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!

Apply (by clicking the relevant button) after checking through all the related job information below.

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. xxzpjkt We are committed to fair pay and equal opportunity for all employees.

Apply

Vacancy posted 2 days ago

Similar jobs that could be interesting for youBased on the Flatbed CDL-A Truck Driver, Regional Routes - Milwaukee, WI in New Berlin, WI vacancy

CDL A Regional Driver No Experience Required Antigo WI
$1,900 per week
...CDL A Regional Driver No Experience Required Antigo WI Compensation 1200-1900 Frequency weekly... ...CDL-A OTR / Regional Truck Driver | Up to $1,900/Week... ...on driver preference and route Equipment... ...Transportation, Keywords:Class A Driver, Location:Milwaukee, WI-53205
Hgv
Weekly pay
Daily paid
Full time
Temporary work
Immediate start
Flexible hours
Road Warrior
Milwaukee, WI
13 days ago
OTR Flatbed Company driver (W-2) Job in Milwaukee, WI by HMD Trucking
$1,505 - $2,175 per week
...Requirements ~1 year of CDL-A OTR experience ~6 months of flatbed experience ~ No DUI/... ...loaded miles (company drivers only) ~ Extra Stops: $... ...your career with HMD Trucking in Milwaukee, WI and drive flatbed freight... ...A CDL flatbeds on OTR routes\n- Secure loads using proper...
Hgv
Hourly pay
Full time
Second job
Relocation package
Flexible hours
Night shift
HMD Trucking
Milwaukee, WI
4 days ago
CDL A Flatbed Driver | Midwest Routes | $85K-$93K+
$85k - $93k
...CDL A Flatbed Driver | Midwest Routes | $85K-$93K+ Compensation 1,600 - $1,800 Frequency... ...Drivers for Midwest regional routes offering strong annual... ...of: Green Bay, WI Appleton, WI Manitowoc, WI Shawano, WI Milwaukee, WI Minneapolis, MN...
Suggested
Weekly pay
Daily paid
Full time
Flexible hours
Road Warrior
Milwaukee, WI
13 days ago
CDL A & B Local Reefer Driver Milwaukee, WI (07/23/2026)
$28 per hour
...FreshEdge LLC company, is hiring CDL A & B Local Reefer Drivers in Milwaukee, WI. Testa Produce is a wholesale produce... ...6% of the salary Home Time, Route & Schedule: Home Time: Home... ...of our fleet is Refrigerated Box Trucks and straight trucks along with conventional...
Hgv
Hourly pay
Weekly pay
Local area
Relocation
Monday to Friday
Shift work
1 day per week
Testa Produce
Milwaukee, WI
27 days ago
CDL-A Intermodal Truck Driver in Milwaukee, WI
$1,350 - $1,650 per month
...Company Driver | Intermodal Location: Milwaukee, WI Company: Schneider Pay: Competitive... ...Intermodal Dedicated truck driverAverage pay: $1,35... ...WeeklyExperience: 3 months or greater CDL experienceOverview Haul... ...Valid Class A Commercial Driver's License...
Hgv
Hourly pay
Weekly pay
Apprenticeship
Immediate start
Relocation package
Schneider
Milwaukee, WI
4 days ago
CDL A Local Walking Floor Driver in Milwaukee, WI
$30 per hour
...Reworld is hiring a CDL A local walking floor driver in Milwaukee, WI. Drivers are responsible for the safe transportation of non‑hazardous materials between... ...Paid parental leave Pet insurance Home time, Route & Schedule Home time: Home daily (weather and...
Hourly pay
Weekly pay
Daily paid
Local area
Flexible hours
Night shift
Reworld
West Allis, WI
1 day ago
CDL-A No-Touch Regional Driver
$1,350 - $1,550 per week
...CDL-A No-Touch Regional Driver Pay: $1,350–$1,550 per week Freight: Refrigerated... ...week (2 days off) Location: Milwaukee, WI 53202 Assigned Kenworth... ...established refrigerated routes with assigned equipment... ...driving practices American Trucking Group is an Equal...
Hgv
Relocation package
ATG Recruiting
Milwaukee, WI
2 days ago
Hiring Now: CDL B Delivery Driver | Container Routes | $29/Hour
$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
12 days 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
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...
Local area
Weekend work
System Transport
Waukesha, WI
more than 2 months ago
CDL-A REGIONAL DELIVERY DRIVER
$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... ...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
Waukesha, WI
1 day ago
Regional Dry van Company driver (W-2) Job in New Berlin, WI by HMD Trucking
$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 Operate regional dry van runs from New Berlin, WI, across the Midwest and Chicago network with HMD Trucking. Enjoy $0.70 per mile...
Hgv
Hourly pay
Full time
Second job
Relocation package
Flexible hours
Night shift
HMD Trucking
New Berlin, WI
3 days ago
Class A Regional Flatbed Truck Driver
$1,600 per week
...safety-focused, dependable drivers in Milwaukee to join our team. Apply... ...by your name, not your truck number. At Nu-Way, we... ...verifiable experience with a Class A CDL ~6 months of recent flatbed experience ~ No... ...Company driver Trucking Route: Dedicated Local...
Hgv
Weekly pay
Full time
Contract work
Temporary work
Local area
Monday to Friday
Flexible hours
Night shift
Weekend work
Nu-Way Transportation
Milwaukee, WI
10 days ago
OTR Dry van Company driver (W-2) Job in Milwaukee, WI by HMD Trucking
$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 Milwaukee, 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
Milwaukee, WI
3 days ago
CDL A OTR Truck Driver - Milwaukee OTR Division
$1,900 - $2,400 per week
...actively hiring experienced Class A CDL Solo OTR Truck Drivers for our modern fleet who live in the Milwaukee, WI area and nearby communities. Milwaukee... ...with steady freight movement. Routes frequently begin or conclude near this region, providing drivers from the local...
Hgv
Full time
Seasonal work
Live in
Local area
Flexible hours
DSL Express
Milwaukee, WI
3 days ago
OTR Flatbed Company driver Job in Milwaukee, WI by Eclectic Logistics
...Minimum 6 months of flatbed experience... ...Logistics is moving Milwaukee freight forward with a driver-centric approach. We... ...hunt for experienced CDL-A flatbed operators who... ...flatbed freight across regional and long-haul lanes... ...progression in trucking Ready to drive with...
Hgv
Full time
Eclectic Logistics
Milwaukee, WI
15 days ago
CDL-A Dry Van Lease Purchase Driver in Milwaukee, WI
...Company Driver | Dry Van Location: Milwaukee, WI Company: CRST, The Transportation Solution... ...pay (inquire for details) Route Type: otr Start Date: ASAP... ...loads, and schedule. Run your truck on a 2-4 year low-cost... ...Requirements 21 years or older CDL A, 6 months OTR experience...
Hgv
Weekly pay
For contractors
Local area
Immediate start
Relocation package
CRST, The Transportation Solution
Milwaukee, WI
1 day ago
Class A CDL Drivers - Local, Regional & OTR Jobs Available
$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 ,... ...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
2 days ago
Regional CDL-A Truck Driver Job (Earn Top Pay / Consistent Miles)
$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
New Berlin, WI
9 hours ago
OTR Flatbed Company driver (W-2) Job in Waukesha, WI by HMD Trucking
$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
7 days ago
Flatbed CDL A Company Drivers!
$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
CDL A Regional Driver 0.77CPM START
$35 per hour
...Description Job Description CDL Class A Regional Driver Location: Greater Chicago Area... ...and servicing throughout IL, IN, WI, MI, IA, MN, MO, OH & KY) Pay:... ...Drivers to operate brand-new Volvo trucks on dedicated Midwest routes. We offer consistent freight,...
Hgv
Weekly pay
Flexible hours
Night shift
CIE TRANSPORT INC
Milwaukee, WI
24 days ago
Non-CDL Local Box Truck Owner Operator-Milwaukee, WI
$120k
...CEVA Logistics is seeking Local Box Truck Owners in Milwaukee WI We are looking for an Owner... ...settlement and 50% paid after 90 days. Driver Referral Bonus: $1,000 per driver hired... ...for purchase Home Time, Route & Schedule Home Time: Home Daily...
Hgv
For contractors
Local area
Monday to Friday
Shift work
CEVA Freight, LLC - First & Final Mile (search conducted by ...
Milwaukee, WI
12 days ago
CDL A Regional Dry Van Drivers in the Midwest
$1,200 - $1,800 per week
...Transport is hiring full-time CDL A Regional Dry Van Drivers in the Midwest. At River City Transport... ...upon approval Take your truck home program Home Time, Route, & Schedule Home time: Home... ...drivers in IA, KS, MO, IL, IN, WI, OH, & PA . This job search...
Hgv
Hourly pay
Weekly pay
Full time
River City Transport (search conducted by Drive My Way)
Milwaukee, WI
a month ago
CDL-A Refrigerated Lease Purchase Driver in Milwaukee, WI
$800 per month
...Owner Operator | Refrigerated Location: Milwaukee, WI Company: Hirschbach Motor Lines Pay: Competitive weekly pay (inquire for details) Route Type: dedicated Start Date: ASAP About the Position $800 Driver Orientation Qualification Process Pay Account Highlights $1,500...
Weekly pay
For contractors
Immediate start
Hirschbach Motor Lines
Milwaukee, WI
4 days ago
Non-CDL Route Drivers
...Join The Nassco Driver Talent Network Apply... ...for future Non-CDL Route Driver opportunities... ...jacks (on most trucks) Complete vehicle... ...the greater Milwaukee and Madison markets... ...Wisconsinfrom the WI/IL border up to Fond... ...reliably across the region. Nassco is an Equal...
Hgv
Shift work
Nassco
New Berlin, WI
1 day ago
CDL-A Regional Truck Driver Relocation Opportunity to Greater Madison, WI
$28.56 - $36.54 per hour
...CDL-A Driver Your professional transformation starts here Looking for a safe work environment where you can... ...Driver for the night shift located at our DeForest, WI location. Why join Sanimax as a CDL Class A Truck driver? ~ Compensation starting from $28.56/...
Hgv
Relocation
Relocation package
Night shift
SANIMAX
Milwaukee, WI
2 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
Relocation package
Hogan Transportation
New Berlin, WI
4 hours ago
CDL Drivers
...Seeking Qualified CDL Drivers Apply... ...? We're hiring a CDL B Driver... ...box or straight truck (including air... ...: Steady routes + consistent schedule... ...the greater Milwaukee and Madison markets... ...-from the WI/IL border up to... ...reliably across the region. Nassco is...
Hgv
Shift work
General Dynamics Land Systems
New Berlin, WI
22 hours ago
OTR Flatbed Company driver Job in South Milwaukee, WI by Eclectic Logistics
...Medical card Minimum 6 months of flatbed experience Benefits OCC Insurance... ...throughout the Midwest, based in South Milwaukee, WI. You’ll join a safety-driven team that... ...haulage Plan and execute efficient regional routes Handle oversized loads with...
Full time
Eclectic Logistics
South Milwaukee, WI
13 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!