Best Trucking Insurance Companies for Small Businesses

What Is Trucking Insurance and Why Does Your Business Need It?

Trucking insurance provides essential insurance coverage for the many risks of hauling goods with a commercial vehicle. Whether you're an independent driver or running a small fleet, it helps protect business owners — especially owner-operators and small businesses — from the financial impact of accidents, injuries, or lost cargo. In the trucking industry, even a single incident can lead to major expenses, making the right policy a must-have.

Here are some of the most common coverages included in commercial trucking policies:

• General liability covers third-party property damage or bodily injury that happens off the road, like at a loading dock or warehouse.

• Physical damage protects your truck and trailer from damage caused by accidents, weather, or vandalism.

• Cargo insurance covers the goods you're hauling in case they're damaged or lost in transit.

• Non-trucking liability provides coverage when the truck is being used for non-business purposes.

• Motor truck cargo is a specific form of cargo coverage that protects against loss or damage to freight while it's being transported.

• Bodily injury and property damage cover injuries to others and damage to their property if you're found at fault in an accident.

• Physical damage coverage may include collision and comprehensive protection for your vehicle and attached equipment.

• Specialty coverage provides extra protection if you haul hazardous materials, operate tow trucks, or work as a motor carrier.

Beyond protecting your trucks and drivers, trucking insurance helps meet state and federal requirements while keeping your operation compliant and profitable. Whether you need comprehensive coverage or targeted plans for specific risks, having the right insurance coverage gives you the confidence to stay focused on the road.

How Much Does Trucking Insurance Cost Monthly?

Trucking insurance costs can vary widely, but most small businesses pay anywhere from $600 to $2,000 per month per truck. Several factors come into play when calculating your monthly payment and determining your insurance quote, including:

• Location. States with higher accident rates or stricter regulations may come with higher premiums.

• Type of semi-trucks. Heavier or specialized trucks typically require more coverage, which can raise insurance costs.

• Driving records. Clean records help lower your deductible and premiums, while violations or past accidents can increase them.

• Cargo value. Hauling high-value or hazardous goods may result in higher premiums for commercial truck insurance.

• Truck condition. Older or poorly maintained trucks can lead to increased insurance costs due to greater risk.

• Coverage limits. Higher limits offer more protection but also raise your monthly premium.

• Previous claims. A history of claims may signal risk to providers and result in higher premiums for truckers.

• Credit profile. Stronger credit can lead to lower premiums for small businesses during the underwriting process.

• Financing method. If you're financing your policy, the type of loan or payment terms may affect your final insurance costs.

Best Overall Trucking Insurance Companies

The best trucking insurance providers understand the needs of large trucking companies and small business owners, offering coverage that keeps fleets protected and budgets in check.

Of all the challenges transportation businesses face, choosing the right insurance doesn't need to be one. We narrowed it down to the top three that stand out for their coverage options, pricing, underwriting process, and added perks.

Progressive Commercial

Progressive is one of the most popular insurance companies for trucking businesses, and for good reason. They offer customized policies for everything from single owner-operators to large fleets, flexible payment plans, and fast online quotes. Progressive also provides extras like state and federal filing help, which can be a big time-saver for new trucking companies.

Best for: Small businesses and owner-operators looking for flexible coverage and easy online access.

The Hartford

Known for its customer service and tailored commercial policies, The Hartford's trucking insurance is a strong choice for more established trucking businesses. Their underwriting process considers business needs, offering personalized coverage that protects against specific risks like cargo loss, liability, and business interruption. They also provide dedicated agents for more hands-on support.

Best for: Established trucking businesses that want strong service and customized plans.

OOIDA (Owner-Operator Independent Drivers Association)

OOIDA may offer some of the cheapest insurance options available, specifically for small trucking businesses and independent drivers. Because it's a member-based organization, premiums can be lower than traditional insurance companies, and policies can be bundled with other benefits like legal guidance.

Best for: Cost-conscious owner-operators looking for affordable, no-frills coverage.

Sentry Insurance

Sentry is a well-established name among commercial truck insurance companies, with decades of experience serving the transportation industry. The company specializes in providing truck insurance coverage tailored to large fleets and long-haul operators, offering protection on everything from liability to physical damage and cargo. With strong financial strength ratings and a focus on customer satisfaction, Sentry stands out as a dependable choice for businesses looking for comprehensive, long-term support.

Best for: Large fleets seeking a provider with years of experience and strong financial backing.

Great West Casualty Company

Great West is one of the few insurance providers that exclusively focuses on the trucking industry, meaning they're equipped with deep insight into the risks truckers face daily. They offer some of the best commercial truck insurance solutions, backed by excellent claims service and customizable coverage options. Great West is known for its commitment to safety, helping clients improve operations while protecting their assets.

Best for: Fleets and trucking companies looking for an insurance provider that specializes in commercial trucking.

Nationwide Truckers Insurance Agency, Inc.

Nationwide Truckers Insurance Agency, Inc. is a trusted insurance provider that offers commercial truck insurance for small businesses and larger operations. They provide a range of coverage options and are known for their customer satisfaction and financial stability. Whether you need protection for a single vehicle or a large fleet, Nationwide offers scalable solutions that grow with your business.

Best for: Trucking companies that want a well-rounded provider with financial strength and various types of coverage.

What To Look for When Comparing Trucking Insurance Providers

Choosing the right insurance provider isn't just about picking the cheapest option — it's about finding a policy that checks all the boxes for your business needs. A good provider will offer reliable support, fair underwriting, and coverage that actually protects your operation when things go wrong. During the underwriting process, insurers evaluate several risk factors — like your truck's condition, credit history, and even your business's financial health — to determine your premium. As you go through the application process, keep these key factors in mind:

• Coverage options. Ensure the policy covers everything from liability to cargo, equipment, and downtime.

• Customer service. Look for providers with solid reviews and support that's available when you need it.

• Financial strength. Choose companies with a proven track record of paying claims and staying solvent.

• Claims process. A quick and easy claims experience can make a huge difference during a stressful time.

• Price transparency. Clear breakdowns of coverage and costs help you compare policies side by side.

Financing Trucking Insurance: What Are Your Options?

If paying your full insurance premium upfront isn't realistic, small businesses have several financing options to help bridge the gap. Whether you're managing a fleet of new trucks or just trying to improve cash flow, the right loan can make coverage more affordable and accessible.

Some options are better suited for businesses with strong credit scores and steady annual revenue, while others can help borrowers with bad credit or limited collateral. Be mindful of factors like interest rates, loan amount, down payment requirements, and eligibility criteria.

Clarify Capital offers a variety of financing solutions that you can use to pay for trucking insurance. Each option comes with a straightforward loan application process and can be tailored to your business's unique financial situation:

• Business line of credit. A flexible financing option with revolving access to funds, ideal for covering recurring premiums or adjusting to fluctuating business expenses.

• Short-term business loan. A fast funding solution for one-time insurance payments, with simple origination terms and manageable loan amounts based on your revenue and bank statements.

• Working capital loan. Great for maintaining cash flow while covering ongoing needs like insurance, truck maintenance, and payroll — especially for trucking businesses facing seasonal dips.

• Equipment financing. While typically used for purchasing equipment or trucks, this financing can sometimes include bundled insurance costs, depending on loan structure and eligibility requirements.

• Loan program for bad credit. Tailored to borrowers with limited credit history or lower credit scores, helping small businesses that don't qualify for traditional loans still access the funds they need.

• Small Business Administration (SBA) loans and traditional loan options. For qualified small businesses with solid financials, Clarify helps navigate both SBA-backed and traditional financing routes, including online application support and guidance through underwriting requirements.

Whether you're looking at equipment loans, truck financing, or broader small business loans, Clarify can help match you with the best loan options for your insurance and operational needs.

Make Smart Coverage Choices for Long-Term Success

For business owners in the trucking industry, the right commercial truck insurance policy can make or break your operation. From managing risk to protecting your cash flow, choosing a provider that understands your business needs and offers real value — not just low rates — is essential. The right insurance coverage helps support everything from accident reimbursement to long-term trucking operations.

As you compare insurance options, look beyond the price tag. Consider what's covered, how easy it is to file a claim, and whether the company has a solid track record with truck drivers and established businesses. The insurance industry offers many plans, but not all are built for the real-world demands of running a fleet.

And if paying your premium upfront isn't ideal, explore business financing or other solutions that can help spread out the cost without disrupting your cash flow. With the right policy, you'll put your business in a better position to handle challenges and stay on the road.

Need help covering the cost of your trucking insurance? Clarify Capital offers fast, flexible, and tailored financing solutions. We'll help you find the right loan from 70+ lenders to keep your trucks moving and your cash flow steady. Apply now and get the support your business needs.