OTR CDL Driver Jobs in Massachusetts September 2025

Xcalibur Logistics

CDL Pick-up Company Driver - Hotshot Car Hauling

Hiring in Massachusetts and 46 other locations
OTR
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
24-Hour Road Support & In-House Repair Shop

Legal Miles

Only 3-4 Car Hauling

Small Owner Operated Fleet

CDL DNA

CDL A HazMat Reefer Driver - Up to $0.75/mile

Hiring in Massachusetts and 46 other locations
OTR
3 weeks out
$0.65 - 0.75 Per mile

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TOP PAY FOR QUALIFIED DRIVERS

CONTRACTED STABLE FREIGHT

BRAND NEW REEFER TRAILERS

Meiborg Bros Inc

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

Hiring in Massachusetts and 46 other locations
OTR
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)

Trancasa USA Inc

OTR CDL-A Truck Driver | Up to 60 CPM

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

Health, dental, and Vision benefits. Free life insurance. Weekly performance bonus.
Trucks in great conditions. Up to 60 cent per mile. CDL Driver. Full-time Job Position.
Trancasa USA, Inc. provides equal employment opportunities to all employees and applicants.

American Furniture Warehouse Co

OTR CDL-A Company Truck Driver | 56-58 CPM

Hiring in Massachusetts and 46 other locations
OTR
Weekly
$0.56 - 0.58 Per mile

Average yearly pay is between $75,000 to $100,000 per year. With ability to make more. Paid orientation.
75% of our loads are drop and hook; 98% no-touch freight, all trips are pre-planned in advance.
Vacation, sick, and personal time. Passenger-friendly. 401K, medical, dental, vision, life Insurance.

Killpack Trucking Inc

CDL-A Solo & Team Drivers | Home every week

Hiring in Massachusetts and 46 other locations
OTR
Weekly
$0.47 - 0.54 Per mile

Pay: $0.47 - $0.54 per mile. 3600 to 3800 miles per week. No forced dispatch.
Insurance benefits. Dedicated freight. Paid after every trip. 401(k). Dental insurance.
Health insurance. Paid time off. Vision insurance. Detention pay. Layover pay. Extra stop pay.

U.S. Xpress, Inc.

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

Hiring in Massachusetts and 46 other locations
OTR
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
Convenient Home-Base Terminals. Health, Dental & Vision Insurance. Pet Insurance.
Tuition Reimbursement. Employee Assistance Program. Paid Orientation.

CRST The Transportation Solution Inc

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

Hiring in Massachusetts and 46 other locations
OTR
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.

Prima Express Inc.

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

Hiring in Massachusetts and 46 other locations
OTR
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.

Marquardt - Skyway Transportation

OTR CDL-A Reefer Company Driver | $1,600+ Weekly

Hiring in Massachusetts and 46 other locations
OTR
Flexible
$0.54 Per mile

$1,600+ Weekly. 54 CPM. 2,500- 3,000 MPW. You Determine Your Home Time. Variety of Routing Options.
Medical, Vision, Dental After 60 Days. Performance Incentives/Driver Inspection Bonuses. Rider Program.
Extra Stop, Detention, Layover, and Breakdown Pay. Pet Program. Weekly Pay. Driver Referral Bonuses.

Marvin Keller Trucking

CDL A Driver | Lease - Purchase Owner Operator

Hiring in Massachusetts and 46 other locations
OTR
Flexible
$120,000 - 150,000 Per year

Experienced & Knowledgeable Mentors & Support Staff.
Reached Milestones of 30 Lease Purchase Contractors in 2023.
Fleet Specs to Keep Safe & Costs Low. Latest Technology.

Western Flyer Xpress

CDL Class A Lease - Purchase Reefer Driver

Hiring in Massachusetts and 46 other locations
OTR
Flexible
$1.27 - 1.32 Per mile

RWTL offers a new Zero Down, Lease-to-Own, $1 Buy Out Program that might be right for you.
Lease Purchase Terms for 2022 and older trucks range from 48-72 months.
$1.00 at the completion of the lease. When Lease is complete, you OWN your truck

U.S. Xpress, Inc.

CDL Class A Team Drivers

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

Average 5,000 miles per week or more.
Extra cash for every doubles lead.
Great equipment average 18 months.

A&J Transportation

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

Hiring in Massachusetts and 46 other locations
OTR
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.

Longistics

OTR Team Drivers CDL A

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

Average $4,000 Per Week, Split Between Drivers.
Free insurance, dedicated fleet, flexible hometime options.
Quarterly Bonus & Referral programs.

OTR CDL driver jobs in Massachusetts