.9K - $2.2K/wk

Benefits Paid Orientation and Paid On the Job Training Dedicated Driver Manager! Weekly Direct Deposit / No Hold Back! Stability You Can Count On - Over 100 Years in Business! Personal Wellness ...

Forward Air

CDL-A Owner Operator Driver

Germantown, WI · On-site

$4.1K - $5.2K/wk

A dedicated Driver Support Team is available to help with any concerns that come up, giving Owner Operators the backing they need to run a successful business. Owner Operator Perks & Support

Forward Air

CDL-A Owner Operator Driver

Waukesha, WI · On-site

$4.1K - $5.2K/wk

A dedicated Driver Support Team is available to help with any concerns that come up, giving Owner Operators the backing they need to run a successful business. Owner Operator Perks & Support

Landair

CDL-A Dedicated Truck Driver

Kenosha, WI · On-site

$1.5K - $1.6K/wk

At Landair, you're a driver, not a number, so let us show you how we're dedicated to making things "Just Right" for you. Landair is an Equal Opportunity Employer Disability/Veteran VEVRAA Federal ...

Landair

CDL-A Dedicated Truck Driver

Milwaukee, WI · On-site

$1.5K - $1.6K/wk

At Landair, you're a driver, not a number, so let us show you how we're dedicated to making things "Just Right" for you. Landair is an Equal Opportunity Employer Disability/Veteran VEVRAA Federal ...

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Showing results 1-20

All JobsDedicated Driver JobsDedicated Driver Jobs in Milwaukee, WI

Dedicated Driver information

See Milwaukee, WI salary details

$786

$1.6K

$1.9K

How much do dedicated driver jobs pay per week?

As of Aug 21, 2026, the average weekly pay for dedicated driver in Milwaukee, WI is $1,575.02, according to ZipRecruiter salary data. Most workers in this role earn between $1,042.31 and $1,894.23 per week, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a dedicated driver?

To thrive as a Dedicated Driver, you need a valid commercial driver's license (CDL), a strong driving record, and a thorough understanding of transportation regulations. Familiarity with GPS navigation systems, electronic logging devices (ELDs), and route optimization software is typically required. Reliability, time management, and excellent communication skills set top performers apart in this role. These skills ensure timely and safe deliveries, regulatory compliance, and positive client relationships.

What are some common challenges dedicated drivers face, and how can they be managed?

Dedicated Drivers often face challenges such as managing tight delivery schedules, adapting to changing routes, and maintaining consistent communication with dispatch teams. Staying organized and using technology, like GPS and route planning apps, can help drivers stay on track. Building good relationships with dispatchers and understanding company procedures also make it easier to resolve issues quickly and efficiently. Regular vehicle maintenance and self-care are important to ensure safety and reliability throughout their routes.

What is the difference between Dedicated Driver vs Local Driver?

AspectDedicated DriverLocal Driver
CredentialsCommercial driver's license (CDL), clean driving recordVaries; often CDL or standard license, depending on cargo
Work EnvironmentLong-haul routes, consistent schedules, often on highwaysShort-distance deliveries, urban routes, daily home time
Employer & IndustryTrucking companies, logistics firms, retail distributionLocal businesses, courier services, food delivery
Search & Comparison IntentYes, often compared for route consistency and payNo, more focused on local delivery specifics

Dedicated Drivers typically handle long-distance routes with consistent schedules and require CDL credentials, working for trucking or logistics companies. Local Drivers focus on short-distance deliveries within urban areas, often returning home daily. Both roles may require similar licenses but differ mainly in work environment and route length.

What is a dedicated truck driving job?

A dedicated truck driving job involves transporting goods for a specific company or customer on a regular route, often with consistent schedules and routes. Drivers typically operate company-owned trucks, follow company policies, and may need a commercial driver's license (CDL) and safety training. These jobs offer stability and predictable hours compared to other trucking roles.

What are popular job titles related to Dedicated Driver jobs in Milwaukee, WI?

For Dedicated Driver jobs in Milwaukee, WI, the most frequently searched job titles are:

What job categories do people searching Dedicated Driver jobs in Milwaukee, WI look for?

The top searched job categories for Dedicated Driver jobs in Milwaukee, WI are:

Dedicated Driver jobs near you
Infographic showing various Dedicated Driver job openings in Milwaukee, WI as of August 2026, with employment types broken down into 85% Full Time, 13% Part Time, and 2% Contract. Highlights an 99% In-person, and 1% Remote job distribution, with an average salary of $81,901 per year, or $39.4 per hour.

Class-A CDL Company Driver OTR

Quality Carriers

Kenosha, WI

$1.9K - $2.2K/wk

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 27 days ago

Job description

Job Requirements:

Experience and Education:

•CDL-A with Tanker and Hazmat Endorsements

•TWIC Card

•At least 1 year of Class A Tractor Trailer Experience

•Have or Be Willing to Obtain Passport

Job Description:

Compensation and Incentives

•Average $1900-$2200 gross/week

•72 CPM Loaded or Empty

•

$10,000 Sign on Bonus

•Best Driver Referral Program in the country-

$3,000 to refer a driver + anadditional 5% of their total earnings!

Run Details

•Out 2-3 Weeks, Home 3-4 days

•Consistent lanes of operation

Benefits:

•Medical

•Dental/Vision

•Basic Life/Voluntary Life

•Short Term and Long Term Disability

•Flexible Spending Account and Health Savings Account

•Teladoc

•Employee Assistance Program

•401K Match and Roth Retirement Savings Plan

•Additional Voluntary Benefits

Equipment and Safety:

•Road facing event recorder + Collision Avoidance

•Truck Speeds - 68 mph on the pedal, 68 mph on cruise

•Comprehensive industry renowned Hazmat Safety training

Onboarding

•Paid Orientation and on the job training

•Fast interview and onboard process

Apply athttps://intelliapp2.driverapponline.com/c/qualitycarriers?r=OTRnationwideEqual Employment OpportunitiesQuality Carriers, Inc. provides equal employment opportunities to all individuals regardless oftheir race, color, creed, religion, gender, age, sexual orientation, national origin, disability,veteran status, or any other characteristic protected by state, federal, or local law.Wage Range: $1900 per week - $2200 per week Weekly USDGeneral Description of Benefits: Benefits Paid Orientation and Paid On the Job Training Dedicated Driver Manager! Weekly Direct Deposit / No Hold Back! Stability You Can Count On - Over 100 Years in Business! Personal Wellness Program - Designed by Drivers for Drivers! Full Health Benefits - Low Cost, High Quality Options to Choose From! ( Dental, Vision, Life, Disability, Health) Short and Long Term Disability, Accident and Critical Illness Insurance Vacation Time and 401k with Company Match! Steady and Consistent Work, Freight is Year-Round! Employee Assistance Program