Flatbed CDL Driver Jobs in Massachusetts September 2026

Hugo Hunter Inc

CDL-A Owner Operator | 90% of Load Gross

Hiring in Massachusetts and 46 other locations
Dry van, Flatbed, Reefer, Step deck
Flexible
90% Of gross

90 Percent of Gross Pay! 24/7/365 Dispatch and Road Service. Weekly Pay Via Direct Deposit.
100% Fuel Advance with Competitive Fuel Discounts. Premium Health Benefits Package.
Reefer, Open-Deck, And Dry van Trailer Rental for as low as $250 per week. Full Service.

Royal Trucking Company

Lease CDL A OTR Truck Driver

Hiring in Massachusetts and 46 other locations
Dry van, Flatbed
Flexible
$78,000 - 100,000 Per year

Dry Van Trainees : Up to $58K Year. Dry Van Experienced Drivers : $72K-$78K Yearly.
Flatbed Trainees : $61K Year. Flatbed Experienced Drivers : $85K-$100K Yearly.
Zero Money Down. No Credit Check. Walk Away if the Program isn't Working for You.

Hittman Transport Services, Inc.

Owner Operators CDL A Team Truck Drivers

Hiring in Massachusetts 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...

Fraley & Schilling Trucking

Home Daily Dedicated Flatbed Driver, M-F 260/Load

Hiring in Massachusetts and 47 other locations
Flatbed
Daily
$93,600 Per year

Home Daily. $260/load + $75 for backhauls + $25 Weekend Premium
Dedicated Flatbed. Monday-Friday & every other Saturday as needed
$20,000 FREE company provided life insurance. 401k matching

KLM Trucking

Semi-Local | Flatbed | CDL-A Truck Driver

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

Competitive pay, rich 401K contribution, FREE benefits for employees and their family
This position is responsible for operating, driving and maintaining flatbed trucks safely and within guidelines to ensure customer needs are met within the agreed upon timelines.
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.

CDL DNA

CDL A Flatbed Company Driver 1099 ENG/ESP

Hiring in Massachusetts and 45 other locations
Flatbed
3 weeks out
33% Of gross

We have brand new equipment and plenty of work for those who are ready to run.
We haul everything, from construction materials, to containers, farm and military equipment.
Our top performers make north of $3,000 per week.

Great New Trucks

$9,000 - 10,000 Gross

We Speak Spanish

Delta Carrier Group, Inc

CDL A OTR Lease Driver / SAP Accepted

Hiring in Massachusetts and 47 other locations
Reefer, Dry van, Flatbed, Conestoga, Step deck
2 weeks out
$2,500 Per week

Fuel discounts available!. Reefer average 2500-3000 Miles weekly.
OPERATING MOSTLY MIX OF MIDWEST, NORTH EAST, AND SOUTHERN STATES.
No down payment OR balloon payment. Tons of new trucks available

Best Way Transportation LLC

Owner Operator/Fleet Owners -Flatbed

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

MUST OWN YOUR OWN TRUCK W/TRAILER also POWER ONLY
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!

A.M. Express

Drivers for Flatbed or Dry van

Hiring in Massachusetts and 47 other locations
Dry van, Flatbed
Flexible
$80,000 Per year

$25,000 company paid life ins.. SHORT AND LONG TERM DISABILITY. WEEKLY PAY
Minimum 2500-3000+ mi/wk average. 3000+ miles = .01 per mile more
PA and North is .03 more per mile. Extra Stop Pay

Four Star Transportation

CDL Company Flatbed Drivers

Hiring in Massachusetts and 47 other locations
Flatbed
2 weeks out
$65,000 Per year

Raise After 90 Days. Quarterly Bonus. 30 DAY GUARANTEE PAY
Medical/ Dental/ Vision Insurance (BCBS). 6 Paid Holidays/ Vacation Pay
Earn Up To 65,000+ Annually. Up To $3,000 Sign-On Bonus

Leader Freight Systems

OTR FLATBED OWNER OPERATORS

Hiring in Massachusetts and 47 other locations
Flatbed, Conestoga, Step deck
2 weeks out
91% Of gross

Solo gross up to $10,000 (flatbed). Estimated gross for drivers who stay 2+ weeks
No forced dispatch (we encourage you to run the loads that we provide)
Get .20-.30cpg on more than 1300 gas stations across the state - Pilot, Love's, Flying J, and Speedway

LIV Enterprises

OTR CDL A Owner-Operator Flatbed

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

Trucks fully equipped (refrigerator, power inverter, e-z pass, pre-pass, ELD).
Consistent freight. Paid weekly-direct deposit.
Professional and no forced dispatch. Fast & easy orientation process.

Beemac Trucking

Class A Owner Operators - Flatbed

Hiring in Massachusetts and 47 other locations
Dry van, Flatbed
Weekly
$2,000 - 3,000 Per week

We are currently looking for Class A CDL Owner Operators. Owner Operator company. Dry Van will Gross $5,000-$6,000 a Week. Flatbed will Gross $6,000-$8,000 a Week.
Home Every Weekend or you can stay out multiple weeks. Company Paid Liability and Cargo Insurance. No IFTA Charges. Insurance Program. 100% Non-Forced Dispatch.
National Fuel Discount Program ( Average $0.50 to $0.80 off ). Tag Program. Trailer Rental Program. FSC. Must Have at least 2 Years of CDL A Experience.

South Shore Transportation Company

CDL-A Flatbed Truck Driver - Home Weekly

Hiring in Massachusetts and 47 other locations
Flatbed
Weekly
$1,800 Per week

Our family business is committed to providing our customers AND our employees with superior service. Join the South Shore family today! No flatbed experience? No problem!
Hourly pay for detention and breakdowns. Two state dispatch - PA and NJ. All loads are preloaded. Monday - Friday work week. Home weekends. Paid vacation & holidays.
Great health benefits starting the first of the month after 60 days. Group health, dental, vision, life, short-term disability, prescription drug card, flexible spending account. Assigned late model equipment (Volvos and Freightliners, 100% with auto-shift transmission, and 3000-Watt inverter).

Flatbed CDL driver jobs in Massachusetts