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 - Whitewater, 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 15 days ago
Similar jobs that could be interesting for youBased on the Flatbed CDL-A Truck Driver, Regional Routes - Whitewater, WI in Madison, WI vacancy
  • $1,021 - $2,280 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

    Monona, WI
    15 days ago
  • $1,325 - $1,625 per week

     ...Company Driver | Flatbed Location: Madison, WI Company: Schneider Pay...  ...Dedicated Flatbed truck driver - PODS Average...  ...Experience: All CDL holders Overview...  ...~ Valid Class A Commercial Driver’s...  ...– Get to know the routes you drive and the customer... 
    Hgv
    Hourly pay
    Weekly pay
    Full time
    Apprenticeship
    Immediate start
    Relocation package

    Schneider

    Madison, WI
    1 day ago
  • $1,580 per week

     ...Truck Driver CDL A Solo. Position Description Ryder is hiring...  ...Driver in Janesville, WI — offering weekly pay,...  ...upfront about pay, routes, and schedules are...  ..., IL & MN Route: Regional 1-3 Nights out Tractor...  ...Trailer Type: Flatbed  48' Ryder will Train... 
    Hgv
    Weekly pay
    Full time
    Monday to Friday
    Night shift

    Ryder

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

    MK Trucking

    Cottage Grove, WI
    1 day ago
  • $3,400 per week

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

    Western Express

    Cottage Grove, WI
    1 day ago
  • $256k - $272k

     ...Company Driver | Flatbed Location: Madison, 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

    Madison, WI
    1 day ago
  • $1,200 - $1,900 per week

     ...Recruiter Recruiters Job Description CDL-A OTR / Regional Truck Driver | Up to $1,900/Week | No Touch...  ...based on driver preference and route Equipment ~2022+ Freightliner...  ...Category:Transportation, Keywords:Class A Driver, Location:Madison, WI-53792
    Hgv
    Weekly pay
    Daily paid
    Full time
    Temporary work
    Immediate start
    Flexible hours

    Road Warrior

    Madison, WI
    15 hours ago
  • $3,600 - $8,200 per week

     ...Owner Operator | Flatbed Location: Cottage Grove, WI Company: K1 TRANSFREIGHT INC...  ...00 to $8,200 per week Route Type: otr Start Date:...  ...great discounts - Physical truck and trailer insurance,...  ...is fixed) - Finding new drivers for you in case that you have... 
    Hgv
    Full time
    Immediate start

    K1 TRANSFREIGHT INC

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

     ...Company Driver | Refrigerated Location: Madison, 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

    Madison, WI
    1 day ago
  • $85k - $93k

     ...Pay Experience 1 Year Class A Employment Direct Hire...  ...Description We are hiring experienced CDL A Flatbed Drivers for Midwest regional routes offering strong annual earnings,...  ...40 miles of: Green Bay, WI Appleton, WI Manitowoc, WI... 
    Weekly pay
    Daily paid
    Flexible hours

    Road Warrior

    Madison, WI
    15 hours 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
    Flexible hours

    JobsTruckDriving.com

    Madison, WI
    3 hours ago
  • $1,450 - $1,900 per week

     ...Company Driver | Dry Van Location: Madison, 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.

    Madison, WI
    1 day ago
  • $650 per month

     ...Company Driver | Dry Van Location: Madison, 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.

    Madison, WI
    1 day ago
  • $650 per month

     ...Company Driver | Dry Van Location: Madison, 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.

    Madison, WI
    1 day ago
  • $25 per hour

     ...Requirements ~1 year of CDL-A OTR experience ~6 months of flatbed experience ~ No DUI/DWI...  ...as loaded miles (company drivers only) ~ Extra Stops: $50...  ...Vacancy description Join HMD Trucking’s Madison, WI flatbed division and run OTR routes across the U.S. What... 
    Hgv
    Hourly pay
    Full time
    Second job
    Relocation package
    Flexible hours
    Night shift

    HMD Trucking

    Madison, WI
    6 hours ago
  • $100k

     ...Hiring CDL-A Flatbed Drivers PAY THAT DELIVERS Is this the next step in your...  ...on and off the road.. Regional Specialized Glass Drivers High...  ...inspection bonuses. * Regional routes that get you home. Get...  ..., comfortable equipment. Trucks equipped with APUs,... 
    Hgv
    Relocation package

    E.W. Wylie Trucking

    Madison, WI
    15 hours ago
  • $1,325 - $1,625 per week

     ...Dedicated Flatbed truck driver - PODS Average pay: $1,325 - $1,625...  ...weeks Experience: All CDL holders Overview ~...  ...Qualifications ~ Valid Class A Commercial Driver's License (...  ...Familiarity – Get to know the routes you drive and the customer... 
    Hgv
    Hourly pay
    Weekly pay
    Full time
    Apprenticeship
    Relocation package

    Schneider

    Madison, WI
    4 days ago
  • $95k - $105k

     ...Company Driver | Dry Van Location: Madison, WI Company: CRST, The Transportation...  ...inquire for details) Route Type: regional Start Date: ASAP...  ...America. We are looking for a CDL Class A Driver to drive...  ...Automatic Transmissions trucks ~ Driver will be assisting... 
    Hgv
    Weekly pay
    Full time
    Seasonal work
    Local area
    Immediate start
    Relocation package

    CRST, The Transportation Solution

    Madison, WI
    1 day ago
  • $1,450 - $1,900 per week

     ...Company Driver | Dry Van Location: Madison, WI Company: Terminal Transport, Inc. Pay: Competitive...  ...pay (inquire for details) Route Type: otr Start Date:...  ...Transport is hiring full time class A CDL drivers for OTR and Regional positions. Responsibilities... 
    Hgv
    Weekly pay
    Full time
    Immediate start
    Long distance

    Terminal Transport, Inc.

    Madison, WI
    1 day ago
  • $3,000 - $7,000 per week

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

    Sherman Brothers Heavy Trucking

    Cottage Grove, WI
    1 day ago
  • $1,380 - $1,690 per week

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

    Schneider

    Madison, WI
    1 day 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

    Madison, 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... 
    Weekend work

    System Transport

    Madison, WI
    more than 2 months ago
  • $1,500 - $2,000 per week

     ...Company Driver | Tanker Location: Cottage Grove, 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

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

     ...Company Driver | Tanker Location: Cottage Grove, 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

    Cottage Grove, WI
    1 day ago
  • $28 - $32 per hour

     ...Description Job Description Job Title: CDL A or B Driver - Semi-Trailer, Flatbed & Moffett, Box Truck Delivery Driver Location: Madison, WI Pay: $28 - $32+/hr depending on...  ...2:30 PM – 3:30 PM • Local daytime routes  Position Overview & Key Responsibilities... 
    Hgv
    Local area
    Monday to Friday

    Pace Drivers

    Middleton, WI
    more than 2 months ago
  • $71k - $100k

     ...JBS Carriers Dedicated Truck Driver Opportunity JBS Carriers is a leading multi-state and regional truckload carrier specializing in...  ...hits 3-months Work & Route: Dedicated Runs Running...  ...5-6 day work week CDL-A Regional Truck Driver Requirements... 
    Hgv
    Local area

    JBS Carriers

    Madison, WI
    2 days ago
  • $1,886 per week

     ...Company Driver | Refrigerated Location: Cottage Grove, WI Company: K&B Transportation...  ...to $0.82 per mile Route Type: otr Start Date...  ...Two: Traditional Midwest Regional. Start at 70 CPM. Drivers...  ...to Orientation Have a Class A CDL and 1 years OTR experience... 
    Hgv
    Full time
    Immediate start

    K&B Transportation

    Cottage Grove, WI
    18 hours ago
  • $1,610 - $2,000 per week

     ...Company Driver | Refrigerated Location: Cottage Grove, WI Company: K&B Transportation Pay: $1,610 to $2,000 per week Route Type: dedicated, otr, regional Start Date: ASAP About the Position...  ...join them? If you have a CDL A and 1 years experience... 
    Hgv
    Full time
    Immediate start

    K&B Transportation

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

     ...Company Driver | Refrigerated Location: Cottage Grove, WI Company: K&B Transportation...  ...$2,200 per week Route Type: dedicated, otr, regional Start Date: ASAP...  ...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

    Cottage Grove, WI
    1 day ago

Do you want to receive more vacancies?

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