CDL Driver jobs in Massachusetts May 2026

Xcalibur Logistics

CDL Pick-up Company Driver - Hotshot Car Hauling

Hiring in Massachusetts and 46 other locations
Flexible
$2,000 - 2,500 Per week

Competitive Compensation: Earn $2,000-2,500+ per week
Experienced Dispatch: Our dispatchers are former drivers, so they understand your needs
Be part of a team that values hard work, professionalism, and a supportive environment

Legal Miles

Only 3-4 Car Hauling

Small Owner Operated Fleet

A&V Cargo Inc

Small Fleet Is Hiring A Company Driver

Hiring in Massachusetts and 46 other locations
2 weeks out
30% Of gross
/
$0.60 Per mile

Small fleet is hiring. Flatbed trailer - we will haul everything that will fit on a 53ft flatbed.
Running all over Midwest, South and South East
Forwarding all rate confirmations. We offer a respectful and fair treatment, on-time salary and all around support!

Owner Operated Small Company

Full Transparency

Hugo Hunter Inc

CDL-A Owner Operator | 90% of Load Gross

Hiring in Massachusetts and 46 other locations
Flexible
90% Of gross

90 Percent of Gross Pay! 24/7/365 Dispatch and Road Service. Weekly Pay Via Direct Deposit.
100% Fuel Advance with Competitive Fuel Discounts. Premium Health Benefits Package.
Reefer, Open-Deck, And Dry van Trailer Rental for as low as $250 per week. Full Service.

Leggett & Platt Inc

OTR CDL-A Truck Drivers | $75K - $90K Per Year

Hiring in Massachusetts and 46 other locations
2 weeks out
$75,000 - 90,000 Per year

Drivers average $75K Per Year & Top 10% are averaging $90K. 2-Day Paid Orientation.
Quarterly Safety & Performance Bonuses Start Day 1! Passenger & Pet Friendly. 9 Paid Holidays
Tenure Pay Starting at 6 Months of Service. Medical, Dental, Vision, and Life 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 Flatbed Owner Operator | Solo or Team

Hiring in Massachusetts and 46 other locations
Flexible
75% Of gross

Owner Operator Options. Solo or Team positions. Paid Up to 75% of the Gross revenue of each load. Weekly Payroll.
Flatbed securement training program available. Fleet Manager Assistance Option or Run On Your Own.
Manual and Automatic transmissions. Variety of Trailer Rental Options. Retention Bonuses available. Pick your Own Loads.

Keep Trucking LLC

OTR Flatbed/Stepdeck CDL-A Company Driver | 1099 Position

Hiring in Massachusetts and 46 other locations
Flexible
$0.70 Per mile
/
25% Of gross

Drivers Average $1,750 - $2,450 Weekly Gross. CPM $0.70 or 25% for the Load for Flatbed. Cash Advance.
All miles are paid Empty & Loaded. Extra Stops($50). 2022 and Newer Volvos, and Peterbuilts. Rider and Pet friendly
Get Paid Every week via Direct Deposit. Drivers can Switch beetween divisions and get paid either by % or CMP.

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

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.
Full Benefits Including: Medical, Dental, Life, Vision, 401k Retirement Plan, Pet and Rider Policy. W2 Company Paid Employee NO 1099.

CDL DNA

CDL A - Company Driver - 1099 - Flat Rate

Hiring in Massachusetts and 25 other locations
2 weeks out, 3 weeks out
$0.63 - 0.67 Per mile
/
$290 Per day

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.
Real Trucking is a highly reputable carrier with a fleet of over 300 trucks.

W2 and 1099 Positions Available

Professional Work Environment

Fully Loaded Trucks

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.

Denney Transport LTD

OTR CDL-A Company Truck Driver | Up to 68CPM

Hiring in Massachusetts and 46 other locations
3 weeks out
$0.60 - 0.68 Per mile

Our otr truck drivers earn up to $0.68 CPM. 2,000 - 2,500 Miles Per Week. Out 2.5 - 3 Weeks Minimum.
Stoppage Pay: $50 Per Stop - 1st and Last Not Included. Detention Pay: $25 Per Hour. Layover: $175.
Critical Illness. STD & Accident Insurance. 401K. 48 Hours of Accrued PTO. 2020 or newer Volvo tractors.

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

Tri National, Inc.

CDL-A Solo & Team OTR Drivers | $1800/week

Hiring in Massachusetts and 46 other locations
Flexible
$1,800 Per week

Paid tolls and scales. Direct Deposit. Yearly paid vacations. Family Health, Dental & Vision.
Monthly Safety Bonus. 401k + Company Match. Unlimited Home Time. 2020-2023 Volvo Trucks.
Average 3K miles/week. Refrigerators and Inverters for comfort. 53' Dry Van Fleet. 90% Drop & Hook.

CDL DNA

CDL A - Lease Purchase & Rental Program - $0 Down

Hiring in Massachusetts and 46 other locations
2 weeks out
78 - 80% Of gross

Lease Rental or Lease Purchase program for experienced drivers
Trucks are 2022-2023 Freightliners with 100k-400k miles
Dispatchers will try to maximise your weekly gross working with the spot market and their direct contracts with brokers.

$0 Down, No Credit check

Only for experienced drivers

All charges and trailer included in %

U.S. Xpress, Inc.

CDL Class A Team Drivers

Hiring in Massachusetts and 46 other locations
Weekly
$200,000 Per year

Medical, Dental, Vision, and 401k Match.
Average 5,000 miles per week or more.
Great equipment average 18 months.

CDL driver jobs in Massachusetts