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

$903.55 - $2,021.54 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: $903.55 - $2,021.54
  • Annual Pay: $46.984.82 - $105,120.17
  • 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
  • 4+ 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 5 days ago
Similar jobs that could be interesting for youBased on the Flatbed CDL-A Truck Driver, Regional Routes - Milwaukee, WI in Racine, WI vacancy
  • $903.55 - $2,021.54 per week

     ...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... 
    Hgv
    Weekly pay
    Weekend work

    System Transport

    Mount Pleasant, WI
    5 days ago
  •  ...Company Driver | Flatbed Location: Caledonia, WI Company: MK Trucking Pay: $0.63 to $0.70 per mile Route Type: otr, regional Start Date: ASAP About the Position OTR...  ...Requirements Requirements • Valid CDL Class A License • Minimum 1.5 Years... 
    Hgv
    Full time
    Immediate start
    Relocation package

    MK Trucking

    Caledonia, WI
    1 day ago
  • $106k

     ...Hiring Regional Midwest Flatbed Drivers. Now Hiring Regional Midwest Flatbed Drivers! Looking...  ...home on weekends? At Decker Truck Line, we're hiring regional...  ..., Smart TV, Satellite, Free Wi-Fi, CB Radio Driver Requirements ~ Valid CDL-A ~6 months CDL A Experience... 
    Hgv
    Daily paid
    Local area
    Immediate start
    Relocation package
    Flexible hours

    Decker

    Racine, WI
    8 hours ago
  • $3,400 per week

     ...Company Driver | Flatbed Location: Caledonia, WI Company: Western Express Pay...  ...to $0.73 per mile Route Type: otr, regional Start Date: ASAP...  ...hook ** • Dependable trucks : Well-maintained fleet...  ...THE TRAINING YOU NEED! (CDL-A required) INTERESTED... 
    Hgv
    Full time
    Immediate start

    Western Express

    Caledonia, WI
    1 day ago
  • $903.55 - $2,021.54 per week

     ...Job Description Job Description Recent CDL-A Flatbed Driver, Regional Route: $903.55 - $2,021.54 per week + Paid Training System Transport is hiring recent CDL-A graduates for regional flatbed routes based out of Kansas City, MO, hauling steel, machinery, building... 
    Suggested
    Weekend work

    System Transport

    Racine, WI
    more than 2 months ago
  • $85k - $93k

     ...Required: 1 Year Class A License Class: CDL A Job Type: OTR Hiring...  ...experienced CDL A Flatbed Drivers for Midwest regional routes offering strong annual...  ...of: Green Bay, WI Appleton, WI Manitowoc...  ..., WI Shawano, WI Milwaukee, WI Minneapolis, MN... 
    Weekly pay
    Daily paid
    Temporary work
    Flexible hours

    Road Warrior

    Racine, WI
    1 hour ago
  • $256k - $272k

     ...Company Driver | Flatbed Location: Kenosha, WI Company: CRST, The Transportation Solution...  ...pay (inquire for details) Route Type: otr Start Date: ASAP...  ...About the Position CDL-A Flatbed Independent Contractor Truck Drivers – Owner Operators and... 
    Hgv
    Weekly pay
    Full time
    For contractors
    Local area
    Immediate start
    Relocation package

    CRST, The Transportation Solution

    Kenosha, WI
    1 day ago
  • $70k - $100k

     CDL-A Truck Drivers Class A CDL Drivers – We'll Match You With Carriers...  ...you're looking for local, regional, or over-the-road driving ,...  ...Opportunities May Include Local routes with daily home time...  ...mileage pay Dry van, reefer, flatbed, tanker, and specialized... 
    Hgv
    Local area
    Work from home
    Flexible hours

    JobsTruckDriving.com

    Racine, WI
    3 hours ago
  • $1,171.4 - $2,106.07 per week

     ...Experienced CDL-A Flatbed Drivers - Over The Road Routes - Earn: $1,171.40 – $2,106.07 per week. CDL A OTR Flatbed...  ...driving opportunity in the western region of America? System Transport is hiring experienced CDL-A flatbed truck drivers for regional and OTR routes.... 
    Hgv
    Weekly pay
    Full time

    System Transport

    Racine, WI
    6 hours ago
  • $1,150 - $1,450 per week

     ...Company Driver | Refrigerated Location: Racine, WI Company: Schneider Pay...  ...Position Dedicated truck driver - Peco Pallet...  ...Experience: All CDL holders Overview...  ...Qualifications Valid Class A Commercial Driver’s...  ...– Get to know the routes you drive and the... 
    Hgv
    Hourly pay
    Weekly pay
    Full time
    Apprenticeship
    Immediate start
    Relocation package

    Schneider

    Racine, WI
    1 day ago
  • $1,000 - $1,100 per week

     ...Company Driver | Refrigerated Location: Kenosha, WI Company: Schneider...  ...) Van Truckload truck driver Average...  ...Experience: All CDL holders...  ...Valid Class A Commercial Driver...  ...choose Schneider Regional driving Variability...  ...freight on different routes and in different... 
    Hgv
    Hourly pay
    Weekly pay
    Full time
    Apprenticeship
    Immediate start
    Relocation package

    Schneider

    Kenosha, 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... 
    Local area
    Weekend work

    System Transport

    Racine, WI
    more than 2 months ago
  • $3,000 - $7,000 per week

     ...Operator | Tanker Location: Caledonia, WI Company: Sherman Brothers Heavy Trucking Pay: $3,000 to $7,000 per week Route Type: regional Start Date: ASAP About the...  ...Hazmat Tanker Owner Operator Drivers to all 48 states.  Owner operators... 
    Hgv
    Full time
    Immediate start

    Sherman Brothers Heavy Trucking

    Caledonia, WI
    1 day ago
  • $1,500 - $2,000 per week

     ...Company Driver | Tanker Location: Caledonia, WI Company: Sherman Brothers Heavy Trucking Pay: $1,500 to $2,000 per week Route Type: otr, regional Start Date: ASAP About the Position...  ...Requirements ~ Class A license ~ X endorsement... 
    Hgv
    Full time
    Immediate start

    Sherman Brothers Heavy Trucking

    Caledonia, WI
    1 day ago
  • $1,500 - $2,000 per week

     ...Company Driver | Tanker Location: Caledonia, WI Company: Sherman Brothers Heavy Trucking Pay: $1,500 to $2,000 per week Route Type: otr, regional Start Date: ASAP About the Position...  ...Requirements ~ Class A license ~ X endorsement... 
    Hgv
    Full time
    Immediate start

    Sherman Brothers Heavy Trucking

    Caledonia, WI
    1 day ago
  • $60k - $70k

     ...Regional CDL A Drivers | NEW Grads Welcome | Earn $70,000+ Annually. We're proud to be a 4th generation family truck line, started in 1935, but even prouder that over 350 drivers call us home...  ...for our Midwest–Northeast regional routes. Whether you're experienced or... 
    Hgv
    Weekly pay

    Kreilkamp Trucking

    Racine, WI
    6 hours ago
  • $1,450 - $1,900 per week

     ...Company Driver | Dry Van Location: Kenosha, WI Company: Terminal Transport, Inc....  ...inquire for details) Route Type: otr, regional Start Date: ASAP...  ...well. No Northeast. Our CDL Drivers enjoy the following...  ...school and a valid Class A CDL ~ Smart phone... 
    Hgv
    Bi-weekly pay
    Weekly pay
    Full time
    Immediate start

    Terminal Transport, Inc.

    Kenosha, WI
    1 day ago
  • $1,920 per week

     ...CDL A Regional Reefer Truck Driver. CDL A Regional Reefer Truck Driver Dedicated Route, CDL A - Refrigerated Regional - up to $1,920 avg weekly gross 12 months of valid CDL-A experience required ~$1,630-$1,920 weekly average gross (that's $80k-$100k per year... 
    Hgv
    Shift work
    Weekend work

    Lily Transportation

    Racine, WI
    1 day ago
  • $250k - $350k

     ...Drive Your Own Truck with the Future of Auto Logistics! We're expanding our operating network...  ...Additional Compensation ~ Local, regional long-haul lanes ~ Dispatch opportunity...  ...of age or older Possess a Valid Class A CDL License from your state of residence Have... 
    Hgv
    For contractors
    Local area

    Proficient Auto Transport

    Racine, WI
    1 day ago
  • $1,518 - $1,900 per week

     ...Company Driver | Refrigerated Location: Kenosha, WI Company: K&B Transportation Pay: $1,518 to $1,900 per week Route Type: dedicated, otr, regional Start Date: ASAP About the Position...  ...to join them? If you have a CDL A and 1 years experience call... 
    Hgv
    Full time
    Immediate start

    K&B Transportation

    Kenosha, WI
    1 day ago
  • $1,725 - $2,200 per week

     ...Company Driver | Refrigerated Location: Kenosha, WI Company: K&B Transportation...  ...$2,200 per week Route Type: dedicated, otr, regional Start Date: ASAP...  ...that we don’t get to by truck, we fly you home for...  ...join them? If you have a CDL A and 1 years... 
    Hgv
    Full time
    Immediate start

    K&B Transportation

    Kenosha, WI
    1 day ago
  • $1,725 - $2,200 per week

     ...Company Driver | Refrigerated Location: Kenosha, WI Company: K&B Transportation...  ...,200 per week Route Type: otr...  ...Enjoy:  Midwest Regional or National Lanes!...  ...going to drive a truck OTR you may as well...  ...doing it! If you have a Class A CDL and 1 years experience... 
    Hgv
    Full time
    Immediate start

    K&B Transportation

    Kenosha, WI
    1 day ago
  • $1,564 - $2,200 per week

     ...Company Driver | Refrigerated Location: Kenosha, WI Company: K&B Transportation Pay...  ...to $2,200 per week Route Type: otr Start Date...  ...Option Two: Midwest Regional Premium Pay. Start at 68...  ...75,000+ yearly. Have a Class A CDL and 1 years OTR experience... 
    Hgv
    Full time
    Live in
    Immediate start

    K&B Transportation

    Kenosha, WI
    1 day ago
  • $650 per month

     ...Company Driver | Dry Van Location: Caledonia, WI Company: Terminal Transport, Inc. Pay: Competitive weekly pay (inquire for details) Route Type: otr, regional Start Date: ASAP About the Position Regional Drivers Needed  ~ Consistent + Flexible... 
    Hgv
    Weekly pay
    Full time
    Immediate start
    Relocation package
    Flexible hours

    Terminal Transport, Inc.

    Caledonia, WI
    1 day ago
  • $650 per month

     ...Company Driver | Dry Van Location: Kenosha, WI Company: Terminal Transport, Inc. Pay: Competitive weekly pay (inquire for details) Route Type: otr, regional Start Date: ASAP About the Position OTR Drivers Needed  Consistent + Flexible home... 
    Hgv
    Weekly pay
    Full time
    Immediate start
    Flexible hours
    Night shift

    Terminal Transport, Inc.

    Kenosha, WI
    1 day ago
  •  ...Requirements: •Must have a valid Class A CDL •Must be 21 years of age or older •Ideally 1 year truck driving experience preferred, but not...  ...opportunitty? Kreilkamp Trucking is hiring CDL-A flatbed truck drivers for local and regional. As a driver, you will be transporting... 
    Hgv
    Local area

    Kreilkamp Trucking Inc.

    Racine, WI
    12 days ago
  • $80k

     ...Role Overview This position is for a regional CDL‑A driver responsible for transporting goods efficiently...  ...$80,000. Key Responsibilities Operate trucks with a focus on safety and efficiency...  ...and maintain communication throughout routes Qualifications & Skills CDL‑A license... 
    Hgv

    Coastal Elite Pro

    Racine, WI
    3 days ago
  • $1,400 - $2,000 per week

     ...Company Driver | Refrigerated Location: Caledonia, WI Company: Van Eerden Trucking Company Pay: $1,400 to $2,000 per week Route Type: dedicated, regional Start Date: ASAP About the Position Regional run in the Great Lakes Area. We have... 
    Hgv
    Daily paid
    Price work
    Full time
    Temporary work
    Immediate start

    Van Eerden Trucking Company

    Caledonia, WI
    1 day ago
  • $80k - $100k

     ...CDL Class A Regional Driver GFI Midwest - Kenosha, WI 53144 Start Date 05/26/2026 End Date 07/27/2026 Overview Salary Range $...  ...Modern equipment, late-model trucks with XM Radio and Bluetooth. Dedicated routes, consistent schedules. Family-owned... 
    Hgv
    Full time
    Temporary work
    Shift work
    Night shift

    Gourmet Foods International

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

     ...Experienced CDL-A Flatbed Drivers - Over The Road Routes - Earn: $1,171.40 – $2,106.07 per week. CDL A OTR Flatbed...  ...driving opportunity in the western region of America? System Transport is hiring experienced CDL-A flatbed truck drivers for regional and OTR routes.... 
    Hgv
    Weekly pay
    Full time

    System Transport

    Racine, WI
    6 hours 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!