OTR CDL Driver Jobs in Massachusetts September 2026

CDL DNA

NEW TRANS GROUP LTD

Hiring in Massachusetts and 46 other locations
OTR
3 weeks out, 2 weeks out
$65.00 - 67.00 Per mile

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High Miles

New Equipment

No Payment Delays

CDL DNA

Team Dry Van - Contracted freight - 7,000+ miles

Hiring in Massachusetts and 46 other locations
Dedicated, OTR, Regional
3 weeks out
$0.76 Per mile

You can expect earning $5,320 - $5,475 per week consistently.
We promise 7,000+ miles per week and consistent work
We require our drivers to stay on the road for at least 3 weeks to keep trucks profitable.

Drivers Top Choice

Consistent Contracted Freight

300+ Trucks Fleet

JS Helwig And Son LLC

CDL-A OTR Reefer Company Driver | 55-65 CPM

Hiring in Massachusetts and 46 other locations
OTR
Weekly
$0.55 - 0.65 Per mile

Starting pay of .55 CPM with raises up to .65 CPM. Trucks governed at 68 MPH. Get paid weekly.
Free Rider program from day one (we will pay for your riders travel). Sign-on bonus currently $1,000
All trucks are equipped with APU, refrigerator, and 1800 inverters. Referral Bonus.

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.

Soldwedel And Horn Enterprises Inc

OTR Solo Reefer Truck Driver | 73-80 CPM

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

$0.73 - $0.80 CPM. $1,600 - $2,000 total weekly avg. pay. 2,200 - 2,700 avg. miles per week.
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.

Ascend Transportation LLC

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

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

Earn $.56 - $.67 per mile, depending on experience. Weekly Guarantee $1,450.
Updated fleet. Consistent year-round freight. Run 12 out of 14 days. 401k plan.
Monthly safety bonus. Annual mileage bonus. Health, dental, vision and life insurance.

Ashley Distribution Services LTD

CDL-A OTR Pacific Northwest Truck Driver | 53 CPM

Hiring in Massachusetts and 46 other locations
OTR
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.

Witte Brothers Exchange Inc

CDL-A OTR Truck Driver | Up to 65 CPM

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

Industry-leading pay: Up to $0.65 per mile. Weekly home time. 24/7 dispatch support.
401(k) with company match. Supplemental pay: detention, stop pay, layover. Steady freight.
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
OTR
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.

Eos Inc.

OTR Solo or Team CDL-A Truck Driver | Drop & Hook No-touch

Hiring in Massachusetts and 46 other locations
OTR
2 weeks out
$0.60 Per mile

Earn $80,000 - $130,000 per year. Up to 60 CPM based on experience. Home every 2 weeks. Average 2,800-3,200 miles per week.
Running area: Midwest Mid, Atlantic, and Southeast, PA, very little NJ, no NYC. Mostly drop & hook no-touch freight. Solo or Team driver.
Our fleet is constructed of 2021-2024 Automatic Freightliners, Volvos, Macks, KWs, INTLs, and Peterbilt. Paid 2-day Orientation.

Ashley Distribution Services LTD

Regional OTR CDL-A Truck Driver | $81,000/year

Hiring in Massachusetts and 46 other locations
OTR, Regional
Weekly
$81,000 Per year

Top 25% of drivers earn $81,000 annually. Regional routes. Regular 34-hour resets at home. No-touch freight.
Mix of live load/unload and drop and hook accounts. Consistent, high weekly miles. Excellent, premium equipment.
Generous benefits package: Can add up to an additional 27% on top of your base salary! Job stability.

Countryside Auto Transport Inc

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

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

Paid for ALL MILES driven via Electronic Logs. 5-10 days out at a time, 2-3 home (FLEXIBLE!).
Routes: NO Northwest and New York City. Late Model Equipment. All automatics. Full Benefit Package.
Insurance: Health, Dental, Life, Vision, Short-term disability. 401K, Employer match. Vacation Pay.

Royal Trucking Company

Lease CDL A OTR Truck Driver

Hiring in Massachusetts and 46 other locations
OTR
Flexible
$78,000 - 100,000 Per year

Dry Van Trainees : Up to $58K Year. Dry Van Experienced Drivers : $72K-$78K Yearly.
Zero Money Down. No Credit Check. Walk Away if the Program isn't Working for You.
Competitive Pay. Excellent Benefits. Consistent Freight.

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.

Riverside Transport Inc.

OTR CDL-A Company Driver - Dry Van

Hiring in Massachusetts and 46 other locations
OTR
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.

OTR CDL driver jobs in Massachusetts