Regional CDL Driver Jobs in Massachusetts September 2026

CDL DNA

Team Dry Van - Contracted freight - 7,000+ miles

Hiring in Massachusetts and 46 other locations
Dedicated, OTR, Regional
3 weeks out
$0.76 Per mile

You can expect earning $5,320 - $5,475 per week consistently.
Most of the contracted loads is mail, mixed with costco, walmart and amazon.
We promise 7,000+ miles per week and consistent work

Drivers Top Choice

Consistent Contracted Freight

300+ Trucks Fleet

Just Trucking Services

CDL A - Lease to purchase with $0 Down

Hiring in Massachusetts and 45 other locations
OTR, Regional
Flexible
$90,000 - 120,000 Per year

OTR drivers wanted willing to start their own business.
Low weekly payments. Weekly gross 6k-8k. No hidden fees
Start and grow your trucking business with us!

No Credit Check

Get One or Multiple Trucks

$0 Down for Truck and Trailer

R and J Trucking, Inc.

CDL A Truck Driver $2,500 per week

Hiring in Massachusetts and 46 other locations
Regional
Weekly
$1,200 - 2,500 Per week

R&J offers excellent wages, benefits (after 60 days,) 401-K, Vacations, and Bonuses.
The average gross pay has been around $1,800 per week with many drivers exceeding that.
Supplemental pay types: Bonus opportunities, Detention pay, Safety bonus

Jahany Transportation Logistics LLC.

CDL A Dry van Owner Operator Hazmat Required

Hiring in Massachusetts and 47 other locations
Regional
Weekly
$8,000 - 12,000 Per week

90/10 Split: You Keep the Majority of Your Earnings!
Trailer Rent: $250 per week (if you don't own a trailer)
Save on fuel with our fuel card, offering discounts of up to 60 cents per gallon

Blackwell's Trucking Inc.

Regional Dry Van CDL A Drivers

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

Drivers average weekly is $1,300- $1,575 or more
Layover/Detention Pay
Driver will make deliveries to dedicated vendors and warehouses

Central States Mfg.

Regional Flatbed CDL A - Claysburg

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

Average driver earns $82,000 in total compensation per year
Home EVERY weekend & paid holidays
Monthly Bonus: earn up to $225 per month!

Show ME Transportation

Class A CDL Driver Dedicated-Regional

Hiring in Massachusetts and 47 other locations
Regional
Flexible
$1,250 Per week

DEDICATED REGIONAL CLASS A CDL DRIVER - DRY VAN. HOME WEEKLY FOR 34 RESET
FULL BENEFITS - MEDICAL, DENTAL, VISION, 401K, LIFE, ETC.
5 AM DELIVERIES AND UNLOADS. WEEKEND WORK MAY BE REQUIRED

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.

Pelts Xpress

CDL A Owner Operator | Regional Runs

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

$250/week - Dry Van Rental. Get a FREE trailer for 1 month!
88% of gross revenue. Up to $0.40 fuel discount (100% to the owner)
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

Ferrous Metal Transfer Co.

OTR FLATBED TRUCK DRIVER

Hiring in Massachusetts and 47 other locations
OTR, Regional
Weekly
27% Of gross

Exceptional Bonus plan! Comprehensive Benefits Package
Freight Type : Flatbed freight; steel coils, steel sheets, steel bars, etc.
Bonuses available: Attendance ($185/quarterly), Safety($100/quarterly), Yearly Retention($1000/year)

Road King Express Inc

OTR Company Dry Van Driver

Hiring in Massachusetts and 47 other locations
OTR, Regional
2 weeks out
28% Of gross
/
$0.60 - 0.70 Per mile

Gross: 28% Solo, 32% Team / or CPM. 24/7 roadside assistance and logbook service.
Potential earnings of $2000-$4000/week. Flexible routes. Weekly paychecks
$400 advance per week on a card if needed. Flights to our office in Chicago and hotel accommodation are provided

Empire Express

CDL-A REGIONAL FLATBED DRIVER

Hiring in Massachusetts and 47 other locations
Regional
Weekly
$75,000 - 100,000 Per year

We put driver health and well-being first with our newly updated, comprehensive benefits!
Vacation Pay. Seniority Pay. Monthly Safety Bonus. Quarterly Fuel Bonus
We would love to have you join the Empire Family

Dedicated Logistics, Inc

Class A Regional Flatbed Driver Home Weekly

Hiring in Massachusetts and 47 other locations
Regional
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.
401k and Profit Sharing. Full Benefits. (medical, dental, vision)
Flex Spending and Disability. Paid Vacation and Holidays

Andrus Transportation Services

CDL-A Flatbed Driver - Western Fleet

Hiring in Massachusetts and 47 other locations
OTR, Regional
Flexible
$74,100 - 84,500 Per year
/
$1,625 Per week

Drivers in the Western Flatbed Fleet average $84,500 annually with the top 10% making over $100K.
We are committed to providing you with the most reliable equipment, the best support team available 24/7, competitive pay & bonus structure and FLEXIBLE HOME TIME
Fully Loaded - with premium interiors, ELSs, Prepass, Qualcomm, and Transflow

Beemac Trucking

Class A Owner Operators - Flatbed

Hiring in Massachusetts and 47 other locations
Regional
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.

Regional CDL driver jobs in Massachusetts