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

$1,021 - $2,280 per week

System Transport

Pewaukee, WI

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.

Apply

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 Pewaukee, WI vacancy

CDL A Regional/OTR Reefer Drivers in Jefferson, WI
$85k - $95k
...Peters Brothers, Inc. is hiring CDL A Regional/OTR Reefer Drivers in Jefferson, WI . Drivers will be hauling refrigerated... ...parking for breaks Home Time, Route, & Schedule Home Time: 1-2 days... ...model Freightliner & Kenworth trucks Automatic transmission Amenities...
Hgv
Bi-weekly pay
Hourly pay
Daily paid
Temporary work
2 days per week
1 day per week
Peters Brothers Inc
Waukesha, WI
4 days ago
CDL-A Driver Jobs - Local, Regional & OTR Positions Hiring Now
$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
Waukesha, WI
13 hours ago
CDL-A Refrigerated Truck Driver in Waukesha, WI
$1,170 - $1,430 per week
...Company Driver | Refrigerated Location: Waukesha, WI Company: Schneider Pay... ...Position Dedicated truck driver - Target... ...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
Waukesha, WI
1 day ago
CDL-A Dry Van Truck Driver in Waukesha, WI
$1,380 - $1,690 per week
...Company Driver | Dry Van Location: Waukesha, 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
Waukesha, WI
1 day ago
Regional Flatbed CDL-A Driver: $903.55 - $2,199.05 per week. Off Most Weekends
$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
CDL-A Regional Flatbed Driver - Higher Pay! $1,021.00 - $2,280.00 per week. Off Most Weekends
$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
Waukesha, WI
more than 2 months ago
CDL-A Dry Van Truck Driver in Menomonee Falls, WI
$650 per month
...Company Driver | Dry Van Location: Menomonee Falls, 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...
Hgv
Weekly pay
Full time
Immediate start
Relocation package
Flexible hours
Terminal Transport, Inc.
Menomonee Falls, WI
1 day ago
CDL-A REGIONAL DELIVERY DRIVER
$1,400 - $1,600 per month
...Responsibilities Drive delivery truck on a regional itinerary covering Milwaukee, Madison... ...5:00 a.m. and continues until the route is finished. Compensation Weekly... ...Qualifications Minimum 23 years old. Class A commercial driver’s license (CDL). At least 6 months of commercial...
Hgv
Weekly pay
Monday to Friday
Flexible hours
Night shift
Day shift
Afternoon shift
Mohawk Industries Inc
Waukesha, WI
4 days ago
OTR Flatbed Company driver (W-2) Job in New Berlin, WI by HMD Trucking
$25 per hour
...Requirements ~1 year of CDL-A OTR experience ~6 months of flatbed experience ~ No... ...miles (company drivers only) ~ Extra Stops... ...trips from New Berlin, WI with a top national... .... in modern sleeper trucks, earning strong pay... ...coast-to-coast flatbed routes in APUs and...
Hgv
Hourly pay
Full time
Second job
Relocation package
Flexible hours
Night shift
HMD Trucking
New Berlin, WI
4 days ago
OTR Flatbed Company driver (W-2) Job in Waukesha, WI by HMD Trucking
$25 per hour
...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 flatbed team for cross-country freight...
Hgv
Hourly pay
Full time
Second job
Relocation package
Flexible hours
Night shift
HMD Trucking
Waukesha, WI
23 hours ago
OTR Flatbed Company driver (W-2) Job in Waukesha, WI by HMD Trucking
$15 per hour
...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
4 days ago
Hiring Now: CDL B Delivery Driver | Container Routes | $29/Hour
$29 per hour
...Milwaukee, Wisconsin Route Type: Local Type of... ...Experience: 0+ (includes CDL students) Handling: No... ...Information CDL B Driver - Local - $29.00 Per Hour... ...Location: Milwaukee, WI About the Position... ...residences). Must block/level truck prior to unloading. Pay...
Hgv
Hourly pay
Weekly pay
Local area
Monday to Friday
Flexible hours
TransForce Inc.
Waukesha, WI
1 day ago
CDL-A Refrigerated Truck Driver in Waukesha, WI
$1,340 - $1,630 per week
...Company Driver | Refrigerated Location: Waukesha, WI Company: Schneider Pay: Competitive... ...- Team Van Truckload truck driver Average pay: $1... ...weeks Experience: All CDL holders Overview Dry... ...Qualifications ~ Valid Class A Commercial Driver’s...
Hgv
Hourly pay
Weekly pay
Full time
Apprenticeship
Immediate start
Relocation package
Schneider
Waukesha, WI
1 day ago
Local Class A or B Flatbed w Moffett Driver - Fond du Lac, WI - ($25-$28hr)
$25 - $28 per hour
...Job Description Job Description Job Title: CDL Class A Driver –Flatbed Truck Driver w Moffett Location: Fond du Lac, WI Pay: • $25-$28/hr (OT after 40) *Note for the first 60 days the driver will make $1 less than the agreed upon rate Schedule:...
Hgv
Local area
Monday to Friday
Shift work
Pace Drivers
Menomonee Falls, WI
a month ago
CDL-A Regional Pro Driver
$1,400 per week
...changing the way professional drivers get paid—and the way... ...driver begins in our Regional Pro Fleet , where you'... ...Driver-friendly routes designed around quality of life—not simply truck utilization Drivers... ...Requirements Valid Class A CDL Safe driving...
Hgv
Weekly pay
Daily paid
Wel Companies
Waukesha, WI
1 day ago
CDL-A Dry Van Owner Operator - $6,000 to $8,000 per week in Waukesha, WI
$6,000 - $8,000 per week
...Operator | Dry Van Location: Waukesha, WI Company: JIDO FREIGHT LLC Pay: $6,000 to $8,000 per week Route Type: regional Start Date: ASAP About the Position Are you a Class-A CDL driver with your own truck? Looking to maximize your earnings and...
Hgv
Weekly pay
Full time
Immediate start
Flexible hours
JIDO FREIGHT LLC
Waukesha, WI
1 day ago
OTR Dry van Company driver (W-2) Job in Waukesha, WI by HMD Trucking
$15 per hour
...Requirements ~1 year of CDL-A OTR experience ~ No DUI/... ...Vacancy description Join HMD Trucking operating out of Waukesha, WI to run OTR dry van freight... ...the country with reliable routes and predictable miles.... ...dry van freight on regional and national routes. Conduct...
Hgv
Hourly pay
Full time
Second job
Relocation package
Flexible hours
Night shift
HMD Trucking
Waukesha, WI
4 days ago
Regional Dry van Company driver (W-2) Job in Brookfield, WI by HMD Trucking
$25 per hour
...Requirements ~1 year of CDL-A OTR experience ~ No DUI/DWI... ...CPM as loaded miles (company drivers only) ~ Extra Stops: $50 per... ...description Operate regional dry van routes across the Midwest from Brookfield... ...of over 500 well‑maintained trucks to complete safe, on‑time...
Hgv
Hourly pay
Full time
Second job
Relocation package
Flexible hours
Night shift
HMD Trucking
Brookfield, WI
4 days ago
Regional Dry van Company driver (W-2) Job in Waukesha, WI by HMD Trucking
$25 per hour
...Requirements ~1 year of CDL-A OTR experience ~ No DUI/DWI in the last 5 years... ...same CPM as loaded miles (company drivers only) ~ Extra Stops: $50 per... ...Vacancy description Operate regional dry‑van runs for HMD Trucking out of Waukesha, serving Midwest lanes...
Hgv
Hourly pay
Full time
Second job
Relocation package
Flexible hours
Night shift
HMD Trucking
Waukesha, WI
14 days ago
Class A Truck Driver - Local Routes
$35 per hour
...to join our team as Class A licensed truck drivers for local pick up and... ...around the greater Oak Creek, WI area. This is a full-time... ...will operate At-Home Daily Routes. Drivers will be delivering... .... If you're a dependable CDL-A truck driver looking for...
Hgv
Daily paid
Full time
Local area
Shift work
ProDrivers
Hartland, WI
5 days ago
Regional CDL-A Truck Driver
...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
3 days ago
Route Service Delivery Driver - CDL
$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
3 days ago
Regional CDL-A Truck Drivers - $94,000-$107,000 Annually
$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:... ...Touch Freight Home Weekly Dedicated Account – Midwest Regional Reefer Trailers Requirements: Valid Class A CDL...
Hgv
Full time
Relocation package
Hogan Transportation
Sussex, WI
2 days ago
Regional CDL-A Truck Driver
$55k - $92k
...Heartland Express is Now Hiring Dedicated Regional CDL-A Truck Drivers Earn $55,000-$92,000 per Year - Home Weekly Quarterly Safety Bonus - No-Touch Freight (Must have a valid CDL-A license and 6 months of experience.) Advantages for Dedicated CDL-A...
Hgv
Hourly pay
Immediate start
Heartland Express
Waukesha, WI
5 days ago
OTR Flatbed Company driver Job in Waukesha, WI by Eclectic Logistics
...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
4 days ago
CDL A Truck Driver
$46.98k - $105.12k
...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
3 days ago
Route Service Delivery Driver - CDL
$61.16k
...Route Service Delivery Driver Primo Brands is a leading branded beverage company... ...Reporting Location: Waukesha, WI Compensation: $61,160... ...to secure and/or maintain a CDL Class B with airbrake endorsement... ...and Mountain Valley, regional leaders such as Arrowhead,...
Temporary work
Work experience placement
Local area
Monday to Friday
Flexible hours
Primo Brands
Waukesha, WI
2 days ago
CDL A Truck Driver-Midwest Regional/OTR
$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
9 days ago
CDL-A Regional Truck Drivers - Weekly Home Time
$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
Hartland, WI
1 day ago
CDL A Truck Driver
$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
Sussex, 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!