Fleet Insurance Companies in Ontario

Not all insurers write fleet business the same way. Here's a guide to the major fleet insurance carriers in Ontario and what they specialize in.

Last updated: January 2026 | Carrier guide

Fleet insurance companies and broker partnership

Northbridge Insurance

Top Choice for Trucking

Canada's largest commercial trucking insurer. Northbridge has dedicated trucking underwriters and offers comprehensive fleet programs from 5+ units.

Best For
Medium to large fleets (10+)
Minimum Fleet
5 power units
Specialty
Long-haul, cross-border

Intact Insurance

Canada's Largest P&C Insurer

Broad appetite for commercial auto including trucking fleets. Offers competitive rates for well-established fleets with good loss history.

Best For
All fleet sizes
Minimum Fleet
3 power units
Specialty
Local/regional, general freight

Travelers Canada

Strong Cross-Border

US-based carrier with strong Canadian presence. Excellent for fleets with significant cross-border exposure due to seamless US/Canada coverage.

Best For
Cross-border fleets
Minimum Fleet
5 power units
Specialty
US/Canada operations

Old Republic Insurance

Trucking Specialist

Dedicated trucking insurer with deep industry expertise. Known for working with challenging risks and providing specialized coverage.

Best For
Specialized operations
Minimum Fleet
5 power units
Specialty
Hazmat, heavy haul, tanker

Markel Insurance

Flexible Underwriting

Specialty insurer with appetite for risks other carriers decline. Good option for fleets with less-than-perfect history looking to rebuild.

Best For
Non-standard risks
Minimum Fleet
3 power units
Specialty
New ventures, rebuilding fleets

Federated Insurance

Direct Sales Model

Works directly with businesses (not through brokers). Strong safety programs and risk management support for growing fleets.

Best For
Growing fleets
Minimum Fleet
Varies
Specialty
Risk management programs

Quick Comparison

Carrier Min. Units Cross-Border New Ventures
Northbridge 5 Excellent Limited
Intact 3 Good Selective
Travelers 5 Excellent Limited
Old Republic 5 Good Yes
Markel 3 Limited Yes
Federated Varies Limited Yes

Why Use a Broker?

Fleet insurance is almost exclusively sold through licensed commercial insurance brokers. Here's why:

  • Market Access: Brokers have appointments with multiple carriers you can't access directly
  • Negotiation Power: Experienced brokers know how to present your risk favorably
  • Claims Advocacy: Your broker advocates for you when claims arise
  • Comparison Shopping: Get quotes from multiple carriers with one application
  • Industry Expertise: Commercial truck brokers understand fleet-specific coverage needs
Fred Morison

Fred Morison

President & CEO

CPARIBO Licensed30+ Years Experience

Fred founded Morison Insurance in 1994, growing it from a single Hamilton office to Ontario's #1 Insurance Broker as named by IBAO. With roots dating back to 1895, the family business now serves over 80 professionals across multiple locations.

Specialties:
Owner-Operator InsuranceRisk ManagementNew Authority