Flatbed CDL Driver Jobs in Wisconsin November 2025

Magari Enterprises, Inc.

CDL A Lease To Purchase Owner Operator

Hiring in Wisconsin and 45 other locations
Dry van, Flatbed, Reefer, Step deck
Flexible
$6,000 - 9,000 Per week

0$ Payment Down and NO credit check history.
NO BALLOON PAYMENT. Walk away lease.
Passenger ride along program.

Duka Transportation, Inc.

OTR Flatbed Owner Operators

Hiring in Wisconsin and 46 other locations
Flatbed
Flexible
$300,000 - 360,000 Per year

Top 30% of our drivers earn $320,000 or more gross annually
Save on the fuel pumps - Company fuel cards with discount
Be home weekly or every other week

Hittman Transport Services, Inc.

Owner Operators CDL A Team Truck Drivers

Hiring in Wisconsin and 46 other locations
Flatbed
Daily, Flexible
$10,000 Per week

Hittman Transport Services, Inc. is contracting owner operators.
Teams make up to $10,000 weekly. Quarterly Fuel Discount, plus Discounts at the pump.
Hittman Transport pays for the yearly expenses: tolls, fuel tax, tractor washes...

KLM Trucking

Semi-Local | Flatbed | CDL-A Truck Driver

Hiring in Wisconsin and 47 other locations
Flatbed
Weekly
$1,655 Per week

Solo dedicated account. Regional operating area. Home most days
Drivers will strap all loads. Home most days.
Automatic sleeper cab tractors. Flatbed trailers

V Van Dyke Trucking

Flatbed Driver Class A

Hiring in Wisconsin and 47 other locations
Flatbed
Daily
$29 - 35 Per hour

Competitive pay, rich 401K contribution, FREE benefits for employees and their family
The pay range for this position is $29-$35 per hour depending on experience. Drivers can occasionally earn $69 per hour for prevailing wage jobs.
Company offers a full range of benefits: Medical, Dental, Vision – at no cost to them employee for coverage for the employee and their dependents.

21 Express Inc

FLATBED up to $3500 per week OTR CDL Class A

Hiring in Wisconsin and 47 other locations
Flatbed
2 weeks out
30% Of gross
/
$0.70 Per mile

New trucks (Volvo, Mack, Freightliner), Flatbed Trailers. FLATBED up to $0.70 + tarps, stops and partials
Extra bonuses for clean DOT inspections. Extra bonuses for good driving
Referral bonus $300. Extra for tarps, extra stops, layovers & detentions

Best Way Transportation LLC

Owner Operator/Fleet Owners -Flatbed

Hiring in Wisconsin and 47 other locations
Flatbed, Conestoga, Step deck
Flexible
$3,000 Per week

We are professional, agile and our goal is to Find you good paying loads and to keep you moving
We are skilled with years of experience in driving and dispatching so we understand how important compliance, auditing, and recordkeeping
ACCEPTING Owner Operators NATIONWIDE. MUST HAVE YOUR OWN AUTHORITY!

Ohio Transport Corporation

CDL A Flatbed Company Driver

Hiring in Wisconsin and 47 other locations
Flatbed, Conestoga, Step deck
Weekly
28% Of gross
/
$1,680 Per week

28% of the load. Health insurance/401K. No forced dispatch
Flatbed Driving Positions - Truck Gross up to $6,000/week
EXPERIENCE CHAINING AND TARPING REQUIRED

Stone Transport

OTR Regional Flatbed Driver

Hiring in Wisconsin and 47 other locations
Flatbed, Conestoga, Step deck
Weekly, 2 weeks out
30% Of gross

Stay out M-F (home every weekend) and/or 16 days, days home
30% of Line haul. $40/Night Per Diem. Pay Range - $1,800 to $2,000/Week
You can have a weekly schedule or stay out as long as you feel fit to do so!

LIV Enterprises

OTR CDL A Owner-Operator Flatbed

Hiring in Wisconsin and 47 other locations
Dry van, Flatbed, Conestoga, Step deck
Flexible
88% Of gross

2021 and newer models: Volvo VNL760, Freightliner CASCADIA.
Professional and no forced dispatch. Fast & easy orientation process.
Rider programs for passengers and pets. Cash advance.

Dedicated Logistics, Inc

Class A Regional Flatbed Driver Home Weekly

Hiring in Wisconsin and 47 other locations
Flatbed
Weekly
$83,200 Per year

Driver can park at home- must be in a safe location, ability to plug the truck in during cold months and provide their own snow removal.
Hands-Free Headset Reimbursement. Work Boot Reimbursement
Paid Training. Discounts on many events

Northern Logistics

OTR CDL-A Flatbed Driver

Hiring in Wisconsin and 47 other locations
Flatbed
2 weeks out
$0.52 - 0.54 Per mile

6 Month Bonuses!! Safety Bonuses!! Great Company to Work For!
2800-3200 Miles Weekly @ .52-.54cpm + Stop pay + Tarping Compensation
Monday-Friday or Sunday-Thursday. Physical work, tarping

PGT Trucking, Inc.

CDL A Flatbed Company Driver Position

Hiring in Wisconsin and 47 other locations
Flatbed, Conestoga, Step deck
Weekly
$84,000 Per year

PGT Trucking, a 2023 Best Fleets to Drive For® Top 20 Company, is hiring Class A CDL Flatbed Truck Drivers. We provide 24/7 support for our drivers, treating you with the respect you deserve. Join PGT and find out what makes us the best!
Home every weekend. New 2023 and 2024 International and Peterbilt Tractors. Weekly pay. Paid Orientation in Blairsville, PA (PGT provides all travel arrangements. Experienced flatbed drivers can seat the first week!
Medical, dental and vision insurance. Company-paid life insurance and long-term disability. 401(k), including 100% match up to 5% gross pay. $5,000 driver referral bonus. Retention bonuses with safety incentives - $6,000 within the first two years

Schneider

Class A CDL - Dedicated Flatbed truck driver

Hiring in Wisconsin and 47 other locations
Flatbed, Conestoga, Step deck
Weekly
1280 - 1410% Of gross

Top drivers earn up to $74,000 | Up to $3,000 sign-on bonus. Average pay: $1,280-$1,410 weekly. Home time: Weekly. All CDL holders

TREELINE INC

Class A CDL Flatbed Driver

Hiring in Wisconsin and 47 other locations
Flatbed
Weekly, 2 weeks out
$105,000 Per year

Our Professional Flatbed Drivers drive tractor-trailers to pick up and deliver products. Northeast regional, long-haul, and other route options are negotiable!
General CDL A experience is required. Our home base is Chester, ME, but our drivers reside along our driving routes. Some overnights will be required.
Professional Flatbed Driver responsibilities include hauling lumber, logs, and other loads typically primarily in the northeast. The choice of hourly or percentage pay is negotiable and full Treeline benefits apply!

Flatbed CDL driver jobs in Wisconsin