As of January 1st 2016, the Ontario government passed a law mandating that insurance companies give drivers a discount on their insurance if they buy and install winter tires on their cars for the winter months. The discount is usually around 5% of your collision coverage, or $72 per vehicle per year, but you will not necessarily get this discount immediately. Some companies make you wait until your policy renews, so make sure you call your insurer to find out how they handle it.
Know when to cut coverage. Don’t strip away coverage just for the sake of a lower price. You’ll need full coverage car insurance to satisfy the terms of an auto loan, and you’ll want it as long as your car would be a financial burden to replace. But for older cars, you can drop comprehensive and collision coverage, which only pay out up to your car’s current value, minus the deductible.

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Direct Compensation Property Damage (DCPD): Available only in New Brunswick, Nova Scotia, Ontario, P.E.I. and Quebec, this covers the cost of loss or damage to your car in an accident for which you were not entirely responsible. To qualify, the other driver has to be identified, insured and found to be at least partially at fault. In some provinces, you can no longer sue another person for damage to your car.

As for best place to shop for insurance, I always try Kanetix before I buy any car (new or used), and every year before my insurance is up for renewal. For the past 4 years TD has been the cheapest for me, but that doesn't mean it'll be cheaper for everyone. It depends on how many cars/drivers you insure, if you insure property, and of course it depends on your record, experience, etc.
Certain conditions apply. The OMA Auto & Home Insurance Program is underwritten by The Personal General Insurance Inc. in Quebec and by The Personal Insurance Company in all other provinces and territories (collectively carrying on business as “The Personal”). The discounts and savings referred to are for Ontario residents only.  Certain products and services may not be available in all provinces and territories. Auto insurance not available in Manitoba, Saskatchewan or British Columbia due to government-run plans. The clauses and terms pertaining to the described coverages are detailed in the insurance policy. Certain restrictions and exclusions are included therein.
To drive in Canada, auto insurance is required by law from coast-to-coast-to-coast; however, the cost for coverage varies significantly depending on which province or territory you live in. A recent report (2017) commissioned by Ontario’s Ministry of Finance detailed the average auto insurance premiums paid by drivers across the country, and the range in rates is considerable.
These policies are unique because ride-share drivers are in a unique position. You use your personal vehicle for business purposes, blurring the lines between commercial and personal auto insurance coverage. Ride-share insurance was created to fill that gap. To learn more about insurance for Uber drivers and similar ride-sharing programs, visit our ride-share insurance page here. 
To begin with, you (and all drivers you wish to include in the policy) must have a valid driver's license and be a resident of Canada. Next, insurance companies will look at your prior driving record to determine eligibility and rates. However, rates will vary depending on whether you are looking for a new insurance policy altogether or if you wish to renew an existing one. Other eligibility restrictions may arise from past convictions. This too, will vary depending on when your last conviction occurred and the nature of the conviction.
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