Updated December 18, 2025

4 Best Tips For Buying Cheap Car Insurance in Chicago, IL

Illinois cheapest insurance

4 Best Tips For Buying Cheap Car Insurance in Chicago, IL

Jerry has helped customers find affordable coverage in Illinois since 2019. In Chicago, here are some key numbers from the past six months:

  • Jerry has helped 3,144 drivers to compare 12 insurance providers.

  • Majority of quotes range from $119 to $307 per month.

  • On average, Jerry users who switched to a lower quote saved $34 to $143 per month.

If your rates have increased, Jerry can help you rebuild your policy, compare quotes across top insurers and switch directly through the app.

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How Jerry finds car insurance savings for Chicago drivers

Many Chicago drivers have seen their premiums rise lately, but there are still real savings to be found.

Jerry makes it easy to spot better deals by comparing quotes, finding discounts and more. Here are recent examples of Chicago customers who found lower quotes.

Recent quotes

Last Updated Dec. 18, 2025

Based on Jerry customers with clean driving records who found savings in the past 12 months. Savings depend on coverage and other factors. Potential savings will vary.


Learn more: Best car insurance in Illinois


If you’re looking to get the best deal on your car insurance, below are four top tips that Jerry’s agents have found.

Jerry Agent Tip 1: Always compare quotes from different companies

Comparing quotes from multiple companies helps you avoid paying more than you need for car insurance. Different insurers value driver profiles differently, which can lead to very different prices. Here you can see how Jerry customers have received different quotes for the same coverage:

Recent customer quotes

Last Updated Dec. 18, 2025

Based on drivers with no accidents or violations who saved with Jerry over the past 6 months. Quotes and coverage not available for all customers.

Jerry Agent Tip 2: Save more by stacking discounts

Drivers in Chicago can lower their premiums by taking advantage of discounts for being a homeowner, going paperless or having modern safety features in their cars. These savings can add up to a cheaper policy without cutting coverage.

Jerry automatically searches for the discounts you are eligible for so you don’t miss out. Here are the best ones we’ve found recently:

Key takeaway: Combining discounts is an effective way to save. Jerry finds discounts you qualify for at different insurers when you compare quotes in the app.

Jerry Agent Tip 3: Balance protection and price to find the right coverage

Comparing coverage levels helps you stay protected without paying for more than you need. You can stick with the legal state minimum to keep premiums low, or choose higher tiers for extras like rental coverage, towing and better financial protection after an accident. 

Here are the coverage options Chicago drivers can choose from to find the balance that works best:

Minimum

$77$143/mo

Meets Illinois’s 25/50/15 liability requirements, but does not cover damage to your own car.

Full

$154$332/mo

Adds collision and comprehensive, often required for financed or leased vehicles.

Standard

$183$387/mo

Includes UM/UIM and medical payments, especially valuable since over 15% of Illinois drivers are uninsured.

Preferred

$198$376/mo

Raises liability limits, lowers deductibles and adds extras like rental reimbursement or towing.

Based on drivers with no accidents or violations who saved with Jerry over the past 6 months. Quotes and coverage not available for all customers.

Key takeaway: Coverage levels aren’t one-size-fits-all. Jerry shows you the real cost of each tier so you can find the protection level that feels right for your car and your budget.

  • Coverage definitions
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Jerry Agent Tip 4: Pick the right deductible

Raising your deductible typically lowers your premium. Just be sure you can comfortably cover that cost if you need to file a claim.

Here’s a look at the deductibles Jerry drivers chose in the past year:

To find the ideal deductible:

  • Check your car’s value (Jerry tracks this for you monthly).

  • Choose what you can afford out-of-pocket.

  • See how deductibles change your rate in real time.

The Jerry difference: Jerry shows you real-time savings across multiple deductible levels, so you can confidently choose the balance between cost and coverage that fits you best.

Drive with confidence

Driving comes with risks like accidents, theft, and unexpected repair costs. Choosing the right coverage helps you stay protected without overspending, and comparing your options makes a real difference. With Jerry, Chicago drivers can find affordable policies and coverage levels that match their needs, making it easier to drive with confidence every day.

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Methodology

To find the cheapest car insurance in each state, we use proprietary, real-world quotes from drivers — not third-party estimates. Each shopping journey includes multiple rounds of quotes, with information verified along the way.

At every stage, we aggregate and anonymize data to protect privacy and ensure accuracy. Because Jerry has delivered millions of quotes, often with multiple offers per driver, our datasets are large enough to avoid bias toward any one region, carrier or driver type.

Unlike other sites that rely on modeled rates, Jerry is a licensed insurance broker in 48 states, giving us firsthand visibility into how quotes are generated and validated.

Unless otherwise stated, rates reflect the last six months of verified full-coverage quotes for clean-record drivers. Data involving accidents or credit uses the last 18 months to ensure reliability.

Read more about Jerry’s data gathering and verification processes

Expert-driven. Built for you.
Our experts
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Xuyun Zeng

Xuyun Zeng is a writer and editor with a wide-ranging content background including tech, journalism, cars and health care. After graduating with highest honors in journalism, Xuyun led a newspaper to win eight awards, helped start an award-winning film industry podcast and has written over a hundred articles about cars repair, state laws and insurance. Prior to joining Jerry, Xuyun worked as a freelance SEO consultant with a mission to create the best content that will help readers and grow organic traffic.

Over the past 12 months, 25% of drivers who switched with Jerry paid $89 or less per month. Not all customers find savings. Savings depend on state, policy features, coverage, driving history and other factors.
Editorial Note: This article was written by a paid member of Jerry’s editorial team. Statements in this article do not constitute advice or recommendations. You should consult with an insurance professional about your specific circumstances and needs before making any insurance decisions.

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