Regional CDL Driver Jobs in Massachusetts October 2025

Leggett & Platt Inc

OTR CDL-A Truck Drivers | $75K - $90K Per Year

Hiring in Massachusetts and 46 other locations
OTR, Regional
2 weeks out
$75,000 - 90,000 Per year

Quarterly Safety & Performance Bonuses Start Day 1! Passenger & Pet Friendly. 9 Paid Holidays
Tenure Pay Starting at 6 Months of Service. Medical, Dental, Vision, and Life Insurance.
80% Company Freight. Non-Hazmat Freight. Full Fleet Electronic Logs. Limited Touch Freight.

Eos Inc.

CDL-A Lease Purchase | $0 Down, No Credit Check

Hiring in Massachusetts and 46 other locations
OTR, Regional
2 weeks out
$2,200 - 2,500 Per week

Gross pay: $6,000-$8,000 weekly. Earn approx. $2,200-$2,500 weekly (after all lease cost). Lease Purchase Pay: 73% of revenue. Paid 2-day Orientation
$0 Down, No Credit Check. Home every 2 weeks.Truck Payments: typically range from $650-$1,040/week. Inspection and referral bonuses.
Lease Op Charges fixed cost: $475/week total. Pet & Rider policies. Medical, Dental, Vision, and 401K offered through 3rd parties.

Hittman Transport Services, Inc.

Owner Operators CDL A Team Truck Drivers

Hiring in Massachusetts and 46 other locations
Regional
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...

Jeep Transport LLC

CDL A Company Driver | OTR, Regional, Dedicated

Hiring in Massachusetts and 46 other locations
OTR, Regional
2 weeks out, 3 weeks out
$0.60 Per mile

Equipment: 2020-2024 automatic Freightliner Cascadia
Additional Pay: Extra Stops, Layover, and Detention
Pets Friendly. APU, Fridge, Power Inverter in trucks

Dedicated Local and Regional Runs

Blackwell's Trucking Inc.

Class A Drivers Dry Van

Hiring in Massachusetts and 47 other locations
Regional
Weekly
$1,300 - 1,575 Per week

Home for 2 days resets on weekends ( every other week)
Drivers run Atlantic, South Central, & South East regions
5% Live Loads at receiver location

Dedicated Trucking Solutions

Regional CDL A Truck Driver- Online Orientation

Hiring in Massachusetts and 47 other locations
Regional
Flexible
$80,000 - 87,000 Per year

Morning start times - between 0500 - 0900. Averages projected at $80,000-87000 per year, touch freight
Company matched 401(k) retirement savings plan. Select health benefits eligibility after just 30 days of employment!
Health Savings Account option, Flexible Spending Account, Paid Basic life, Paid Basic accidental death and dismemberment.

Sandalwood Trucking

CDL A Regional Truck Driver | Dedicated

Hiring in Massachusetts and 47 other locations
Regional
Weekly
$2,400 Per week

$2,400 per week. Home Weekly for reset. Dedicated customer
Medical, dental, and vision insurance. Life insurance. Paid vacations and holidays
At Sandalwood Trucking our mission is to deliver responsive freight solutions, so you have more time to focus on what matters most.

KLM Trucking

Semi-Local | Flatbed | CDL-A Truck Driver

Hiring in Massachusetts and 47 other locations
Local, Regional
Weekly
$1,655 Per week

Solo dedicated account. Regional operating area. Home most days
Benefits start at 30 days. Positions are limited
Drivers will strap all loads. Home most days.

Pelts Xpress

CDL A Owner Operator | Regional Runs

Hiring in Massachusetts and 46 other locations
OTR, Regional
Flexible
88% Of gross

20+ years experience in dispatching. Abundant Freight
Flexible dispatch adjusted to your preference. Solo & Team loads
Assistance with Plates & Registration. Warm and welcoming team

FREE 30 Days Trailer Rent

Up to $0.40 fuel discount (100% to the owner)

Plates & Registration Program

Delta Carrier Group, Inc

CDL A OTR Lease Driver / SAP Accepted

Hiring in Massachusetts and 47 other locations
OTR, Regional
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.
Reefer truck Driver needs to have at least 1 year recent OTR experience

Dedicated Logistics, Inc

Class A Regional Flatbed Driver Home Weekly

Hiring in Massachusetts and 47 other locations
Regional
Weekly
$83,200 Per year

10-15% of the loads require tarping (4ft tarps).
Flex Spending and Disability. Paid Vacation and Holidays
Paid Training. Discounts on many events

Ruan Transportation Management Systems

Dry Van CDL Driver

Hiring in Massachusetts and 47 other locations
OTR, Regional
Flexible
$80,000 Per year

This position will receive hybrid pay of $.46/mile, $10/hr on duty, $15/stop, and $25 per diem for overnight runs. With an average of 2,000 miles per week, drivers can expect to earn an average of $80,000 per year, paid weekly. This job also offers a $3,500 sign-on bonus!
Our drivers have varied work weeks and start times, with 2 consecutive days off, plus home time during the week. Drive newer 2019 Freightliners (sleepers), receive NEW tablets, and work at a local company shop that keeps equipment up to date and inspection ready.
Ruan appreciates your commitment to our success. We're equally committed to providing you with competitive, affordable health and wellness benefits to help you take care of yourself and your family. View all benefits information here.

S &P Dispatching

Reefer Owner Operator/Small Fleet Owners

Hiring in Massachusetts and 47 other locations
OTR, Regional
Weekly
$6,100 Per week

S&P alleviates the pressure and stress of searching, booking and dispatching loads, as well as all the paperwork and on-boarding that comes with that, so you and your drivers can focus on safety and making more money.
We focus on low deadhead, efficient loads on profitable lanes that keep you consistently in a good and profitable position as a business. We can/will handle all factoring, as well as any issues with your loads that are within our ability.
We provide break-even point analysis, free of charge, so you can keep track of your business easily and every load run, to ensure that you are making a profit.

TREELINE INC

Class A CDL Flatbed Driver

Hiring in Massachusetts and 47 other locations
OTR, Regional
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!

Woodall Transport, LLC

Class A CDL Truck Driver-Reefer

Hiring in Massachusetts and 47 other locations
OTR, Regional
Weekly
$1,500 Per week

In addition to cents per mile, we pay our drivers for all aspects of the job
We are looking for a reliable and experienced Truck Driver to join our team
Minimum of 1 year of qualified CDL driving experience. Clean MVR

Regional CDL driver jobs in Massachusetts