W2 CDL Driver Jobs in Massachusetts June 2026

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.

Ascend Transportation LLC

CDL-A OTR Truck Driver | Guarantee $1,450/wk

Hiring in Massachusetts and 46 other locations
2 weeks out
$0.56 - 0.67 Per mile

Earn $.56 - $.67 per mile, depending on experience. Weekly Guarantee $1,450.
Stop pay and detention pay. Midwest-focused routes with options for longer runs.
Updated fleet. Consistent year-round freight. Run 12 out of 14 days. 401k plan.

Ashley Distribution Services LTD

CDL-A OTR Pacific Northwest Truck Driver | 53 CPM

Hiring in Massachusetts and 46 other locations
Weekly
$0.53 Per mile

Mileage Pay .53 cpm / $1,325+ weekly gross pay. 2,500+ miles per week. No touch freight.
Steady general freight. 70% pre-loaded pickups and 30% drop deliveries.
Pre-planned OTR routes in the Western states with the chance to see all 48 states.

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.

Walgre Transport Inc.

Dedicated OTR Team CDL-A Truck Driver | Van/Reefer

Hiring in Massachusetts and 46 other locations
Weekly
$0.70 - 0.75 Per mile

$4,500 weekly gross per team (split). 6000+ weekly miles. Looking for existing teams. Direct Deposit, Weekly Pay.
Assigned Trucks. 100% ELD legal runs and miles! Scheduled yearly raise reviews. 24/7 Dispatch-Support Team.
Stable, year-round work. Benefits - Health, Dental & Vision Insurance. 401 K. Bonus pay. Breakdown pay.

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.
All practical miles paid loaded and empty. Weekly Pay via Direct Deposit. 80% Drop and Hook and100% No-Touch Freight.
Usual Schedule is 2-3 Weeks Out and 2-3 Days HomeTime. Travel Reimbursement. Average Drivers Earn$1300-$1600 Per Week.

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

Magari Enterprises, Inc.

CDL A Lease To Purchase Owner Operator

Hiring in Massachusetts and 45 other locations
Flexible
$6,000 - 9,000 Per week

NO BALLOON PAYMENT. Walk away lease.
Fuel card. Fuel discount. Referral program.
Passenger ride along program.

Longistics

OTR Team Drivers CDL A

Hiring in Massachusetts and 46 other locations
Few times per week
$0.80 Per mile

Average $4,000 Per Week, Split Between Drivers.
Free insurance, dedicated fleet, flexible hometime options.
401K Plan, with up to 4% matching. 100% No touch freight.

Artur Express, Inc./TTS Logistics

OTR CDL-A Driver | Dry Van and Reefer

Hiring in Massachusetts and 46 other locations
Flexible
$0.53 - 0.67 Per mile

Miles and money - Our OTR solo drivers average 2,800 - 3,000 miles per week.
Staff available 24/7 to keep you moving.
Pay based on performance – we can help you grow and succeed.

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.

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
Paid orientation and job-specific training
401K with company match. Paid vacation and holidays

W2 CDL driver jobs in Massachusetts