W2 CDL Driver Jobs in Massachusetts May 2026

Meiborg Bros Inc

OTR HazMat Company Driver | Up to $100k/yr

Hiring in Massachusetts and 46 other locations
2 weeks out
$80,000 - 100,000 Per year

Pay is set at $80,000/ yr for 2 Weeks Out / 4 Nights Off or $100,000 / yr for 5 Weeks Out / 5 Nights Off.
Drivers must be willing to run all 48 states, we do not force dispatch NYC. Life Insurance.
Medical, Dental, Vision Insurance. Short Term Disability. Paid Vacation and Sick Leave. 401(k)

Trans Quality Inc

OTR CDL-A Reefer Truck Driver | 65 CPM

Hiring in Massachusetts and 46 other locations
Weekly
$0.65 Per mile

$0.65 CPM. $80,000 - $100,000 Per Year. Medical, Vision, Dental. 401K. Pet Policy from Day 1.
$0.02 CPM Safety Bonus. $35 Extra Stop. Life, Short Term and Long-term Disability Insurance.
$25/Hour After 2 hours Detention Pay, Up to $200. $200/Day Layover or Breakdown.

MLC LLC

OTR Class A Truck Driver | 65 CPM

Hiring in Massachusetts and 46 other locations
Weekly
$0.65 Per mile

Pay: From $0.65 per mile. Average 2,500 to 3,000 miles/week. 401(k) matching.
Dental insurance. Employee assistance program. Health, Life insurance.
Paid orientation. Paid time off. Tuition reimbursement. Vision insurance.

Witte Brothers Exchange Inc

CDL-A OTR Truck Driver | Up to 65 CPM

Hiring in Massachusetts and 46 other locations
Weekly
$0.50 - 0.65 Per mile

Industry-leading pay: Up to $0.65 per mile. Weekly home time. 24/7 dispatch support.
State-of-the-art Freightliner and Peterbilt trucks. Health, dental, and vision insurance.
Advanced tech: ELDs, GPS/Co-Pilot, driver app. Driver appreciation program & monthly bonuses.

CRST The Transportation Solution Inc

CDL-A Truck Driver | 95% No touch, Drop and Hook

Hiring in Massachusetts and 46 other locations
2 weeks out
$100,000 Per year

Up to $100K a year. Averaging 2500-3000 miles per week. 95% No touch, Drop and Hook. Running over the road.
$0.03 CPM additional Safety Bonus. Automatic transmissions. Variable home time (biweekly+) depending on location.
Benefits: Medical Bridge, Major Medical, Dental, Vision, Life Insurance and 401K.

Riverside Transport Inc.

OTR CDL-A Company Driver - Dry Van

Hiring in Massachusetts and 46 other locations
2 weeks out
$0.58 - 0.62 Per mile

Earn $0.58 - $0.62 per Mile Based on Experience.
100% No Touch, Dry Van Freight. Home Every 2 Weeks.
Medical, Dental, Vision and Life Insurance. Paid Time Off.

Morgan Van Lines, Inc.

CDL-A Truck Driver | No Touch Dry Van

Hiring in Massachusetts and 46 other locations
Weekly
$1,300 Per week

We put our drivers first. New MVL drivers average $1,400+ weekly.
Our best drivers earn up to $100,000 per year.
98% No Touch Freight. Owned by drivers, so we know how life is on the road.

Southern Tier Express, Inc.

CDL-A Driver | 350$ per day

Hiring in Massachusetts and 46 other locations
Weekly
$300 - 350 Per day

We are looking for a reliable and experienced Truck Driver to join our team.
Benefits: 401(k), Dental insurance, Fuel card, Health insurance
Paid sick time, Paid time off, Paid toll fees, Paid training

Western Dairy Transport LLC

Class A CDL Truck Driver | Earn over $100,000

Hiring in Massachusetts and 46 other locations
Flexible, 2 weeks out, 3 weeks out
$60,000 - 100,000 Per year

Drive Protected – Variety of insurance options for you & your family.
Drive Vacation Time – Accelerated PTO, so you can spend more time doing what you love.
Drive Healthy – Medical, Dental, and Vision plans to fit your needs.

Jim Lawrence Transportation, Inc.

Owner Operators OTR CDL A Truck Driver

Hiring in Massachusetts and 46 other locations
Weekly, Flexible
$100,000 - 290,000 Per year

Pay: $100,000.00 - $290,000.00 per year.
Drivers are treated with respect by dispatchers. You're a person, not just a truck number.
Drivers are home most weekends. No forced dispatch

DSI Bulk Transport, CO Inc.

CDL A Driver $2,600/week

Hiring in Massachusetts and 46 other locations
Weekly
$1,800 - 2,600 Per week

Supplemental pay types: Bonus opportunities, detention pay, safety bonus
At DSI we pride ourselves on Safety, excellent customer service and top of the line equipment.
Pay: $1,800.00 - $2,600.00 per week. Have benefits.

System Transport

OTR CDL A Flatbed Driver | 55-60 CPM

Hiring in Massachusetts and 46 other locations
Weekly
$0.55 - 0.60 Per mile

Earn $.55 to $.60 per mile or $900 - $1,600 per week (depending on experience).
Benefits are available to enroll in after the eligibility waiting period has been met.
Full pay package also includes other accessorial compensation.

America's Catch Inc.

CDL A OTR Truck Driver Position With Benefits

Hiring in Massachusetts and 46 other locations
Weekly
$552 - 2,350 Per week

Schedules and Lanes facilitates guaranteed weekly home time.
Annual pay can range from $70,000 to $100,000. Record/Experience Considered.
Company Paid Health Insurance, Dental, Vision, and Disability Insurance available, Vacation Pay

Oriole Transportation

CDL-A Truck Driver | Dry Van | No Touch

Hiring in Massachusetts and 47 other locations
2 weeks out
$1,375 - 1,665 Per week

Dedicated Accounts. No-Touch Freight
All Newer Trucks Equipment
401K with company match. Paid vacation and holidays

Blackwell's Trucking Inc.

Regional Dry Van CDL A Drivers

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

Layover/Detention Pay
Mostly Drop & Hook
2800 weekly average miles

W2 CDL driver jobs in Massachusetts