Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

Flatbed CDL-A Truck Driver, Regional Routes - Milwaukee, WI

$1,021 - $2,280 per week

System Transport

AMERICA PROUD. FLATBED STRONG. DRIVE WITH SYSTEM TRANSPORT! System Transport is hiring experienced CDL-A flatbed truck drivers for regional and OTR routes. You will be transporting important goods and materials such as glass, steel, aluminum, building materials, machinery, coils, and specialty metals. Join our team for competitive pay, excellent benefits, a great work-life balance, and become America Proud, Flatbed Strong with System Transport. Apply Today! APPLICATION DEADLINE: 8/31/2026 CDL-A Flatbed Truck Driver Opportunities: Driver Type: Experienced CDL-A Truck Drivers Equipment Type: Flatbed Route Type: Regional Division: Division 290 Terminal: Kansas City, MO Home Time: Off most weekends for a 34-hour reset Compensation: Weekly Pay: $1,021.00 - $2,280.00 Annual Pay: $53,092.00 - $118,560.00 Additional compensation: Tarp pay, stop pay, detention pay, safety bonuses, and more Mileage rate: $0.65 - $0.71CPM, (depending on experience) $1,800 transition package to help you settle in Benefits: Health, dental, and vision insurance 401(k) with company matching Paid time off: Accrue 1 hour of sick time per 30 hours worked, then 1-9 years 80 hours PTO, 10+ years 120 hours PTO. Life insurance, employee assistance programs, and much more! Requirements: Must have a valid Class A CDL Must be 21 years of age or older 6+ months of driving experience No more than 6 jobs in the last 3 years 1 year truck driving experience preferred, but not necessary Clean driving record and drug test Able to lift a 90-pound tarp onto a 5-foot platform (tested during orientation) Additional Perks: Rider Policy: Bring a rider aged 7+ after 90 days Modern, well-maintained trucks with advanced safety features 24/7 road service support Award-winning driver portal with real-time updates Join System Transport and be part of the team that keeps America moving! APPLICATION DEADLINE: 8/31/2026 System Transport is an Equal Opportunity Employer. We are committed to fair pay and equal opportunity for all employees.

Vacancy posted 1 day ago
Similar jobs that could be interesting for youBased on the Flatbed CDL-A Truck Driver, Regional Routes - Milwaukee, WI in Delafield, WI vacancy
  • $1,260 - $1,650 per week

     ...Requirements ~1 year of CDL-A OTR experience ~ No DUI/...  ...as loaded miles (company drivers only) ~ Extra Stops: $50...  ...Vacancy description Drive regional dry van routes from Waukesha, WI, into the Midwest and around Chicago with HMD Trucking. Benefit from clear,... 
    Hgv
    Hourly pay
    Full time
    Second job
    Relocation package
    Flexible hours
    Night shift

    HMD Trucking

    Waukesha, WI
    6 days ago
  • $70k

     ...CDL-A Truck Drivers: GREAT ROUTES AVAILABLE! Top Pay & Benefits OTR Drivers: Average 2,000+ miles per week. Bonuses may be available. Count...  ...paycheck with flexible home time that works for you. Regional Opportunities: Drive regional and earn strong pay and dependable... 
    Hgv
    Temporary work
    Relocation package
    Flexible hours

    U.S. Xpress

    Delafield, WI
    2 days ago
  • $1,400 - $1,600 per month

     ...Responsibilities Drive delivery truck on a regional itinerary covering Milwaukee, Madison, Platteville, Prairie...  ...a.m. and continues until the route is finished. Compensation...  ...Qualifications Minimum 23 years old. Class A commercial driver’s license (CDL). At least 6 months of... 
    Hgv
    Weekly pay
    Monday to Friday
    Flexible hours
    Night shift
    Day shift
    Afternoon shift

    Mohawk Industries Inc

    Waukesha, WI
    2 days ago
  • $903.55 - $2,199.05 per week

     ...Job Description Job Description Flatbed CDL-A Driver, Multiple Route Options: $903.55 - $2,199.05 per week. System Transport is hiring CDL-A flatbed drivers for regional, local, dedicated, and OTR routes across the Western U.S. hauling steel, machinery, building... 
    Suggested
    Local area
    Weekend work

    System Transport

    Waukesha, WI
    more than 2 months ago
  • $1,021 - $2,280 per week

     ...Job Description Job Description Flatbed CDL-A Driver, Regional Route: $1,021.00 - $2,280.00 per week. YOU ASKED. WE LISTENED. SYSTEM TRANSPORT OFFERING HIGHER PAY FOR MIDWEST FLATBED DRIVERS! System Transport is hiring experienced CDL-A flatbed drivers for regional... 
    Suggested
    Weekend work

    System Transport

    Waukesha, WI
    more than 2 months ago
  • $29 per hour

     ...Info Job Location: Milwaukee, Wisconsin Route Type: Local Type...  ...Experience: 0+ (includes CDL students) Handling:...  ...Information CDL B Driver - Local - $29.00 Per Hour...  ...Location: Milwaukee, WI About the Position...  ...). Must block/level truck prior to unloading.... 
    Hgv
    Hourly pay
    Weekly pay
    Local area
    Monday to Friday
    Flexible hours

    TransForce Inc.

    Waukesha, WI
    15 days ago
  • $1,171.4 - $2,106.07 per week

     ...Description Job Description CDL A OTR Flatbed Driver: $1,171.40 – $2,106.07 per week....  ...opportunity in the western region of America? System Transport is...  ...hiring experienced CDL-A flatbed truck drivers for regional and OTR routes. As a driver, you will be transporting... 
    Hgv
    Weekly pay
    Full time

    System Transport

    Waukesha, WI
    1 day ago
  • $72k - $88k

     ...Regional Class A CDL Reefer Truck Driver Job $3,000 Sign-on Bonus FOR EXPERIENCED DRIVERS** Company Driver Pay Drivers Earn between $72,000 - $88,000 on average per year* Longevity Pay - We reward our drivers to stay here. Our 5-year drivers can earn... 
    Hgv
    Relocation package

    National Carriers, Inc.

    Hartland, WI
    3 days ago
  • $74.5k

     ...Hub Group is Now Hiring Intermodal CDl-A Drivers in Milwaukee, WI! Earn $74,500 per Year - No-Touch Freight...  ...~ Earn $74,500 per year \n ~ Local routes, home daily \n ~ No-touch freight \...  ...be part of what makes us an elite trucking team. \n Begin Your Career with... 
    Hgv
    Daily paid
    Temporary work
    Local area
    Immediate start
    Flexible hours

    Hub Group

    Hartland, WI
    17 days ago
  • $1,505 - $2,175 per week

     ...Requirements ~1 year of CDL-A OTR experience ~6 months of flatbed experience ~ No DUI/DWI in the last...  ...same CPM as loaded miles (company drivers only) ~ Extra Stops: $50 per...  ...Vacancy description Join HMD Trucking’s Waukesha, WI division as a Flatbed CDL A driver... 
    Hgv
    Hourly pay
    Full time
    Second job
    Relocation package
    Flexible hours
    Night shift

    HMD Trucking

    Waukesha, WI
    10 days ago
  • $94k - $107k

     ...CDL-A Truck Drivers – No Touch Freight – Earn $94,000-$107,000 Annually! $5,000 Sign-On Bonus for Experienced Drivers* Pay & Benefits: Earn...  ...Details: No Touch Freight Home Weekly Dedicated Account – Midwest Regional Reefer Trailers Requirements: Valid Class A CDL Minimum 4... 
    Hgv
    Relocation package

    Hogan Transportation

    Hartland, WI
    1 day ago
  •  ...Local and Regional Driver Jobs Available for Class A-CDL and Class B Drivers Contact Us to Find Out More About...  ...Drivers - Experienced Drivers - Boom Truck Drivers - Drive Away Drivers - Dry...  ...Drivers - Dump Truck Drivers - Flatbed Steel Drivers - HAZMAT Drivers - Line... 
    Hgv
    Full time
    Casual work
    Local area

    Trillium Drivers

    Delafield, WI
    3 days ago
  • $74.5k

     ...Hub Group is Now Hiring Intermodal CDl-A Drivers in Milwaukee, WI! Earn $74,500 per Year - No-Touch Freight...  ...~ Earn $74,500 per year ~ Local routes, home daily ~ No-touch freight...  ...and be part of what makes us an elite trucking team. Begin Your Career with Hub Group... 
    Hgv
    Temporary work
    Local area
    Immediate start
    Flexible hours

    Hub Group

    Hartland, WI
    4 days ago
  • $1,500 - $1,800 per week

     ...Job Description Novco, Inc. is a Flatbed trucking company located in Elk River, MN....  ...Description: ~ Flatbed Company Drivers ~$1500 to $1800 a week ~ Regional work ~ Out 10 - 14 days ~...  ...Chassis Qualifications: Class A CDL Must Be 21 or older Prefer... 
    Hgv
    Hourly pay

    Novco Inc.

    Waukesha, WI
    more than 2 months ago
  • $200 per day

     ...Dollar General Fleet is hiring Class A CDL Truck Drivers for regional home weekly routes. As a DG Fleet driver, you'll connect our distribution centers with Dollar General stores and new locations expanding across the country - all while getting home every week and bringing... 
    Hgv
    Weekly pay
    Full time
    Temporary work

    Dollar General Fleet

    Delafield, WI
    1 day ago
  • $1,171.4 - $2,106.07 per week

     ...Description Job Description CDL A OTR Flatbed Driver: $1,171.40 – $2,106.07 per week....  ...opportunity in the western region of America? System Transport is...  ...hiring experienced CDL-A flatbed truck drivers for regional and OTR routes. As a driver, you will be transporting... 
    Hgv
    Weekly pay
    Full time

    System Transport

    Waukesha, WI
    1 day ago
  • $1,400 - $1,600 per week

     ...Mohawk Industries is seeking a regional delivery truck driver based in Waukesha, Wisconsin. Your...  ...will include navigating a set route covering places like Milwaukee and Madison, with a predictable...  ...The ideal candidate will have a Class A CDL, a minimum of 6 months of... 
    Hgv
    Monday to Friday

    Mohawk Industries Inc

    Waukesha, WI
    1 day ago
  •  ...Role: Regional CDL-A Driver responsible for intermodal freight transportation with a focus on safety, efficiency, and work ethic. Responsibilities Operating trucks with activity-based pay, managing various pay rates for mileage, stops, detention, and additional tasks such... 
    Hgv

    Coastal Elite Pro

    Waukesha, WI
    1 day ago
  •  ...Medical card Minimum 6 months of flatbed experience Benefits OCC...  ...flatbed division based in Waukesha, WI, transporting a variety of oversized...  ...Whether you’re home-based or prefer regional lanes, our CDL-A drivers find routes that fit their lifestyle and career... 
    Full time

    Eclectic Logistics

    Waukesha, WI
    18 days ago
  • $53.09k - $118.56k

     ...Transport is Now Hiring Recent Grad Regional CDL-A Flatbed Drivers Recent Graduate Flatbed CDL-A Driver...  ...flatbed CDL-A drivers ~ Regional route ~ Home most weekends ~$1,800...  ...offer. Arrive Monday, and get your truck by Saturday. Its that easy! EXCELLENT... 
    Hgv
    Temporary work
    Work at office
    Immediate start

    System Transport

    Waukesha, WI
    2 days ago
  • $1,400 per week

     ...Experience in the Last 3 Years •Valid Class A CDL •1 Year Refrigerated Experience Job Description: OUR CDL A REEFER TRUCK DRIVERS EARN UP TO $0.72 CPM - 100K+ PER YEAR - $...  ...driver. Whether you prefer regional runs throughout the Upper Midwest or occasionalOTR... 
    Hgv
    Weekly pay
    Temporary work
    Work at office

    Xtreme Trucking, LLC

    Waukesha, WI
    22 days ago
  • $61.16k

     ...0 retail outlets. The Route Service Delivery Driver’s primary responsibilities...  ...Reporting Location:  Waukesha, WI Compensation: $61,160...  ...to secure and/or maintain a CDL Class B with airbrake...  ...Saratoga® and Mountain Valley®, regional leaders such as Arrowhead®,... 
    Temporary work
    Work experience placement
    Local area
    Monday to Friday
    Flexible hours

    Primo Brands

    Waukesha, WI
    1 day ago
  • $100k

     ...Job Description Job Description Dollar General Fleet is hiring Class A CDL Truck Drivers for regional home weekly routes. As a DG Fleet driver, you'll connect our distribution centers with Dollar General stores and new locations expanding across the country - all while... 
    Hgv
    Weekly pay
    Full time
    Temporary work

    Dollar General Fleet

    Hartland, WI
    a month ago
  • $1,700 - $2,200 per week

     ...Transportation, experienced CDL-A drivers earn strong weekly pay while...  ...reliable home time every week. Our regional drivers average $1,700-$2,200...  ...as a Zeller Transportation Truck Driver You will start your...  ...a loaded trailer, a planned route, and a dispatch team that knows... 
    Hgv
    Hourly pay
    Weekly pay

    Zeller Transportation

    Oconomowoc, WI
    1 day ago
  • $1,350 - $2,250 per week

     ...Requirements ~1 year of CDL-A OTR experience ~ No DUI/DWI in the last 5...  ...description Drive cross-country routes from Waukesha, WI with HMD Trucking, delivering dry van freight safely...  ...your CDL A license and 12+ months’ OTR experience to a driver-focused team.... 
    Hgv
    Hourly pay
    Full time
    Second job
    Relocation package
    Flexible hours
    Night shift

    HMD Trucking

    Waukesha, WI
    4 days ago
  • $74.5k

     ...Hub Group is Now Hiring Intermodal CDl-A Drivers in Milwaukee, WI! Earn $74,500 per Year - No-Touch Freight...  ...~ Earn $74,500 per year ~ Local routes, home daily ~ No-touch freight...  ...and be part of what makes us an elite trucking team. Begin Your Career with Hub Group... 
    Hgv
    Temporary work
    Local area
    Immediate start
    Flexible hours

    Hub Group

    Hartland, WI
    4 days ago
  • $1,171.4 - $2,106.07 per week

     ...Description Job Description CDL A OTR Flatbed Driver: $1,171.40 – $2,106.07 per week....  ...opportunity in the western region of America? System Transport is...  ...hiring experienced CDL-A flatbed truck drivers for regional and OTR routes. As a driver, you will be transporting... 
    Hgv
    Weekly pay
    Full time

    System Transport

    Waukesha, WI
    1 day ago
  •  ...team today! Class A Shuttle Driver Watertown, WI / Beaver Dam, WI...  ...intra- and interstate routes with multiple stops ranging...  ...vehicles) across a regional footprint determined...  ...Maintenance of basic truck equipment and overall...  ...Qualifications: Class A CDL License (self-... 
    Hgv
    Hourly pay
    Weekly pay
    Full time
    Temporary work
    Live out
    Work at office
    Local area
    Immediate start
    Flexible hours

    Denali Water Solutions

    Okauchee, WI
    3 days ago
  • $1,170 - $1,430 per week

     ...Dedicated truck driver - Target Average pay: $1,170-$1,43...  ...Daily Experience: All CDL holders Overview ~...  ...Qualifications Valid Class A Commercial Driver’s...  ...50 miles of Oconomowoc, WI. Need CDL training? Explore...  ...– Get to know the routes you drive and the customer... 
    Hgv
    Hourly pay
    Weekly pay
    Apprenticeship
    Relocation package

    Schneider

    Oconomowoc, WI
    3 days ago
  • $67.36k - $109k

     ...Description Hub Group is Now Hiring Intermodal CDL-A Drivers! Earn $67,364 - $109,000 per Year* - Local & Regional Routes Available*\n What's In It For You?\n \n ~...  ...aboard and be part of what makes us an elite trucking team. \n Additional Benefits: \n \n... 
    Hgv
    Temporary work
    Local area
    Immediate start
    Flexible hours

    Hub Group

    Waukesha, WI
    22 days ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Flatbed CDL-A Truck Driver, Regional Routes - Milwaukee, WI. Be the first to apply!