Flatbed CDL-A Truck Driver, Regional Routes - Waukesha, 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.

Apply

Vacancy posted 1 day ago

Similar jobs that could be interesting for youBased on the Flatbed CDL-A Truck Driver, Regional Routes - Waukesha, WI in Watertown, 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 per... ...Late model Freightliner & Kenworth trucks Automatic transmission Amenities:...
Hgv
Bi-weekly pay
Hourly pay
Daily paid
Temporary work
Relocation
2 days per week
1 day per week
Drive My Way
Jefferson, WI
3 days ago
CDL-A Truck Drivers: GREAT ROUTES AVAILABLE!
$70k
...OTR Drivers: Average 2,000+ miles per week. Bonuses... ...that works for you. Regional Opportunities:... ...available. Dedicated Routes: Drive dedicated and... ...location and route with this truck driving job... ...Qualifications: Must have Class A License (CDL A) & 21 years or older...
Hgv
Temporary work
Relocation package
Flexible hours
US Xpress
Watertown, WI
7 days ago
CDL-A Truck Driver - Watertown - WI
$93.6k
...Hiring CDL-A Truck Drivers ONE COMPANY. MANY PATHS - OTR & dedicated opportunities PAY YOU CAN PLAN AROUND - Earn... ...to last. Company Truck Driver Job Overview Routes that fit your life. Choose from OTR, regional, or dedicated positions in select areas. Home...
Hgv
Temporary work
Relocation package
Flexible hours
riverside transport
Watertown, WI
6 hours ago
CDL A Truck Driver - WATERTOWN - WI
$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
Watertown, WI
6 hours ago
Regional CDL-A Reefer Truck Driver Job - ($72,000 - $88,000/Year)
$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.
Watertown, WI
1 day ago
CDL-A - New pay increase - Regional Van Truckload truck driver - home weekly
$875 - $1,065 per week
...New pay increase - Regional Van Truckload truck driver - home weekly Average pay: $87... ...Weekly Experience: All CDL holders Overview ~ Predictable... ...Valid Class A Commercial Driver's License... ...within 85 miles of Sturtevant, WI and live in Wisconsin. Need...
Hgv
Hourly pay
Weekly pay
Full time
Apprenticeship
Live in
Relocation package
Schneider
Watertown, WI
6 hours ago
CDL A Truck Driver - $1725 min/wk - Watertown - WI
$1,725 per week
Hiring CDL-A Truck Drivers FLEXIBLE OPTIONS - Regional, OTR, and Home Weekly jobs HIGH-END PAY - OTR drivers earn 82CPM; up to $2,350/wk HIRING NATIONWIDE - Company jobs, 100% no-touch freight Why Drive for K&B Transportation? It's pretty simple-we're a no-nonsense, no-...
Hgv
Weekly pay
Flexible hours
K&B Transportation
Watertown, WI
6 hours ago
CDL A Truck Driver (1099) - $5,500 Onboarding Pay - Watertown - WI
$5,500 per month
...Contracting CDL-A Truck Drivers EARN TODAY. OWN TOMORROW - Up to $1,650 weekly take-home PAID TO GET STARTED - $5,000 sign-on bonus +... ...Weekly Take-Home Pay: $1,628 Please note that pay varies by route, location, experience level, and performance. There is no deadline...
Hgv
Weekly pay
Relocation package
Flexible hours
riverside transport
Watertown, WI
6 hours ago
CDL Class A Driver
$1,171.4 - $2,106.07 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
System Transport
Watertown, 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
Watertown, WI
2 days ago
Local CDL-A Truck Driver - Home Daily
$80k
...Hub Group is Now Hiring Intermodal CDL-A Drivers in Milwaukee, WI Earn $80,000 per Year - No-Touch Freight... ...~ Earn $80,000 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
Watertown, WI
18 days ago
CDL A Truck Driver
...Class A CDL Driver Jefferson, WI (overnights required) Triumvirate Environmental... ...America, is seeking a Regional Driver (Greater Midwest), with... ...potential opportunities for local routes in the future. This role... ...tractor-trailers and box trucks, in compliance with all...
Hgv
Local area
Relocation
Long distance
Monday to Friday
Flexible hours
Night shift
Triumvirate Environmental
Jefferson, WI
2 days ago
Regional CDL-A Truck Driver Drop and Hook
$1,000 - $1,200 per week
...About the job Regional CDL-A Truck Driver Drop and Hook What to Expect: Weekly Pay Average: $1000 - $1200 per week Schedule: Home weekly Freight: 100% No-touch Account Type: Dedicated Account What You'll Need: CDL-A license with...
Hgv
Weekly pay
SEG Logistics
Jefferson, WI
4 days ago
CDL A Truck Driver - Up to $2,200 per week - Watertown - WI
$2,200 per week
...Hiring CDL-A Truck Drivers EARN "THE BEST MONEY IN TRUCKING" - Earn 82CPM; Min. $1,886/wk guaranteed* RUN HARD THEN ENJOY HOME - Serious job with serious home time; earn $110k / yr* HIRING NATIONWIDE - Company jobs, 100% no-touch freight Why Drive for K&B Transportation...
Hgv
Weekly pay
K&B Transportation
Watertown, WI
6 hours ago
Company CDL A Truck Driver - 100% No-Touch - Watertown - WI
$88.4k
...Hiring CDL-A Truck Drivers PAY THAT SHOWS UP - Earn up to $88,400 per year* GET PAID TO GET STARTED - $1,500 sign-on bonus + $500 orientation pay* EASY FREIGHT. EASY WEEKS - 100% no-touch dry van hauling Why Drive for Riverside Transport? At Riverside Transport...
Hgv
Daily paid
Temporary work
Relocation package
Flexible hours
riverside transport
Watertown, WI
6 hours ago
CDL A Drivers
$2,500 per month
...Career That Rewards the Driver Behind the Distance... ...begins with the driver. Routes, home time, pay, equipment... ...Modern, Comfortable Trucks That Match Your Professional... ...your dedication. Our CDL-A drivers enjoy reliable... ...months of recent OTR or regional CDL-A experience (...
Hgv
Work at office
JR Schugel OTR
Watertown, WI
7 days ago
Route Service Delivery Driver - CDL
$61.16k
...0 retail outlets. The Route Service Delivery Driver’s primary responsibilities... ...Reporting Location :  Lake Mills, WI Compensation : $61,16... ...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
Relocation package
Monday to Friday
Flexible hours
Primo Brands
Lake Mills, WI
4 days ago
CDL-A Company Driver - 6mo EXP Required - Regional - Reefer - $1.8k - $2.05k per week
$94k - $107k
...Job Description Job Description CDL-A Truck Drivers – No Touch Freight – Earn $94,000-$107,000 Annually! $5,000 Sign-On Bonus for Experienced... ...Touch Freight Home Weekly Dedicated Account – Midwest Regional Reefer Trailers Requirements: Valid Class A CDL...
Hgv
Relocation package
Hogan Transports
Oconomowoc, WI
25 days ago
CDL A Truck Driver
$1,000 per month
...Delivery Driver Family owned for over 60 years; Lakes Gas is among the largest... ...Delivery Driver! This is a local route, home every night, Class B CDL position. Primary responsibilities include... ...candidates must possess a minimum of a class B commercial driver's license...
Hgv
Live in
Local area
Night shift
Lakes Gas Co.
Watertown, WI
2 days ago
OTR Flatbed Company driver Job in Watertown, WI by Eclectic Logistics
...Medical card Minimum 6 months of flatbed experience Benefits ~ OCC... ...Logistics build a stronger tomorrow. As a CDL-A Flatbed driver in Watertown, you’ll join a team... ...promotion tracks. With flexible routing options—local, regional, or OTR—you’ll drive a career that...
Full time
Local area
Flexible hours
2 days per week
3 days per week
Eclectic Logistics
Watertown, WI
22 days ago
Class A-CDL, Class B, and Non CDL Driver Job Openings!
...Job Description: Local and Regional Driver Jobs Available for Class A-CDL and Class B Drivers Contact Us... ...| Experienced Drivers | Boom Truck Drivers | Drive Away Drivers | Dry... ...Van Drivers | Dump Truck Drivers | Flatbed Steel Drivers | HAZMAT Drivers | Line...
Hgv
Full time
Casual work
Local area
Trillium Drivers
Watertown, WI
5 days ago
Local CDL-A Truck Driver - Home Daily
$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
Daily paid
Temporary work
Local area
Immediate start
Flexible hours
Hub Group
Watertown, WI
5 days ago
CDL-A - Dedicated truck driver - Target
$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
4 days ago
CDL Truck Driver
$1,171.4 - $2,106.07 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
System Transport
Watertown, WI
1 day ago
CDL-A - Dedicated truck driver - Target
$1,170 - $1,430 per week
...Description: Dedicated truck driver - Target Average... ...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
Full time
Apprenticeship
Relocation package
Schneider
Lake Mills, WI
5 days ago
Class A Shuttle Driver
...our team today! Class A Shuttle Driver Watertown, WI / Beaver Dam, WI Full... ...- 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
Watertown, WI
2 days ago
CDL-A OTR TANKER DRIVERS - OCONOMOWOC - WI
$1,700 - $1,800 per week
...and underdeliver? CORE48 Transport is hiring experienced OTR CDL-A Drivers who want consistent miles, strong equipment, honest... ...Peterbilt, Kenworth Freightliner Equipment • Automatic Manual Trucks • 24/7 Driver Support • Pet Friendly Program Available...
Hgv
Weekly pay
Flexible hours
Shift work
CORE48 Transport
Oconomowoc, WI
6 hours ago
CDL-A - Intermodal truck driver
$1,130 - $1,390 per week
...Description: Intermodal truck driver Average pay: $1,130-$1,39... ...: 3 months or greater CDL experience Overview ~ Haul... ...of railyards within IA, IL and WI. Pay and bonus potential... ...Qualifications Valid Class A Commercial Driver's License (CDL...
Hgv
Hourly pay
Full time
Apprenticeship
Relocation package
Schneider
Watertown, WI
5 days ago
CDL-A - Intermodal Dedicated truck driver
$1,350 - $1,650 per week
...Intermodal Dedicated truck driver Average pay: $1,350-$1,65... ...Experience: 3 months or greater CDL experience Overview ~ Haul... ...Qualifications Valid Class A Commercial Driver's License (CDL... ...within 50 miles of Sturtevant, WI. Minimum 3 months of Class A...
Hgv
Hourly pay
Full time
Apprenticeship
Relocation package
Schneider
Watertown, WI
5 days ago
CDL-A Truck Driver - 100% No-Touch Freight
$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
Oconomowoc, WI
23 days ago

Do you want to receive more vacancies?

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