North Shore Chicago insurance agency

Independent Insurance Agency for
Chicago and the North Shore

Longmeadow Insurance is based in Wilmette. We compare home, auto, life, and business insurance from several insurers.

Why an independent agency

Independent
We are not tied to one insurance company. We quote Erie and several other carriers side by side, and we show you how the coverage differs as well as the price.

Based in Wilmette
Tom Firestine, CPCU, RPLU, founded Longmeadow in Wilmette after over two decades in the industry. We know the North Shore and how to protect the families that call it home.

Help with claims
The insurance company decides the claim, but you should not have to deal with it alone. We help you report it correctly, advocate on your behalf, escalate any issues, and push when an answer is slow.

What We Cover

Explore the insurance we offer. Each page explains what to check on your current policy.

Check whether your policy reflects today’s rebuilding costs.

Car insurance with liability limits that fit your assets, and what changes when a teen starts driving.

Coverage for your belongings, personal liability, and the parts of your condo you’re responsible for. Explore condo insurance and renters insurance.

Liability coverage that sits above your home and auto policies. We help you pick a limit based on what you own and earn.

Compare term and permanent life insurance for the people who depend on your income.

Liability, property, workers’ compensation, cyber, and programs by industry.

We also write landlord insurance, high-value home coverage and flood insurance. For your town, see where we serve.

Serving Chicago and the North Shore
Open Mon–Fri 8 a.m.–6 p.m., Sat 9 a.m.–noon

What clients say

“Saved me a ton of money on flood insurance in Winnetka! Made the entire process easy. Highly recommend!”

Jaime G., Winnetka

“When my daughter turned 16 our premium skyrocketed, I appreciated the options to address the cost without reducing coverage.”

John M., Evanston

“They handled my claim completely, I didn’t have to monitor or follow up. I ended up getting more than expected.”

Josh T., Glenview