Cicero Insurance by We Insure
Consultative coverage reviews and straight answers for Cicero households - without the usual price-only quoting.

We work with trusted insurance companies.
Home, Auto, Flood, and More
Common policy types reviewed for clients in Cicero and nearby communities
Ways We Help
Ways To Meet
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Areas Served
Based in Cicero, serving clients across the greater Cicero area.
About the Owner
Cicero Insurance by We Insure is committed to helping every customer findthe best insurance solution to provide peace of mind for the future. Withaccess to multiple top-rated carriers, we create a unique insurance solutionjust for you while making sure that each of our customers has the highestquality and most comprehensive experience possible. Cicero Insurance by We Insure is backedby PEAK6 InsurTech, creating an amazing insurance experience, the way it oughtto be. We are making it easier for our customers to navigate the insuranceindustry. Please contact us today to learn more about Cicero Insurance by We Insure and whywe are the best option for you.
How this office works
Owner started this office to give Cicero clients a more consultative insurance experience instead of a quick price-only conversation. The office focuses on: Taking time to ask better questions, understanding what matters to each household, and recommending coverage that actually fits the risk.
What stands out
Consultative coverage reviews instead of price-only quoting
Transparent when another solution is the better fit
Meet the Cicero Team

Jay Milbank
Agency Owner

Philip Willsey
What homeowners in Cicero often miss
A common mistake is assuming flood risk only exists in high-risk zones. In the Cicero area, the better conversation is understanding the actual risk, the flood zone, and what the policy would do before a storm ever shows up.
What to review
Check flood, wind, and deductible details before storm season instead of waiting until a claim.
Review deductibles, water damage limits, and optional coverages before renewal so nothing important gets missed.
Rated ★★★★★ By Neighbors
Local roots in Cicero
This office has deep Cicero roots, with team members who have lived and worked in the community for years. We understand the local market and the unique insurance needs of Cicero residents.
Community involvement includes:
Chamber and local business networking
Community charitable organizations
Local school and youth programs