Regional CDL Driver Jobs in Massachusetts March 2026

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

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...

Integrity Gas Services LLC

Regional or OTR Class A CDL Drivers

Hiring in Massachusetts and 47 other locations
Regional
Flexible
$23 Per hour

Integrity Gas Services is looking for safe company drivers to run regional or OTR
Freightliner Cascadia Tractors with 60” Sleeper, built in fridge and inverters
Employer sponsored medical, dental, vision & group term life insurance

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.

Odysseia

CDL C Sprinter Van / Cargo VanOwner Operator

Hiring in Massachusetts and 47 other locations
Regional
Weekly
$1,000 Per week

No authority; NO MC. Be ready to make long-distance/other loads; local - rarely and occasionally.
Minimum inside dimensions of the cargo area 100x50x50 inches (L x W x H).
Clean and tidy vans are preferred - no debris, spots, dents, etc.

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!
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

Best Way Transportation LLC

Owner Operator/Fleet Owners -Flatbed

Hiring in Massachusetts and 47 other locations
OTR, Regional
Flexible
$3,000 Per week

We are professional, agile and our goal is to Find you good paying loads and to keep you moving
MUST OWN YOUR OWN TRUCK W/TRAILER also POWER ONLY
ACCEPTING Owner Operators NATIONWIDE. MUST HAVE YOUR OWN AUTHORITY!

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

Freightliner Cascadia & Western Star trucks from 2019 to brand new. Trailers from 2019 to brand new.
Gross: 28% Solo, 32% Team / or CPM. 24/7 roadside assistance and logbook service.
$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!
Mileage Pay – all loaded and empty, dispatched miles. Weekly pay w/ direct deposit
Customizable insurance options. Optional dental and vision coverage

Online Transport

Truck Driver, Regional Reefer CDL-A

Hiring in Massachusetts and 47 other locations
Regional
Weekly
26% Of gross

Temp Control Regional Drivers Are Home on the Weekends!
Regional Drivers Are Paid 26%. Average 2,200-2,500 Miles Per Week
Paid Training (If Necessary). Per Diem Option To Decrease Tax Burden (Qualified Positions Only)

PGT Trucking, Inc.

CDL A Flatbed Company Driver Position

Hiring in Massachusetts and 47 other locations
OTR, Regional
Weekly
$84,000 Per year

Drive for the Best: Company flatbed drivers at PGT Trucking earn an average of $84,000 per year with top performers earning more! Be home every weekend. Drive new 2023 and 2024 International and Peterbilt Tractors, and enjoy excellent benefits.
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!

Clean Harbors

Owner Operator-Class A Dry Van

Hiring in Massachusetts and 47 other locations
OTR, Regional
2 weeks out
$4,500 Per week

Our Class A Driver is responsible for running a route from San Jose, CA to Salt Lake City, UT, running 2800 miles a week. Primarily driving tractor/trailer combos, this position requires traveling away from home for up to 12-14 days at a time.
Ensures that Health and Safety is the number one priority by complying with all safe work practices, policies, and processes and acting safely at all times. Operates tractor-trailer tanker units and other vehicles.
Clean Harbor is an equal-opportunity employer. We do not discriminate against applicants due to race, ancestry, color, sexual orientation, gender identity, national origin, religion, age, physical or mental disability, veteran status, or based on any other federal, state/provincial, or local protected class.

S &P Dispatching

Dry Van Owner Operator/Small Fleet Owners

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

Sutton & Pouncey Transportation is looking for quality, independent, Dry-Van & Reefer, owner operators, carriers and small fleets. We are dispatchers, carrier managers & logistics experts, who specialize in driver/carrier management.
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 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.

Woodall Transport, LLC

Class A CDL Truck Driver-Reefer

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

We are looking for a reliable and experienced Truck Driver to join our team
Have knowledge of applicable laws and regulations related to truck driving. Perform pre-trip and post-trip inspections on vehicles.
Minimum of 1 year of qualified CDL driving experience. Clean MVR

Regional CDL driver jobs in Massachusetts