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OTR Dry Van Trucking Job in Milwaukee, WI
Last updated: 09-18-2026
$0.65 - $0.75CPM
$2,500Sign-on bonus
2 – 4 WeeksOn the road
Vacancy description
HMD Trucking is hiring dry van job in Milwaukee and nearby areas. Our dry van division keeps drivers moving with steady loads, strong mileage, and pay that matches your time on the road. You’ll be driving well-maintained equipment with a consistent flow of work throughout the year.
If you're a CDL-A driver looking for solid miles and reliable OTR runs, our Milwaukee dry van positions are open and ready for you.
What makes driving with HMD different:
Base pay of 65 CPM for all miles, with drivers averaging about 2,500 miles per week and hauling no-touch freight.
High referral rewards for every qualified driver you bring on board.
Additional compensation for clean DOT inspections and completion of onboarding.
A supportive team and reliable equipment to help you stay productive on the road.
Around 90% of our fleet consists of Peterbilt 579 trucks, along with Freightliner Cascadia and Volvo models.
Multiple dry van openings in Milwaukee and nearby areas, available year-round.
Requirements
Valid CDL Class A
1 year of CDL-A OTR experience required
No DUI/DWI within the last 5 years
No more than 3 moving violations or 3 preventable accidents
No excessive speeding (over 21 mph) within the last 3 years
Must be above 23 years old at the time of applying
Benefits
65 CPM base pay with up to 10 CPM in potential bonuses
Average of 2,500 miles per week
Home every two weeks to support a healthy work-life balance
Health, Dental, and Vision Insurance
Voluntary life, AD&D, and disability insurance
401(k) Retirement Plan with employer matching contributions available
Paid Time Off with a flexible PTO policy
$2,500 sign-on bonus
Clean Inspection Bonus: $100
Referral Bonus: $2000
Extra Stops: $50 per additional stop
Empty miles paid at the same CPM as loaded miles
Detention Pay: $15 per hour after the first 2 hours
Layover Pay: $100 for every 24 hours
Orientation Pay: $150
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If this sounds like a good fit, apply today!
Check availability in your area and take the first step toward joining our team.
Drive with HMD – Dry Van Trucking Job in Milwaukee, WI
If you’re a skilled CDL Class A driver looking to take the next step in your career, HMD Trucking has a place for you. Join a company that values your experience, offers consistent opportunities, and helps you grow in the trucking industry. We’re regularly hiring reliable drivers who want steady over-the-road work.
A dry van trucking job in Milwaukee, WI with HMD means driving well-maintained, comfortable trucks — while still enjoying regular home time. This solo OTR role is ideal for those who want steady miles, reliable pay, and the freedom to explore the open road with full company support.
Discover Your Earning Potential at HMD
Are you looking for a dry van driver job in Milwaukee, Wisconsin? Explore our current vacancies and start earning while transporting freight with HMD. Take the wheel and move your career forward today!
Apply nowCheck out these real examples to see what top HMD company drivers earn each month.
Ennio K.
Miles13,290
Base CPM$0.65
Base Pay$8,639
Bonus CPM$0.10
Bonus Pay$1,329
Total$9,968
Roman K.
Miles Dry Van12,427
Base CPM$0.65
Base Pay$8,078
Bonus CPM$0.08
Bonus Pay$994
Total$9,072
Chris B.
Miles Dry Van14,530
Base CPM$0.65
Base Pay$9,445
Bonus CPM$0.08
Bonus Pay$1,162
Total$10,607
HMD Trucking at a Glance
Take a look at the numbers behind OTR Dry Van work at HMD
500+Number of drivers
10,000Average monthly mileage
$6,000Average monthly pay
Join HMD Trucking today and help us bring those numbers up!
Apply nowDry Van Trucking Job in Milwaukee, WI — Modern, Well-Equipped Trucks for Every Route
HMD Trucking runs a large fleet of modern trucks, all less than 3 years old. We prioritize excellent condition and driver comfort across all roles.
All our semi-trucks offer the following benefits:
Peterbilt
Spacious, high-roof cabin
Inverter
Powerful diesel APU
Minifridge
Automatic
Removable rider seat
Comfortable combo sleeper
What Our Drivers Have to Say About HMD Trucking
Read real feedback from drivers at HMD Trucking.
Nigel T.
In the company since 2020
Hello there, my name is Nigel Tuckey. Wanted to share with you a little bit about my experience. Beginning with the extensive training and orientation I received, right up through the professional support in the background that I've received from dispatch, and safety, and even the fine people in the repair shop to get me back on the road. Very early on, in the first couple of months, I was able to achieve or meet and even exceed my goals as far as mileage and earnings are concerned. Would highly recommend them. Feels like a family atmosphere, a lot of great support, a lot of fun!
Bonnie B.
In the company since 2021
Hi, my name is Bonnie Burton and I have been with the company for about 10 months. I really like the family atmosphere with HMD and I like that if I have any questions it's not hard to find the answer. Everybody knows who you are, they remember you, they know your name, so that's a good feeling.
Cameron F.
In the company since 2025
Hi, my name is Cameron and I've been with HMD for six months. What I like about HMD is the entire aspect of the company. The equipment is great, the dispatchers are great, the pay is comparable to any other company that you can potentially find. I haven't had too many issues. The transparency and consistent communication that they give whenever you have questions or concerns that you gotta call about, they're always there. They always make theirself available. And they make sure that they work for you.
Current Employee
August 2, 2021
It's not really easy being an CDL driver and I've worked for several companies in my 8 years driving. HMD is so different from any company I've ever worked for. Good money, easy to understand pay structure, great trucks that are kept in top working order, actual home time and above all a true work family. Mary the recruiter is a great I am making money and I am happy to be working with a great company like HMD Trucking
Kwame S.
In the company since 2026
My name is Kwame. Well, HMD Trucking is my third company, trucking company that I've worked with. And honestly, I will say HMD is the best trucking company I've ever worked for. I recommend HMD Trucking for every truck driver who wants, who wants good miles, who doesn't want to sit at the truck stop waiting for a load and all that. I mean, yeah, you have to have at least one year experience to join HMD, which I think isn't that bad. And so, if you have six months experience and you have a good clean record, I mean, I would recommend HMD Trucking for you 100%, 100%. They are, they are really awesome. Trust me, they are.
Reggie and Charles W.
In the company since 2024
My name's Reggie Williams. Been out here with HMD going on three years. My name's Chris Williams, and I run team with my husband. We got a good communication with our dispatcher. So we have no problem with him. Our dispatcher by the name of Shelby, he's awesome. If you're looking for a good company, looking for stability, looking for great benefits, looking for the miles and the home time, HMD. We definitely recommend HMD.
Modu Mele
In the company since 2023
Looks like I've finally landed in the perfect spot. I just wanted to say thanks for the great cpm and the awesome working conditions. I've put in a lot of hours in my time, but you folks from Chicago really have a knack for business. HMD keep up the good work!
HMD Trucking Company Started as a Family Business in Chicago, Illinois, Back in 1998
What began as a small operation in Chicago has grown into a nationwide carrier operating across the United States. Today, HMD Trucking runs a fleet of over 650 modern trucks, hauling a wide range of freight and working with a growing base of clients.
We continue to expand our team and regularly open new opportunities for CDL Class A drivers, including positions like a dry van job in Milwaukee, where drivers can join a stable operation with consistent work.
Recruiting: 888 215 8523
By clicking "Apply Now", you agree that HMD Trucking may contact you by phone and email regarding your driver application. You also agree to our Terms of Service and Privacy Policy.
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