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Your best insurance is with insurance brokers. Get Yours By Joining 5,000 Happy Customers

Your team at Orr & Associates supports our communities via our Western Financial Group Communities Foundation. For our experts in Ontario, and the people we serve, this is another reason for pride. Our not-for-profit Foundation boosts vibrancy in places served by Western Financial Group and its divisions.

As your local insurance experts, providing the right security helps build community as well. For every new quote between Sept. 21 and Nov. 15, we will, on your behalf, DONATE $5 to the Foundation.

Click here to learn more.

Our Family has served in the community for over 100 years and we are dedicated to providing quality service & protection through personal & professional brokers representing reliable insurers.




Community Focus

We have been in the community since 1912. We support many events both locally and throughout the York & Simcoe County Regions. Orr & Associates is proud to be a part of the community and strive.


We talk with you to design a policy that suits your need for today and continue to build your policy as your life style changes.
Orr & Associates are partnered with many insurance companies to ensure that we are able to protect you during any lifestyle changes, and are able to match the right company to your particular needs.


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ONTARIO Best Insurance Brokers!

We are a leading insurance brokerage in Ontario, having the experience, resources, and expertise to help you get the best coverage and rates for your specific needs. Whether you want coverage for personal or commercial applications, including home insurance, car coverage, business insurance, or any other insurance policy to protect your assets, we can help.

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Insurance Companies Ontario

We have qualified and knowledgeable insurance brokers in Ontario to help you find an insurance policy that offers extensive coverage. We will provide quotes according to your needs and help you select a policy that gives you peace of mind in knowing you are protected.

Benefits of Getting Insured with Orr & Associates

When you work with us, you have the advantage of choosing a policy from the best insurance companies in Ontario. We guarantee you the best services and great prices. We can help you find the most cost-efficient policy without compromising your needs. You can compare prices and plans from our 13 trusted partners to make an informed decision.

Our Extensive Plan Options

We Have an Easy Process to Get an Insurance Policy


Join the team today

It’s not just a job; it’s the start of a career. Employment opportunities across the Western network await.

Please be advised that Canadian companies have and continue to be affected by recruitment fraud. Individuals posing as recruiters may request personal or financial information via unsolicited employment offers. These are not legitimate Orr & Associates job offers and are fraudulent in nature. Under no circumstances would Western Financial Group and its divisions request new hires submit sensitive or private details via email. Postings accessed through are lawful and authorized.

Visit us at for a list of all available positions.


Over the years we have always had exceptional service. We are constantly upgrading or changing coverage due to the nature of our business. Orr & Associates always keeps me on course.  

J. Coxworthy

We have been clients of Orr & Associates since 1958. Any claims & dealings we have had over the years have been promptly & courteously dealt with.

C. Jupp

I have been dealing with Orr and Associates for more than 20 years, currently for home and auto insurance. The staff offer very quick responses and I have developed strong relationships with several individuals who…

A. Diebold

“Great Service, Great Prices why look anywhere else”

S. Boynton

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