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Contract Driver Jobs in Madison, WI (NOW HIRING)

Republic Services

Driver - CDL (A)

Prairie Du Sac, WI · On-site

The Driver - CDL (A) is responsible for ensuring his or her vehicle is in compliance with the ... Furthermore, they do not establish a contract for employment and are subject to change at the ...

New

Republic Services

Driver - CDL (A)

Prairie Du Sac, WI · On-site

The Driver - CDL (A) is responsible for ensuring his or her vehicle is in compliance with the ... Furthermore, they do not establish a contract for employment and are subject to change at the ...

New

CS Logistics Inc

Delivery Driver Car/Van EOO

Monona, WI · On-site

$700 - $900/wk

Is your acceptance of employment restricted in anyway by virtue of any contract, agreement, promise ... Driver's License (Required) Work Location: * Multiple locations Work Remotely: * No

Uber

Driver

Spring Valley, WI

You consent to driver screening and background check * You have an iPhone or Android smartphone * Vehicle Requirements vary by region, we'll show you what is needed Additional Information: If you ...

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Showing results 21-40

All JobsContract Driver JobsContract Driver Jobs in Madison, WI

Contract Driver information

See Madison, WI salary details

$11

$37

$86

How much do contract driver jobs pay per hour?

As of Aug 22, 2026, the average hourly pay for contract driver in Madison, WI is $37.26, according to ZipRecruiter salary data. Most workers in this role earn between $17.45 and $63.22 per hour, depending on experience, location, and employer.

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.

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 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 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.

More about Contract Driver jobs

What are the most commonly searched types of Driver jobs in Madison, WI?

The most popular types of Driver jobs in Madison, WI are:

What are popular job titles related to Contract Driver jobs in Madison, WI?

For Contract Driver jobs in Madison, WI, the most frequently searched job titles are:

What job categories do people searching Contract Driver jobs in Madison, WI look for?

The top searched job categories for Contract Driver jobs in Madison, WI are:

What cities near Madison, WI are hiring for Contract Driver jobs?

Cities near Madison, WI with the most Contract Driver job openings:

Contract Driver jobs near you
Infographic showing various Contract Driver job openings in Madison, WI as of August 2026, with employment types broken down into 1% As Needed, 67% Full Time, 28% Part Time, and 4% Contract. Highlights an 98% Physical, and 2% Remote job distribution, with an average salary of $77,498 per year, or $37.3 per hour.

Dedicated CDL-A Truck Driver

Hirschbach Motor Lines

Madison, WI • On-site

$800/day

Full-time

Medical, Dental, Vision, Retirement, PTO

Re-posted 18 days ago

Hirschbach Motor Lines rating

7.2

Company rating: 7.2 out of 10

Based on 19 frontline employees who took The Breakroom Quiz

Job description

Hiring CDL-A Truck Drivers
  • STEADY WEEKS, STEADY PAY - Earn $1,350+ per week*
  • GET PAID TO GET STARTED - $10,000 sign-on bonus*
  • TOP TRUCKS FOR TOP DRIVERS - Fully-loaded 2023-2026 trucks
Why Drive for Hirschbach?

Hirschbach is hiring CDL A truck drivers in the local Iowa, Illinois, and surrounding areas. We are not your typical trucking company. We are driver-focused, driver-first and we mean it. Driving for Hirschbach isn't just another job - it's THE job. We offer drivers industry-leading 24/7 support and our ultra-modern truck fleet comes with the latest features and technology.

So if you have at least 6 months CDL-A truck driving experience, apply today to learn about options. You've tried the rest, now run with the best.

Dedicated Truck Driver Job Overview
  • Strong weekly incentives, real annual earnings. Earn $1,350 per week before extra pay and bonuses*-giving you reliable income you can count on.
  • Run strong, reset strong. Enjoy a schedule built around real balance, with weekly or bi-weekly home time depending on your location-giving you predictable resets without sacrificing earning potential.
  • Touch freight that pays-backed by incentives. This is a touch-freight position, but the payoff is real with steady freight flow and monthly safety incentive pay that rewards doing the job right.
  • Premium equipment for a premium experience. Drive 2023-2026 fully-specced trucks with inverter, large refrigerator, 24in SmartTV, heated & cooled seats, and advanced safety sensors-comfort that makes work feel better.
Benefits Built for Your Life
  • Coverage that protects you on and off the road. Get health, dental, and vision insurance, access to an Employee Assistance Program, and financial peace of mind with 401(k) + profit sharing.
  • Time off that truly pays. Enjoy paid vacation after one year, giving you the time you need to reset without losing earning power.
  • Start strong from day one. Earn $800 during the driver orientation qualification process*, making the transition smooth and rewarding.
  • Bonuses that reward your influence. Earn a $1,200 driver referral bonus* for every qualified hire - because great drivers know great drivers.
Lease Purchase Driver Details
  • Owner-style pay without the ownership headache. Lease Purchase drivers earn a minimum of $1,350/week availability incentive pay, with $0.85 - $2.53 per practical mile, varying based on length of haul.*
  • Premium miles, premium balance. Run a dedicated schedule with weekly or every-other-week home time, depending on route, plus consistent freight and incentive opportunities.
  • Early earning boost with orientation pay. Get $800 driver orientation qualification process pay*, so you start strong during onboarding and head into your first weeks with momentum.
  • Top-tier trucks built for comfort & performance. Lease Purchase drivers roll in 2023-2026 fully-specced Internationals and Freightliner Cascadias, with modern features that make long miles feel better.
Lease Purchase Contracts
  • Simple start, no credit check required. Lease Purchase begins with no down payment and no credit check, so you can step into a truck and get earning without barriers.
  • Walkaway lease with powerful perks. Your lease includes a walkaway option, meaning you're not tied into long-term risk, and a lease completion incentive when you finish your lease term.
  • Fuel peace of mind. Enjoy $.99/gallon fuel regardless of pump price, shielding your earnings from market volatility and helping your business stay profitable.
  • Maintenance that keeps you rolling. A full service maintenance plan covers mechanical parts for $0.10/mi, so you spend more time earning and less time worrying about service bills.

All pay and bonus amounts may vary by job type, location, experience level, and performance and are subject to change based on company discretion. Talk with a recruiter to confirm specific details.

There is no deadline to apply. Applications are accepted on an ongoing basis.

Driver Requirements
  • Valid Class A CDL
  • At least 23 years of age
  • 6+ months verifiable CDL-A experience

What Hirschbach Motor Lines employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom

Hirschbach logo

About Hirschbach

Sourced by ZipRecruiter

OUR CULTURE IS ONE OF A KIND At Hirschbach Motor Lines, we are proud of the company culture we've built that drives us to be the best trucking company in the business - that's All In To Win. Our employees enjoy a fun and unique work environment, along with great benefits. You should see what you've been missing.

Industry

Trucking

Company size

501 - 1,000 Employees

Headquarters location

Dubuque, IA, US

Year founded

1935

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