Truck Driving Jobs in Madison, WI

Truck Driving Jobs in Madison

We offer a range of truck driving jobs to apply to as a commercial driver.
Enter your ZIP code below to see which CDL A driver jobs are available in your area.

Dry Van Flatbed Hazmat & Doubles Lease & Owner Operator

Dry Van

DRY VAN TRUCKING JOB IN MADISON, WI

60 CPM

$1,600

Home EVERY
2 – 4 WEEKS

No touch freight

10 CPM Safety/ productivity bonus

Health, dental, vision, 401k, paid time off

Detailed pay scale and benefits

APPLY NOW

REGIONAL TRUCK DRIVER JOB IN MADISON, WI

65 CPM

$1,200

Home
weekly

No touch freight

Health, dental, vision, 401k, paid time off

Orientation, clean inspection pay, and referral bonus

Detailed pay scale and benefits

APPLY NOW

Flatbed

FLATBED TRUCKING JOB IN MADISON, WI

65 CPM

$1,725

Home every
2 – 4 weeks

5 CPM bonus on 11k+ miles monthly

Health, dental, vision, 401k, paid time off

Detailed pay scale and benefits

APPLY NOW

Trucks You’ll Be Driving

HMD Trucking runs a fleet of more than 500 modern trucks built to handle any type of freight. No matter if you’re based in Wisconsin or another state, you’ll always drive safe, well-maintained equipment.

Each Truck Available for Our Truck Driving Jobs in Madison, WI Comes with These Key Features:

Spacious, high-roof cabin
Inverter
Powerful diesel APU
Minifridge
Automatic or manual
Removable rider seat
Comfortable combo sleeper

We run our own maintenance shop to keep every semi truck in excellent shape. Skilled mechanics and a full supply of key parts make sure your vehicle is always ready for the next haul.

Apply now

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What Makes Drivers Choose HMD Trucking

HMD Trucking is a Chicago-based carrier hauling freight across the U.S. If you’re looking for truck driving jobs in Madison, WI, this is your chance to join a reliable company that’s steadily growing.

Key benefits for drivers

Regularly maintained, late-model trucks with top-quality trailers.

Extensive benefits program covering medical, dental, vision, and retirement.

Continuous operational support available 24/7 for all drivers.

A few real stats coming directly from our drivers

79%

of our drivers say they’re happy with the way dispatch schedules and manages their routes.

81%

highlight clear and honest communication during the hiring and onboarding process.

87%

value the reliability and consistent maintenance of our modern trucks.

How Much You Can Earn with HMD

Check our current vacancies to learn how much you can earn as a company driver at HMD. We share real examples from top drivers so you know exactly what to expect.

OTR Dry Van Solo

May 2025

Ennio K.

Miles

13,290

Base CPM, $

0.60

Pay, $

7,974

Bonus pay CPM, $

0.10

Bonus pay, $

1,329

Total, $

9,303

Roman K.

Miles

12,427

Base CPM, $

0.60

Pay, $

7,456

Bonus pay CPM, $

0.08

Bonus pay, $

994

Total, $

8,450

Chris B.

Miles

14,530

Base CPM, $

0.60

Pay, $

8,718

Bonus CPM, $

0.08

Pay, $

1,162

Total, $

9,880

OTR Flatbed Solo

May 2025

Michael W.

Miles

15,128

Base CPM, $

0.65

Pay, $

9,833

Bonus pay CPM, $

0.05

Bonus pay, $

756

Load pay, $

630

Total, $

11,219

Muchael R.

Miles

13,827

Base CPM, $

0.65

Pay, $

8,988

Bonus pay CPM, $

0.05

Bonus pay, $

691

Load pay, $

510

Total, $

10,189

Regional Dry Van Solo

May 2025

Harold A.

Miles

10,490

Base CPM, $

0.65

Pay, $

7,868

Total, $

7,868

Austin P.

September 2023

Miles

9,080

Base CPM, $

0.65

Pay, $

5,902

Total, $

5,902

Ryan N.

September 2023

Miles

9,790

Base CPM, $

0.65

Pay, $

6,364

Total, $

6,364

APPLY NOW

Interested in joining us? Apply for CDL jobs in Madison and build a strong, rewarding career with HMD Trucking.

About HMD Trucking

Founded in 1998, HMD Trucking has grown from a small family business into one of the nation’s most trusted freight carriers, recognized for reliable performance across the United States.

HMD Trucking offers trusted trucking jobs in Madison and across the region — with solid pay, well-maintained trucks, and a team that’s got your back every mile.

Learn why drivers nationwide choose to stay with HMD Trucking.

Truck Driving Jobs in Madison, WI