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Contract Driver Jobs in Wisconsin (NOW HIRING)

CIE TRANSPORT INC

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CDL A Driver - Regional

Milwaukee, WI · On-site

$1.7K - $2.5K/wk

Provide excellent customer service while handling UPS mail contracts and other freight. Qualifications * Valid CDL Class A license. * Minimum of 2 years of CDL Class A driving experience. * Must be ...

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Contract Driver information

See Wisconsin salary details

$11

$37

$86

How much do contract driver jobs pay per hour?

As of Aug 7, 2026, the average hourly pay for contract driver in Wisconsin is $37.32, according to ZipRecruiter salary data. Most workers in this role earn between $17.45 and $63.32 per hour, depending on experience, location, and employer.

What are common challenges contract drivers face and how can they be managed?

Contract drivers often face challenges such as unpredictable schedules, variable workloads, and maintaining their own vehicles. Managing these challenges involves strong time-management skills, staying organized with route planning, and ensuring regular vehicle maintenance. Many contract drivers also join professional networks or use mobile apps to streamline their work and find new opportunities, which can help reduce downtime and increase efficiency.

What is the difference between Contract Driver vs Delivery Driver?

AspectContract DriverDelivery Driver
CredentialsDriver's license, possibly commercial licenseDriver's license, sometimes specialized for certain vehicles
Work EnvironmentIndependent or contracted, often flexible hoursEmployed by a company, regular routes, scheduled hours
Employer & Industry UsageFreelance or contracted basis across various industriesCompany-employed, retail, food, or parcel delivery sectors
Search & Comparison IntentHigh overlap in credentials and work environmentSimilar roles but typically more structured employment

Contract drivers operate independently or on a contractual basis, offering flexibility and often working across multiple industries. Delivery drivers are usually employed by companies, following scheduled routes. Both roles require a valid driver's license, but contract drivers tend to have more autonomy, while delivery drivers have more structured hours.

What skills and qualifications are needed to thrive as a contract driver?

To thrive as a Contract Driver, you need a valid driver's license, a clean driving record, and familiarity with local routes and traffic laws. Experience with GPS navigation systems, delivery management apps, and, in some cases, a commercial driver's license (CDL) are typically required. Strong time management, reliability, and customer service skills make someone stand out in this role. These skills and qualities ensure timely, safe deliveries and positive client interactions, which are critical for building trust and repeat business.

What does a contract driver do?

As a contract driver, your primary responsibilities are to drive a vehicle to transport materials or items on a contract basis. Your duties vary depending on the details of each contract. You may drive a truck on a set delivery route to transport cargo, or you may have independent courier contracts and pick up and deliver materials for businesses, medical service providers, or private individuals. If you work as a courier, you may coordinate with a dispatch operator to receive information for each delivery. Contract drivers typically own the vehicle that they drive.

What is a contract driver?

Contract drivers are independent professionals who transport goods, packages, or passengers for companies or individuals based on a contractual agreement rather than as direct employees. They may work for delivery services, ride-share platforms, or logistics companies, often using their own vehicles. Contract drivers are responsible for managing their schedules, maintaining their vehicles, and handling taxes as independent contractors. This role offers flexibility but does not typically include benefits like health insurance or paid time off.
More about Contract Driver jobs
What are the most commonly searched types of Driver jobs in Wisconsin? The most popular types of Driver jobs in Wisconsin are:
What are popular job titles related to Contract Driver jobs in Wisconsin? For Contract Driver jobs in Wisconsin, the most frequently searched job titles are:
What job categories do people searching Contract Driver jobs in Wisconsin look for? The top searched job categories for Contract Driver jobs in Wisconsin are:
What cities in Wisconsin are hiring for Contract Driver jobs? Cities in Wisconsin with the most Contract Driver job openings:
Contract Driver jobs near you
Infographic showing various Contract Driver job openings in Wisconsin as of July 2026, with employment types broken down into 1% As Needed, 68% Full Time, 29% Part Time, and 2% Contract. Highlights an 99% Physical, and 1% Remote job distribution, with an average salary of $77,631 per year, or $37.3 per hour.

Class A CDL Local Truck Driver | Menomonie WI | Walgreens

Quality Driver Solutions

Menomonie, WI • On-site

$28.80/hr

Full-time

Medical, Dental, Life, Retirement, PTO

Re-posted 12 days ago

Job description

Benefits from day 1! | Line Haul | Good Home Time!
Call Kelly at 702.274.9905 today!
WE OFFER:
  • Pay Rate increases at 6 months, 12 months, 18 months, and 24 months.
  • $0.585/mile starting pay.
  • $28.80/hr. for all on-duty, non-driving time starting pay.
  • Medical, Dental and $50,000 Life insurance benefits start on day one!
  • 8 Paid Holidays and vacation
  • Paid vacation starting at 6 months!
  • 401(k) with company contribution
  • Driver referral bonuses of $1500-$2500 per hired referral! Refer a friend and get paid! Limited time only!

WE REQUIRE:
  • Valid and current Class A CDL
  • Must be 21 years of age
  • Must have 1 year of verifiable tractor-trailer experience or 6 months experience AND a certificate from an accredited CDL school.
  • Must be willing and able to unload tailgated freight by conveyor rollers
  • Ability to lift, pull, push and carry product weighing up to 75 pounds
  • Ability to meet all DOT requirements

CPC Logistics is currently hiring full-time Class A CDL Local Truck Drivers to work with our Walgreens Private Fleet Operations group in Menomonie, Wisconsin. Relay routes are available. Drivers will make a nighttime run to Windsor, WI and back (approx. 1920 miles per week). No touch freight! All drop and hook!
Schedule is Monday thru Friday with early evening start times (4pm-6pm) and home every day.
Drivers must fill in for peddle driver 2-4 times a year to cover vacations, sick time, etc. Peddle routes consist of making tailgate deliveries via a roller system to Walgreens stores in Menomonie, WI and the surrounding areas
Drivers must be willing and able to do both Peddle and Relay routes. Hotels provided for layovers. No Sleeper Bunk!
CPC Logistics, Inc. is an Equal Opportunity Employer that fully supports diversity in the workplace.
The Best Drivers on the Road Drive CPC!
Apply Now! To ensure timely processing, please provide your complete DOT work history for the past 10 years (if applicable) and complete all required employer fields, including address, phone number, and zip code.
If you are interested in the job: Class A CDL Local Truck Driver | Menomonie Wisconsin | Walgreens and you have any questions, please call Kelly Miles at 702. 274.9905 .
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Thank you for your interest in working with CPC! Learn more about our application process.
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