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10 Best Trucking Companies To Work for in Maryland

Valerie Smith, Trucking Expert

When you’re looking for a trucking company to work for in Maryland, there are a lot of things to consider. We’ve made your search a little easier by narrowing it down to the companies that have the best pay, benefits, and workplace culture, among other key factors.

Why You Can Trust FreightWaves

There’s a reason we’re one of the world’s leading authorities on the global freight market. Our expert team has an in-depth understanding of the industry and is up-to-date on employment trends, regulations, and other insights into the trucking workforce.

We conduct thorough research and data analysis to develop our recommendations for the best trucking companies in Maryland. Every Maryland trucking firm is closely scrutinized based on its service range and capabilities. Our team also verifies companies’ safety records and regulatory compliance and looks at what real users have to say about their experience.

From there, we narrow our focus to select only those top-performing and highest-rated firms to give you an informed and up-to-date list of the best trucking companies to work for in Maryland.

Terminal Transportation Services

1657 A South Highland Avenue, Baltimore, MD, 21224
  • Salary range: $55,000-$65,000
  • Routes: interstate
  • Paid CDL training: true
  • Ongoing training: Paid CDL training
  • Tuition reimbursement: true
  • Power units: 51
  • Drivers: 51
  • Revenue: $2,544,000
  • Miles driven: 1,046,950 (2024)


Terminal Transportation Services (DOT: 65089) is a freight trucking company operating out of Maryland as part of The Terminal Corporation. The company, which has been active for over 50 years, specializes in carrying a diverse array of cargo, including beverages, building materials, general freight, intermodal containers, paper products, and metal sheets. They primarily hire drivers for various roles such as regional, local, dedicated routes, intermodal, and specialized drivers including flatbed, reefer, and tanker drivers, as well as team and cross-border drivers.

Terminal Transportation Services is highly regarded for its comprehensive driver benefits, offering health, dental, vision, life, and disability insurance, along with a 401(k) retirement plan. They also provide paid time off, tuition reimbursement, sign-on bonuses, safety bonuses, ongoing training, guaranteed home time, and flexible scheduling. The company receives high marks on Glassdoor with a rating of 5.0 and an Indeed rating of 4.1, primarily praised for its excellent compensation and benefits packages, supportive work culture, and opportunities for advancement. However, some employees note that the work-life balance could be improved.

Quick Apply Here

Driver Options

  • OTR
  • Regional
  • Local
  • Dedicated
  • Flatbed
  • Tanker
  • Reefer
  • Specialized
  • Owner/operator
  • Intermodal
  • LTL

Benefits

  • Health insurance
  • Dental insurance
  • Vision coverage
  • Health screenings
  • Life insurance
  • Disability insurance
  • 401(k)
  • PTO
  • Guaranteed home time
  • Flexible scheduling
  • Dedicated routes
  • Truck lease-to-purchase program
  • Paid CDL training
  • Ongoing training
  • Tuition reimbursement
  • Deadhead compensation
  • Rider & pet allowances
  • Sign-on bonus
  • Safety bonus

Safety

CSA safety score: Satisfactory


  • Crashes: 2
  • Unsafe driving: 0.0
  • Driver fitness: 0.0
  • Hours-of-service compliance: 0.0
  • Vehicle maintenance: 1.7
  • Controlled substances: 0.0
  • Hazardous materials violations: 0

Sysco Baltimore, LLC

8000 Dorsey Run Road, Jessup, MD, 20794
  • Salary range: $55,000-$65,000
  • Routes: interstate
  • Paid CDL training: true
  • Ongoing training: Paid CDL training
  • Tuition reimbursement: true
  • Power units: 154
  • Drivers: 158
  • Revenue: $984,847,000
  • Miles driven: 3,906,398 (2024)


Sysco Baltimore, LLC (DOT: 172924) is based in Baltimore, Maryland. This freight trucking company, established nearly 50 years ago, carries a diverse range of cargo including beverages, fresh produce, meat, refrigerated food, and paper products. They hire various driver types such as hazmat, tanker, and specialized drivers, and offer dedicated routes, local deliveries, and drayage services.

Sysco Baltimore provides substantial driver benefits including health, dental, and vision insurance, paid time off, a 401k retirement plan, safety bonuses, and tuition reimbursement. Employee reviews on Glassdoor rate the company at 3.1, and Indeed at 3.2. Positive feedback often highlights the benefits and supportive work culture, while negative reviews commonly mention long hours and occasional scheduling issues.

Quick Apply Here

Driver Options

  • OTR
  • Regional
  • Local
  • Dedicated
  • Flatbed
  • Tanker
  • Reefer
  • HAZMAT
  • Specialized
  • Owner/operator
  • Intermodal
  • LTL

Benefits

  • Health insurance
  • Dental insurance
  • Vision coverage
  • Health screenings
  • Gym membership
  • Life insurance
  • Disability insurance
  • 401(k)
  • PTO
  • Guaranteed home time
  • Flexible scheduling
  • Dedicated routes
  • Truck lease-to-purchase program
  • Paid CDL training
  • Ongoing training
  • Tuition reimbursement
  • Deadhead compensation
  • Rider & pet allowances
  • Sign-on bonus
  • Safety bonus

Safety

CSA safety score: Satisfactory


  • Crashes: 5
  • Unsafe driving: 0.31
  • Driver fitness: 0.06
  • Hours-of-service compliance: 0.24
  • Vehicle maintenance: 3.46
  • Controlled substances: 0.0
  • Hazardous materials violations: 0

Lightning Transportation, Inc.

16820 Unit C Blake Rd, Hagerstown, MD, 21740
  • Salary range: $60,000-$80,000
  • Routes: interstate
  • Ongoing training: Paid CDL training
  • Tuition reimbursement: true
  • Power units: 309
  • Drivers: 300
  • Revenue: $3,850,000
  • Miles driven: 20,400,000 (2024)


Lightning Transportation, Inc. (DOT: 326966) is located in Maryland and operates since its inception, with a current total fleet size of 618 power units. The company specializes in carrying various types of cargo, including general freight, household goods, paper products, intermodal containers, and more, using a diverse fleet of dry van, flatbed, and reefer trucks. They hire a wide range of drivers, including local, regional, OTR, and dedicated route drivers, and also employ specialized and tanker drivers.

Lightning Transportation offers numerous driver benefits such as dental and life insurance, direct deposit, retirement plan (401k), paid time off, flexible scheduling, safety bonuses, driver referral bonuses, tuition reimbursement, and gym memberships. Despite an adequate Indeed rating of 3.3 and a Glassdoor rating of 3.0, employee reviews highlight positive feedback for competitive pay, training programs, and robust benefits, though some complaints persist regarding work-life balance and occasional route disorganization.

Quick Apply Here

Driver Options

  • OTR
  • Regional
  • Local
  • Dedicated
  • Flatbed
  • Tanker
  • Reefer
  • Specialized
  • Owner/operator
  • Intermodal
  • LTL

Benefits

  • Health insurance
  • Dental insurance
  • Vision coverage
  • Health screenings
  • Gym membership
  • Life insurance
  • Disability insurance
  • 401(k)
  • PTO
  • Guaranteed home time
  • Flexible scheduling
  • Dedicated routes
  • Truck lease-to-purchase program
  • Ongoing training
  • Tuition reimbursement
  • Deadhead compensation
  • Rider & pet allowances
  • Sign-on bonus
  • Safety bonus

Safety

CSA safety score: Satisfactory


  • Crashes: 17
  • Unsafe driving: 1.51
  • Driver fitness: 0.05
  • Hours-of-service compliance: 0.12
  • Vehicle maintenance: 5.53
  • Controlled substances: 0.02
  • Hazardous materials violations: 0

Carroll Independent Fuel, LLC

18 Loveton Circle, Sparks Glencoe, MD, 21152
  • Salary range: $45,000 – $85,000
  • Routes: interstate
  • Ongoing training: Paid CDL training
  • Tuition reimbursement: true
  • Power units: 100
  • Drivers: 127
  • Revenue: $2,657,009
  • Miles driven: 7,675,000 (2023)

Carroll Independent Fuel, LLC (DOT: 336632) is an established freight trucking company based in Maryland, operating since 2022. They specialize in transporting various types of cargo, including building materials, liquids/gases, large machinery, and reefer operations. Carroll Independent Fuel, LLC hires a diverse range of drivers, including regional, hazmat, LTL, OTR, local, and tanker drivers, in both solo and team capacities.

They offer notable benefits such as health, dental, vision, and life insurance, as well as disability insurance, paid time off, guaranteed home time, and a driver referral bonus. Furthermore, their commitment to employee satisfaction is reflected in per diem payments, safety bonuses, ongoing training and development programs, and a truck lease purchase program. Employees generally praise the company for its competitive compensation, robust benefits, and the supportive work culture; however, some mention occasional concerns with work-life balance and the organization of route assignments.

Quick Apply Here

Driver Options

  • OTR
  • Regional
  • Local
  • Dedicated
  • Tanker
  • Reefer
  • HAZMAT
  • Intermodal
  • LTL

Benefits

  • Health insurance
  • Dental insurance
  • Vision coverage
  • Health screenings
  • Life insurance
  • Disability insurance
  • 401(k)
  • PTO
  • Guaranteed home time
  • Flexible scheduling
  • Dedicated routes
  • Truck lease-to-purchase program
  • Ongoing training
  • Tuition reimbursement
  • Deadhead compensation
  • Sign-on bonus
  • Safety bonus

Safety

CSA safety score: Satisfactory


  • Crashes: 8
  • Unsafe driving: 0.67
  • Driver fitness: 0.05
  • Hours-of-service compliance: 0.0
  • Vehicle maintenance: 1.21
  • Controlled substances: 0.0
  • Hazardous materials violations: 13

Rhee Bros, Inc.

7461 Coca Cola Dr, Hanover, MD, 21076
  • Salary range: $55,000-$65,000
  • Routes: interstate
  • Ongoing training: Paid CDL training
  • Power units: 39
  • Drivers: 30
  • Revenue: $1,852
  • Miles driven: 3,500,000 (2024)


Rhee Bros, Inc. (DOT: 244931) operates out of Maryland as an active interstate carrier and was established in 1983. They specialize in transporting fresh produce, general freight, and refrigerated foods, primarily utilizing dry van and reefer trucks. They employ a diverse range of drivers, including regional, hazmat, local, OTR, and owner-operators.

Rhee Bros offers various benefits for their drivers, including dental, life, disability, and vision insurance, along with PTO, guaranteed home time, safety bonuses, and deadhead detention pay. Additionally, drivers have access to a rider/pet policy and a truck lease-purchase program. The company is fairly rated on employment review sites, with a Glassdoor rating of 3.3 and an Indeed rating of 3.8, reflecting positive comments on their compensation and benefits while occasionally noting some disorganization in route assignments and work-life balance.

Quick Apply Here

Driver Options

  • OTR
  • Regional
  • Local
  • Dedicated
  • Reefer
  • HAZMAT
  • Owner/operator

Benefits

  • Health insurance
  • Dental insurance
  • Vision coverage
  • Life insurance
  • Disability insurance
  • 401(k)
  • PTO
  • Guaranteed home time
  • Flexible scheduling
  • Dedicated routes
  • Truck lease-to-purchase program
  • Ongoing training
  • Deadhead compensation
  • Rider & pet allowances
  • Sign-on bonus
  • Safety bonus

Safety

CSA safety score: Satisfactory


  • Crashes: 6
  • Unsafe driving: 2.15
  • Driver fitness: 0.0
  • Hours-of-service compliance: 1.17
  • Vehicle maintenance: 3.44
  • Controlled substances: 0.0
  • Hazardous materials violations: 0

Sysco Eastern Maryland, LLC

33300 Peach Orchard Rd, Pocomoke, MD, 21851
  • Salary range: 55,000-70,000
  • Routes: interstate
  • Paid CDL training: true
  • Power units: 124
  • Trailers: 97
  • Drivers: 105
  • Revenue: $623,650,000
  • Miles driven: 4,041,095 (2024)


Sysco Eastern Maryland, LLC (DOT: 226969) was established in 1964 and is located in Pocomoke City, Maryland. Specializing in serving the foodservice and hospitality industries, they transport a wide variety of cargo including beverages, chemicals, fresh produce, general freight, paper products, and refrigerated food. Sysco Eastern Maryland hires different types of drivers such as regional, local, flatbed, reefer, tanker, LTL, and OTR drivers. Owner-operators are also welcomed.

Driver benefits include comprehensive health insurance (medical, dental, vision), life insurance, direct deposit, paid time off, guaranteed home time, and a driver referral bonus. They also offer a sign-on bonus and participate in employee stock ownership plans. Glassdoor rates Sysco Eastern Maryland at 2.4, while Indeed reviews give it a score of 3.2. Employees typically praise the company for its benefits and compensation packages, but some commonly note challenges in work-life balance and scheduling inconsistencies as areas for improvement.

Quick Apply Here

Driver Options

  • OTR
  • Regional
  • Local
  • Dedicated
  • Flatbed
  • Tanker
  • Reefer
  • Owner/operator
  • LTL

Benefits

  • Health insurance
  • Dental insurance
  • Vision coverage
  • Health screenings
  • Life insurance
  • 401(k)
  • PTO
  • Guaranteed home time
  • Flexible scheduling
  • Dedicated routes
  • Paid CDL training
  • Deadhead compensation
  • Rider & pet allowances
  • Sign-on bonus
  • Safety bonus

Safety

CSA safety score: Satisfactory


  • Crashes: 11
  • Unsafe driving: 2.59
  • Driver fitness: 0.07
  • Hours-of-service compliance: 0.0
  • Vehicle maintenance: 1.78
  • Controlled substances: 0.0
  • Hazardous materials violations: 0

R & R Trucking

48 Allen Marple Drive, Oakland, MD, 21550
  • Salary range: $60,000-$80,000
  • Routes: interstate
  • Paid CDL training: true
  • Power units: 63
  • Drivers: 48
  • Revenue: $1,102,000
  • Miles driven: 2,957,106 (2024)


R & R Trucking (DOT: 240085) was established in 1969 and operates out of Maryland. Specializing in hauling a variety of cargo such as agricultural supplies, coal, dry bulk commodities, grain, livestock, and lumber, this company leverages a diverse fleet, including tankers and flatbeds. They hire drivers for various roles, including regional, dedicated, specialized, and hazardous material routes, with opportunities for owner-operators and guaranteed home time.

Employees at R & R Trucking benefit from substantial support, including dental, vision, and life insurance, paid time off, safety bonuses, and direct deposit. Reviews on Indeed highlight an impressive rating of 4.4, with employees appreciating the benefits and home time promises, though some have noted organizational issues in route assignments and a need for better work-life balance. Glassdoor reviews reflect a 3.7 rating, echoing the company’s solid reputation for driver satisfaction and benefits.

Quick Apply Here

Driver Options

  • OTR
  • Regional
  • Dedicated
  • Flatbed
  • Tanker
  • HAZMAT
  • Specialized
  • Owner/operator

Benefits

  • Health insurance
  • Dental insurance
  • Vision coverage
  • Health screenings
  • Life insurance
  • 401(k)
  • PTO
  • Guaranteed home time
  • Flexible scheduling
  • Dedicated routes
  • Paid CDL training
  • Deadhead compensation
  • Rider & pet allowances
  • Safety bonus

Safety

  • Crashes: 0
  • Unsafe driving: 0.1
  • Driver fitness: 0.0
  • Hours-of-service compliance: 0.0
  • Vehicle maintenance: 3.25
  • Controlled substances: 0.0
  • Hazardous materials violations: 0

A.C. And T

11535 Hopewell Road, Hagerstown, MD, 21740
  • Salary range: $65,000-$75,000
  • Routes: interstate
  • Paid CDL training: true
  • Ongoing training: Paid CDL training
  • Power units: 81
  • Drivers: 95
  • Revenue: $531,523,000
  • Miles driven: 4,092,289 (2023)


A.C. And T (DOT: 180459) is a well-established trucking company founded in 1959 and based in Hagerstown, Maryland. The company specializes in the transportation of petroleum products and environmental services, carrying various types of cargo including construction materials, garbage/refuse, general freight, liquids/gases, and other items. They primarily hire over-the-road, local, less-than-truckload, intermodal, and dedicated route drivers.

A.C. And T provides several driver benefits such as dental, health, life, and vision insurance, paid time off, flexible scheduling, and a 401(k) retirement plan. Employees also benefit from sign-on bonuses, ongoing training and development programs, and guaranteed home time. The company’s Glassdoor rating is a solid 3.9, while the Indeed rating stands at 3.3. Positive feedback highlights the good pay and benefit structures, whereas common negative feedback touches upon issues like route disorganization and inconsistent home time.

Quick Apply Here

Driver Options

  • OTR
  • Local
  • Dedicated
  • Intermodal
  • LTL

Benefits

  • Health insurance
  • Dental insurance
  • Vision coverage
  • Life insurance
  • Disability insurance
  • 401(k)
  • PTO
  • Guaranteed home time
  • Flexible scheduling
  • Dedicated routes
  • Paid CDL training
  • Ongoing training
  • Deadhead compensation
  • Sign-on bonus
  • Safety bonus

Safety

CSA safety score: Satisfactory


  • Crashes: 5
  • Unsafe driving: 0.57
  • Driver fitness: 0.05
  • Hours-of-service compliance: 0.05
  • Vehicle maintenance: 2.14
  • Controlled substances: 0.0
  • Hazardous materials violations: 4

Fleet Transit, Inc.

3400 Fairfield Rd, Baltimore, MD, 21226
  • Salary range: $55,000-$75,000
  • Routes: interstate
  • Paid CDL training: true
  • Ongoing training: Paid CDL training
  • Tuition reimbursement: true
  • Power units: 95
  • Drivers: 84
  • Revenue: $34,687
  • Miles driven: 1,889,897 (2024)

Fleet Transit, Inc. (DOT: 154471) is based in Maryland and offers specialized cargo services, including chemicals, liquids, gases, and other materials. The company supports a range of driving positions, such as regional, flatbed, ltl, reefer, otr, specialized, hot shot, and tanker drivers. Fleet Transit is known for its comprehensive benefits, including dental, vision, life insurance, tuition reimbursement, direct deposit, paid time off, ongoing training, and a 401k retirement plan.

Employee feedback on Glassdoor and Indeed highlights Fleet Transit’s competitive salary range of $55,000-$75,000, consistent safety bonuses, and deadhead compensation as positive aspects of working there. However, some employees have expressed concerns about the balance between work and home time. Overall, employee ratings reflect satisfaction with the company’s commitment to driver safety and professional development.

Quick Apply Here

Driver Options

  • OTR
  • Regional
  • Flatbed
  • Tanker
  • Reefer
  • Specialized
  • Owner/operator
  • LTL

Benefits

  • Health insurance
  • Dental insurance
  • Vision coverage
  • Health screenings
  • Life insurance
  • 401(k)
  • PTO
  • Flexible scheduling
  • Dedicated routes
  • Truck lease-to-purchase program
  • Paid CDL training
  • Ongoing training
  • Tuition reimbursement
  • Deadhead compensation
  • Rider & pet allowances
  • Sign-on bonus
  • Safety bonus

Safety

CSA safety score: Satisfactory


  • Crashes: 5
  • Unsafe driving: 0.85
  • Driver fitness: 0.02
  • Hours-of-service compliance: 0.01
  • Vehicle maintenance: 3.3
  • Controlled substances: 0.0
  • Hazardous materials violations: 4

Consolidated Delivery Co

7920 Tar Bay Drive, Jessup, MD, 20794
  • Salary range: $55,000-$75,000
  • Routes: interstate
  • Ongoing training: Paid CDL training
  • Tuition reimbursement: true
  • Power units: 48
  • Drivers: 53
  • Miles driven: 2,100,000 (2024)

Consolidated Delivery Co (DOT: 397438) is a reputable freight trucking company located in Maryland. Although the exact year of establishment is not specified, the company boasts a robust operational history of 34 years. The company specializes in carrying general freight, household goods, intermodal containers, metal sheets, coils, rolls, and paper products, and employs various types of drivers, including regional, parcel, flatbed, OTR, and hazmat drivers.

The company offers attractive driver benefits such as tuition reimbursement, life insurance, direct deposit, gym membership, sign-on bonuses, ongoing training and development programs, and guaranteed home time. Additionally, drivers can enjoy special access rest stops and lounges, roadside assistance programs, and a truck lease purchase program. Reviews on Glassdoor and Indeed indicate mixed employee satisfaction, with positive feedback highlighting the comprehensive benefits and supportive working environment, while some criticisms focus on rigid scheduling and occasional logistical challenges.

Quick Apply Here

Driver Options

  • OTR
  • Regional
  • Dedicated
  • Flatbed
  • HAZMAT

Benefits

  • Health insurance
  • Vision coverage
  • Gym membership
  • Life insurance
  • 401(k)
  • PTO
  • Guaranteed home time
  • Dedicated routes
  • Truck lease-to-purchase program
  • Ongoing training
  • Tuition reimbursement
  • Deadhead compensation
  • Rider & pet allowances
  • Sign-on bonus
  • Safety bonus

Safety

  • Crashes: 5
  • Unsafe driving: 1.39
  • Driver fitness: 0.11
  • Hours-of-service compliance: 0.74
  • Vehicle maintenance: 3.39
  • Controlled substances: 0.0
  • Hazardous materials violations: 0

Local Trucking Companies In Maryland

Looking for a local company to work with? Check out these resources:

What To Look for in Maryland Trucking Companies

Choosing the right trucking company is crucial for your career satisfaction and growth. Here are key factors to consider when evaluating potential employers in Maryland:

  • Pay and benefits: Competitive salaries, health insurance, retirement plans, and bonuses.
  • Work-life balance: Flexible scheduling and the ability to choose routes that fit your lifestyle.
  • Company reputation: A strong reputation for treating drivers well and providing a supportive work environment.
  • Career growth opportunities: Availability of training, mentorship, and pathways for advancement within the company.
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Types of Driving Jobs Available

Trucking companies in Maryland offer a variety of driving positions to suit different preferences and experiences:

  • Long-haul driving: Ideal for those who enjoy cross-country routes and extended time on the road.
  • Regional driving: Perfect for drivers who want to stay closer to home while still covering significant distances.
  • Local driving: Best for those who prefer daily routes and the ability to return home each night.
  • Specialized driving: Opportunities to drive tankers, flatbeds, refrigerated trucks, and more.
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How To Choose the Right Company for Your Career Goals

Selecting the best trucking company for your career goals requires careful consideration:

  • Assess your priorities. Determine what’s most important to you — whether it’s pay, benefits, route type, or company culture.
  • Research companies. Look into each company’s reputation, employee reviews, and the benefits they offer.
  • Talk to current employees. Get insights from current or former drivers about their experiences.
  • Consider long-term growth. Choose a company that offers opportunities for career development and advancement.
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Frequently Asked Questions

Here are answers to some common questions truckers have when considering employment with trucking companies in Maryland.

Is a truck driving career worth it in Maryland?

Truck driving may be a good career to pursue in Maryland. While trucking can be a stressful and sometimes dangerous occupation, drivers can earn an income in line with those demands. Trucking offers a high degree of job security, as well, since the industry is an essential component of the overall economy. And truck driving careers offer flexibility in scheduling and the ability to grow through ongoing training.

Which company in Maryland offers the best benefits for long-haul drivers?

Terminal Transportation Services is known for offering outstanding benefits, including health insurance, retirement plans, and bonuses

What type of driving jobs are most available in Maryland?

Most companies in Maryland are hiring for long-haul and regional positions, with some offering specialized roles as well.

What is the best trucking company for new drivers in Maryland?

Terminal Transportation Services is known for paid CDL training, as well as ongoing training programs, and offers competitive starting salaries.

How To Apply

Ready to take the next step in your trucking career? Here’s how to apply to the top trucking companies in Maryland:

  • Prepare your resume. Highlight your driving experience, certifications, and any specialized skills.
  • Research the companies. Visit their career pages to learn more about the job openings and company culture.
  • Submit your application. Apply online through the company’s website or job boards like Indeed or Glassdoor.
  • Follow up. After applying, follow up with the company to express your continued interest and inquire about the next steps.
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Valerie Smith
Valerie Smith has been creating content for and about supply chain logistics companies since 2010. Writing on behalf of globally recognized industry leaders, her work has been featured extensively in print and digital publications and at speaking engagements. As editorial director of FreightWaves Ratings, she focuses on exploring topics that help readers make more informed career and business decisions.