The Hartford earned our top spot for the best small business insurer for transportation companies due to its affordability and stability. However, we recommend comparing quotes from our other top picks, including NEXT, biBerk and Coverdash.
Best Transportation Business Insurance
Updated: July 7, 2025
Advertising & Editorial Disclosure
Key Takeaways
The Hartford is the best business insurance company for transportation firms because it offers the greatest balance of affordability and customer service.
The cheapest overall commercial insurance provider for transportation businesses is The Hartford, with low monthly rates for various coverage types.
To shop for business insurance for your transportation business, assess the risks in your industry, consult agents and other similar organizations and compare multiple options.
Best Business Insurance for Transportation Companies
| The Hartford | 96 | 98 | 91 |
| NEXT Insurance | 95 | 95 | 94 |
| biBERK | 92 | 94 | 91 |
| Coverdash | 91 | 94 | 83 |
| Simply Business | 91 | 91 | 83 |
| Progressive Commercial | 89 | 94 | 81 |
| Thimble | 88 | 92 | 81 |
| Nationwide | 88 | 84 | 91 |
| Hiscox | 88 | 89 | 87 |
| Chubb | 85 | 80 | 87 |
*All scores were based on a transportation business with two employees across professional liability, general liability, workers' comp and BOP policies.
1. The Hartford
pros
Cheapest professional liability coverage
Competitive across multiple policies
Strong financial backing (A+ AM Best)
cons
Slightly higher workers' comp cost
COMPANY HIGHLIGHTS
The Hartford is the best all-around choice for transportation companies that need broad protection and financial reliability. It leads in professional liability pricing at just $85 per month and offers the most affordable BOP coverage at $43 per month. With deep experience in high-risk industries like commercial driving and logistics, The Hartford is ideal for companies managing fleets, drivers, and third-party contracts. Backed by an A+ rating from AM Best, it’s trusted for long-haul coverage and claim stability. Slightly higher workers' comp rates are the only tradeoff for its industry-leading service.
2. NEXT
pros
Great customer satisfaction rating
Affordable general liability
Fast, online-first coverage experience
cons
Higher workers' comp than competitors
COMPANY HIGHLIGHTS
NEXT is a strong option for transportation businesses looking for digital-first convenience and solid all-around pricing. While not the cheapest in any category, it stays competitive across general liability ($34/month), BOP ($49/month), and professional liability ($88/month). Its platform is especially well-suited for owner-operators and small courier services that need quick, reliable coverage. With a 4.7-star average review score, it’s popular among delivery fleets and logistics contractors who value speed and ease over deep customization.
3. biBerk
pros
Lowest general liability pricing
Competitive BOP and pro liability
Backed by Berkshire Hathaway
cons
Few digital features
COMPANY HIGHLIGHTS
biBerk is a value-forward pick for transportation businesses that want low-cost protection without sacrificing strength. It leads general liability pricing at $33 per month and comes in just $2 behind The Hartford for the cheapest BOP. As a Berkshire Hathaway company, biBerk offers financial security and reliable claims service at rates that work for both startups and seasoned fleets. Its straightforward platform is ideal for business owners who want coverage without the noise—though it may lack the digital bells and whistles of competitors like NEXT.
Cheapest Business Insurance for Transportation Firms
Based on our study of business insurance pricing, the Hartford offers the cheapest overall commercial insurance for transportation companies across two policy types. However, this applies only to transportation companies with two employees, and you may find lower rates elsewhere. Below are the most affordable providers by major coverage types.
Cheapest General Liability Insurance for Transportation Companies
With an average monthly rate of $33, biBerk offers the lowest-cost general liability insurance for transportation companies. Even so, consider getting quotes from the next-most-affordable insurers: Coverdash and NEXT.
| biBERK | $33 | $396 |
| Coverdash | $34 | $406 |
| NEXT Insurance | $34 | $409 |
| The Hartford | $34 | $407 |
| Progressive Commercial | $38 | $452 |
| Simply Business | $39 | $472 |
| Thimble | $40 | $483 |
| Hiscox | $42 | $505 |
| Nationwide | $42 | $503 |
| Chubb | $46 | $557 |
Cheapest Workers' Comp Insurance for Transportation Companies
For transportation businesses shopping for workers' comp insurance, Thimble tops our list as the most affordable insurer, with average rates of $98 per month or $1,179 yearly.
Still, it’s worth checking quotes from other low-cost insurers like Progressive Commercial, Simply Business, Hiscox and The Hartford.
| Thimble | $98 | $1,179 |
| Progressive Commercial | $106 | $1,271 |
| Simply Business | $109 | $1,313 |
| Hiscox | $110 | $1,317 |
| The Hartford | $111 | $1,336 |
| Coverdash | $112 | $1,348 |
| NEXT Insurance | $114 | $1,373 |
| biBERK | $116 | $1,388 |
| Nationwide | $123 | $1,480 |
| Chubb | $132 | $1,587 |
Cheapest Professional Liability Insurance for Transportation Companies
The Hartford offers the most affordable professional liability insurance options for transportation companies, with low average monthly rates of $85.
You may also want to compare prices from other low-cost providers like NEXT, Progressive Commercial and Hiscox.
| The Hartford | $85 | $1,015 |
| NEXT Insurance | $88 | $1,058 |
| Progressive Commercial | $90 | $1,084 |
| Hiscox | $94 | $1,125 |
| Simply Business | $94 | $1,125 |
| Coverdash | $95 | $1,135 |
| Thimble | $95 | $1,137 |
| biBERK | $98 | $1,176 |
| Nationwide | $103 | $1,231 |
| Chubb | $111 | $1,327 |
Cheapest BOP Insurance for Transportation Companies
For transportation companies seeking combined general liability and property insurance in a business owner’s policy (BOP), The Hartford offers the lowest average annual rate at $518. That’s a savings of roughly $2 annually compared to biBerk, the second most affordable option.
| biBERK | $43 | $520 |
| The Hartford | $43 | $518 |
| Coverdash | $49 | $590 |
| NEXT Insurance | $49 | $593 |
| Progressive Commercial | $57 | $681 |
| Simply Business | $59 | $704 |
| Hiscox | $63 | $754 |
| Nationwide | $63 | $761 |
| Thimble | $63 | $754 |
| Chubb | $70 | $836 |
What Type of Coverage Do You Need for a Transportation Business?
Most companies with employees are legally required to carry workers' comp insurance, and businesses that use vehicles must have commercial auto coverage. Many clients or contracts also require businesses to carry general liability insurance before starting work. A surety bond may also be necessary in certain industries, especially when contracts require guarantees of service or compliance.
RECOMMENDED TRANSPORTATION BUSINESS COVERAGE
General liability insurance is strongly recommended for transportation companies because it covers common risks like bodily injury, property damage, and legal defense costs. Professional liability insurance is also a smart option for businesses that work under client contracts or provide specialized services. This coverage becomes especially useful for companies offering specialized services or handling large contracts where the risk of disputes is higher.
Coverage Recommendations by Transportation Company Type
We've broken down risk considerations and coverage recommendations by transportation business type, ordered from highest to lowest risk for claims frequency. Different types of transportation services require varying levels of insurance coverage, with higher-risk businesses needing more comprehensive protection.
Company Type | Recommended Coverage Types | Most Common Insurance Claims | Most Common Reasons for Litigation |
|---|---|---|---|
Trucking & Freight Operators | Commercial Auto, Cargo, Workers' Comp, General Liability | Accidents causing cargo loss or road damage | Negligent driving, overloading, FMCSA non-compliance |
Medical Transport Services | Medical Malpractice, Commercial Auto, Professional Liability, Workers' Comp | Injury to patients in transit or driver errors | Failure to provide safe medical transport, HIPAA violations |
Taxi & Rideshare Companies | Rideshare Insurance, Commercial Auto, General Liability, Cyber Insurance | Passenger injury or third-party property damage | Assault or injury claims, discrimination complaints |
Courier & Delivery Businesses | Commercial Auto, Inland Marine, BOP, Workers' Comp | Package theft, auto collisions, property damage | Loss/damage of goods, delivery delays |
Charter Bus & Shuttle Services | Commercial Auto, Passenger Liability, BOP, Workers' Comp | Slip-and-fall boarding injuries, collisions | Injury claims, ADA non-compliance |
Logistics & Fleet Managers | Fleet Auto, Cyber Liability, Umbrella, Workers' Comp | Fleet vehicle accidents, data loss or theft | Improper driver vetting, systemic safety failures |
How to Get the Best Cheap Business Insurance for Your Transportation Company
Here's a step-by-step method for finding the best and cheapest business insurance for your transportation company.
- 1
Decide on coverage needs before buying
Consider risks specific to your business for claims, get advice from similar businesses, talk to agents and research the types of business insurance. This will give you a balanced perspective on your coverage needs and prevent you from being convinced to get excessive coverage.
- 2
Research costs
To ensure you get the best deal, research average costs for your business profile and determine which providers offer the cheapest rates overall. This will give you a measuring stick for how much you're saving when comparing quotes and which companies to start with.
- 3
Look into company reputations and coverage options
To further narrow your list, research what customers say on online rating sites and forums to get a more comprehensive look at company services. Also, to align with your coverage needs and future ones, research coverage options to ensure you're covered for the right items.
- 4
Compare multiple quotes through different means
The tried-and-true method for finding the best deal is to compare multiple quotes for apples-to-apples coverage. Pricing differs by your comparison method, whether with captive agents, comparison sites, company websites or independent agents.
- 5
Reassess annually
Your business situation will change, influencing your rates and coverage needs. Repeat these steps annually to ensure you still have the best deal.
How to Decrease Your Transportation Business's Liability Risk
Reducing risk is key to keeping insurance costs manageable for transportation businesses. We've organized risk mitigation strategies based on your business's specific risk level or service type to help you navigate this efficiently.
Risk Level | Included Types of Transportation Businesses | Risk Mitigation Tactics |
|---|---|---|
Highest | Long-haul trucking, hazmat transport, medical transportation | Fleet telematics, CDL driver training, strict hours-of-service compliance, high-limit liability coverage |
High | Passenger shuttles, school buses, local freight carriers | Routine vehicle inspections, defensive driving programs, clear route protocols |
Moderate | Last-mile delivery services, regional couriers | Package scanning, cargo coverage audits, background checks |
Lower | Freight brokers, dispatchers, independent owner-operators | Subcontractor agreements, limited service scope, basic commercial auto plus liability bundling |
Best Insurance for Transportation Business: Bottom Line
The Hartford is the best insurer for transportation business insurance, while it also offers the cheapest option overall. We also recommend getting quotes from NEXT, biBerk and Simply Business. For the best deal, talk to agents, research providers and pricing, and compare multiple quotes side by side.
Transportation Business Insurance: FAQ
Here are some frequently asked questions about transportation business insurance, designed to help you understand your options and make informed decisions.
Who offers the best transportation business insurance overall?
The Hartford provides top-tier business insurance for transportation companies with an outstanding MoneyGeek score of 96 out of 100, excelling in customer service. NEXT is a close second with a score of 95.
Who has the cheapest business insurance for transportation companies?
Here are the cheapest business insurance companies for transportation businesses by coverage type:
- Cheapest general liability insurance: biBERK at $33 per month
- Cheapest workers' comp insurance: Thimble at $98 per month
- Cheapest professional liability insurance: The Hartford at $85 per month
- Cheapest BOP insurance: The Hartford at $43 per month
What business insurance is required for transportation organizations?
Workers' compensation insurance (if you have employees) and commercial auto insurance (if you own business vehicles) are legally required for transportation businesses, with requirements varying by state. While not legally mandated, general liability insurance and surety bonds are effectively required by most commercial clients and property leases.
How much does transportation business insurance cost?
Business insurance costs for transportation companies are typically higher than average due to physical risk, cargo responsibility, and employee exposure. For a two-person team, average monthly premiums are:
- General Liability: $38 per month
- Workers Comp: $113 per month
- Professional Liability: $95 per month
- BOP Insurance: $56 per month
How We Chose the Best Transportation Business Insurance
We selected the best business insurer for transportation companies based on the following criteria:
- Affordability (50% of score): The lower a company's costs compared to the competition based on our base profile for four core coverage types, the better it performs.
- Customer service (30% of score): We scored providers on overall customer satisfaction using industry studies, customer review forum ratings and public forum sentiment analysis from sites like Reddit.
- Coverage (15% of score): We scored business insurance for this category based on the flexibility, payment and actual coverage options.
- Financial stability (5% of score): Using financial stability industry ratings from companies like AM Best and Moody's, we created an overall rating to judge how likely a company is to pay out claims compared to the competition.
All pricing in this article is based on the following base profile to represent the vast majority of small businesses in all states:
- Three-person business with two employees
- Coverage: $1 million per occurrence and $2 million total per year for all but BOP, which includes the same coverage plus $5,000 of business property coverage
- $150,000 in payroll
- $300,000 annual revenue
About Mark Fitzpatrick
Mark Fitzpatrick, a Licensed Property and Casualty Insurance Producer, is MoneyGeek's resident Personal Finance Expert. With over five years of experience analyzing the insurance market, he conducts original research and creates tailored content for all types of buyers. His insights have been featured in publications like CNBC, NBC News and Mashable.
Fitzpatrick holds a master’s degree in economics and international relations from Johns Hopkins University and a bachelor’s degree from Boston College. He's also a five-time Jeopardy champion!
Passionate about economics and insurance, he aims to promote transparency in financial topics and empower others to make confident money decisions.
sources
- AM Best. "Hartford Fire Insurance Company." Accessed June 16, 2025.
- NEXT. "Customer Reviews." Accessed June 16, 2025.