OTR Trucking Jobs In Massachusetts

Massachusetts

As the economic and technological center of New England, OTR trucking jobs in Massachusetts focus on high-value, specialized freight. The Port of Boston and the state's massive life sciences, finance, and technology sectors generate a constant demand for OTR transportation. Drivers here are crucial for moving imports from the port and high-tech goods to the rest of the country, primarily along I-90 (the Mass Pike) and I-95. OTR runs often involve specialized dry van and temperature-controlled freight, requiring drivers to be highly reliable and detail-oriented.

While the state is known for its traffic and strict regulations, the high-value nature of the freight often translates to premium pay and consistent work for experienced OTR professionals. Carriers in Massachusetts are looking for drivers who can efficiently manage the complex logistics of the Northeast. If you're an OTR driver who excels in a demanding, high-rate environment and wants to be a key link in the New England supply chain, explore the top OTR trucking opportunities in the Bay State today.

Featured Opportunities

⭐ FEATURED

Empire National

Based in Chicago, IL

26FT Box Truck Owners

$4,000 - $8,000 a week Owner Operator

✓ Regional & OTR Routes ✓ Fuel discount ✓ No Forced Dispatch ✓ Weekly Settlements

Apply now →

⭐ FEATURED

TRANSGEORGIA LLC

Based in Chicago, IL

Owner Operators Needed – Cargo vans, sprinters & Large Box Trucks

$5,811 - $6,405 a week Owner Operator

✓ Consistent Work Next-Day Pay ✓ No Forced Dispatch ✓ Referral program Apply now →

Available OTR Jobs in Massachusetts

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Current OTR Job Listings for Massachusetts

CDL-A Recent Grad Truck Drivers

Bison Transport

Posted: 2026/01/03

Boston, Massachusetts Local - Home Daily

Work in Wisconsin with GFL Environmental as a local truck driver, where the state's extensive logistics network and high freight volume make it an ideal place for efficient operations. The well-maintained infrastructure supports timely deliveries throughout the region, enhancing your ability to excel in your role. Additionally, enjoy competitive benefits, including paid time off and a robust health insurance package, all while contributing to sustainable waste management solutions in your community.

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