Cheapest Trucking Insurance Companies in 2026

Northland Insurance, a Travelers subsidiary, consistently offers some of the lowest base premiums in the trucking market. Their sweet spot is standard operations hauling common commodities on local and regional routes. With primary liability starting as low as $6,500 annually and cargo coverage from $1,000, Northland undercuts most competitors on sticker price. The trade-off is less specialized trucking expertise compared to dedicated carriers, but for straightforward operations the coverage is solid and the Travelers financial backing guarantees claims get paid.

National Indemnity, a Berkshire Hathaway subsidiary, offers some of the most competitive rates available for established fleets with clean safety records. Their primary liability starts at $7,000 annually and cargo coverage from $1,200, putting them among the lowest-cost options from a financially elite carrier. Their conservative underwriting means they cherry-pick the best risks, and qualifying operators are rewarded with premiums that reflect their strong safety profiles. The A++ AM Best rating means zero concern about claims-paying ability.

Cover Whale is the clear winner for drivers who can prove their safety on the road. Their AI-powered platform uses dashcam footage and ELD data to continuously monitor driving behavior, rewarding safe operators with discounts reaching 30% off their initial premium. Starting liability rates from $7,000 can drop to under $5,000 for top-performing drivers after telematics credits kick in. Monthly premium adjustments mean you start seeing savings within the first billing cycle rather than waiting for annual renewal.

biBERK eliminates the insurance agent entirely, letting you quote, bind, and manage your policy online without middleman markup. As Berkshire Hathaway's direct-to-business arm, the savings from cutting out agent commissions get passed to policyholders. Primary liability starts at $7,500 annually with the A++ AM Best financial backing that only Berkshire Hathaway companies can offer. The self-service model works best for operators with straightforward coverage needs who prefer handling business digitally.

HDVI takes a similar approach to Cover Whale but with a slightly different model: their telematics-based pricing adjusts monthly, rewarding safe driving with up to 20% in premium reductions. Base rates are competitive on their own starting at $7,500 for liability, and the monthly discount structure means consistent safe drivers see cumulative savings that add up significantly over a policy year. Their transparent scoring system lets you see exactly what behaviors affect your rate so you can adjust accordingly.

Progressive may not have the absolute lowest base premiums, but their combination of multi-policy bundling discounts, the Smart Haul telematics program (up to 10% off), and flexible payment options makes them one of the most cost-effective choices when you factor in total savings. Their online quoting system lets you compare options in minutes, and they accept a wider range of risk profiles than most budget-focused carriers. For operators who want competitive pricing from a nationally recognized carrier with strong financial stability, Progressive consistently delivers.