W2 CDL Driver Jobs in Massachusetts October 2026

Trimac Transportation Inc

OTR CDL-A HazMat Company Driver | Up to 75 CPM

Hiring in Massachusetts and 46 other locations
3 weeks out
$0.75 Per mile

$94,250-$113,100/yr. $1,813- $2,175/wk. Paid by mileage $0.75CPM (loaded) & $0.70CPM (empty).
Paid weekly direct deposit. Paid orientation training. Holiday and vacation pay. Tuition reimbursement.
Medical, dental, and vision insurance. Employee Assistance Program. Life insurance, disability insurance.

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)

Soldwedel And Horn Enterprises Inc

OTR Solo Reefer Truck Driver | 73-80 CPM

Hiring in Massachusetts and 46 other locations
Weekly
$0.73 - 0.80 Per mile

No Driver Load / Unload. No slip seating. Company Driver (W2, Solo). Refrigerated.
Get 2 days of home time for every 10 days worked. 7 - 21 expected days out.
Benefits: Medical, Life and Disability. Paid vacation. Accommodation is covered.

U.S. Xpress, Inc.

OTR CDL-A Team Truck Drivers | Up to 66 CPM

Hiring in Massachusetts and 46 other locations
Flexible
$0.56 - 0.66 Per mile

56 to 66 CPM. Avg. 5,000 miles a week or more with this truck driving job. 401(k) Match
Extra cash for every doubles load. Newer equipment averaging 18 Months.
Convenient Home-Base Terminals. Health, Dental & Vision Insurance. Pet Insurance.

Prima Express Inc.

OTR CDL-A Experienced Truck Driver | Up to 60CPM

Hiring in Massachusetts and 46 other locations
2 weeks out, 3 weeks out
$0.56 - 0.60 Per mile

Up to 0.60 CPM start (Depending On Experience). Average 2800-3200 Miles Per Week. Earn from $80,000.00 up to $100,000 per year.
Usual Schedule is 2-3 Weeks Out and 2-3 Days HomeTime. Travel Reimbursement. Average Drivers Earn$1300-$1600 Per Week.
Full Benefits Including: Medical, Dental, Life, Vision, 401k Retirement Plan, Pet and Rider Policy. W2 Company Paid Employee NO 1099.

Countryside Auto Transport Inc

OTR CDL-A Car Hauler | Up to $100,000+/year

Hiring in Massachusetts and 46 other locations
Flexible
$75,000 - 100,000 Per year

Up to $100,000+/year (includes CPM, per diem, pay per car). +0.10 for east coast miles. +$20.00 per car loaded.
Paid for ALL MILES driven via Electronic Logs. 5-10 days out at a time, 2-3 home (FLEXIBLE!).
Insurance: Health, Dental, Life, Vision, Short-term disability. 401K, Employer match. Vacation Pay.

CDL DNA

CDL A - Company Driver OTR W2

Hiring in Massachusetts and 25 other locations
2 weeks out, 3 weeks out
$0.60 - 0.63 Per mile

As a driver for Real, you will enjoy a stable work, predictable paycheck and full package of benefits.
Depending on your location, you will be able to return home every 2-3 weeks.
We provide you with a fully loaded 2021-2024 Freightliner Cascadia equipped with a refrigerator, microwave, inverter, APU, mattress, and tablet.

W2 and 1099 Positions Available

Professional Work Environment

Fully Loaded Trucks

Heartland Express

CDL-A Regional Truck Driver | Dry Van No Touch

Hiring in Massachusetts and 46 other locations
Weekly
$67,000 - 94,000 Per year

Weekly Home Time. 48 State Operating Area.
Paid Orientation / Training. Paid Vacation.
Health, dental, vision and life insurance.

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.

A&J Transportation

Class A CDL Truck Drivers | $2,300/week

Hiring in Massachusetts and 46 other locations
Weekly
$1,500 - 2,300 Per week

30% of pay with experience, move to 31% after 1 year.
Pay: $1,500.00 - $2,300.00 per week.
Paid vacations. Daily orientation pay. Weekly cash advances.

CZ Logistics

CDL-A Truck Driver | Car Hauling

Hiring in Massachusetts and 46 other locations
Weekly
$90,000 - 100,000 Per year

CDL-A Truck Drivers will get home weekly. Shift- Day Shift, will include Saturdays.
Paid Hourly at $29- Overtime pay after 40 at $43.50- $90,000- $100,000 per year.
Dedicated account. Driver load/unload. Car Hauling

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 your INCOME - $60,000 to $80,000 Average, and TOP DRIVERS earn over $100,000.
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.

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

Experienced Flatbed CDL-A drivers. OTR route. Medical, dental, vision & life insurance.
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

W2 CDL driver jobs in Massachusetts