Skip to main content
Chicago · Cook CountyIndependent Medicare agency serving all 77 Chicago neighborhoods.

About us

Chicago Senior Insurance: a Medicare agency in Chicago built for locals

Chicago Senior Insurance is a Medicare agency in Chicago run on one simple rule: seniors deserve straight answers from a person they can call back, not a rotating call center.

We work with people turning 65, retirees dropping employer coverage, and anyone who thinks their current plan stopped fitting their needs. We only handle Medicare and final expense coverage , so that's where our attention goes.

  • Independent Medicare and final expense advisors
  • Serving Chicago and every corner of Cook County
  • Free annual plan reviews, no strings attached
Chicago skyline along Lake Michigan, the Cook County area Chicago Senior Insurance serves

How we operate as your Medicare agency in Chicago

Independent, not tied to one carrier

We aren't on any single carrier's payroll. We compare plans from several companies and will tell you straight out if the plan you already have is your best option.

We know Cook County

We know which hospital systems sit in which networks, from Northwestern Memorial and Rush University Medical Center downtown to the smaller clinics in Beverly and Jefferson Park.

Free, and no pressure to sign

Our review costs you nothing. Carriers pay us the same commission no matter which plan you choose, so there's nothing pushing us toward one over another.

What a plan review actually involves

  1. 1

    We start with your doctors

    Give us the names of the physicians and specialists you want to keep seeing. Losing network access is the top reason people regret switching plans.

  2. 2

    Next, your prescriptions

    We check your exact medication list, doses and all, against the drug formularies available in your ZIP code.

  3. 3

    Then we lay out the numbers

    Premium, deductible, copays, and a realistic annual cost estimate for each option, Advantage and Medigap alike.

  4. 4

    You choose, we file the paperwork

    Sticking with what you have is a perfectly good outcome sometimes. We'll be around again come next enrollment.

A person picks up, not a queue

Call 773-250-9965 weekdays from 8:30am to 5:30pm. You'll reach an advisor directly, not a phone tree.

Who we work with

  • Seniors turning 65 across Chicago and Cook County
  • Retirees stepping off employer group plans
  • People whose plan changed benefits for the new year
  • Families planning ahead for funeral expenses
  • Adult children helping a parent sort out coverage

Nothing to sign

Talk to a Medicare agency in Chicago that knows the city

Free, independent, no pressure, whether you sign up with us or not.