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Medicare Agents in Chicago, Illinois

Top-rated Medicare insurance agents near you, ranked by Google reviews. Agents can't pay to be listed here.

10 Local Agents

Top-rated agents near Chicago

Ranked by number of Google reviews

GoHealth

Health insurance agency

4.7(2,400 reviews)
Chicago, IL
(855) 789-9140

Closed · Opens 8 AM Fri

Blue Cross and Blue Shield of Illinois

Insurance agency

1.8(756 reviews)
Chicago, IL
(312) 653-6000

Closed · Opens 8 AM Fri

Health and Life Insurance - Andrew Choi

Insurance agency

5.0(351 reviews)
Des Plaines, IL
(847) 344-1150

Closed · Opens 9 AM Fri

Family Medicare Solutions

Insurance agency

5.0(297 reviews)
North Riverside, IL
(708) 556-4242

Closed · Opens 9 AM Fri

Illinois Health Agents

Health insurance agency

4.9(194 reviews)
Chicago, IL
(312) 726-6565

Closed · Opens 8:30 AM Fri

Elevate Medicare Advisors

Health insurance agency

5.0(77 reviews)
Chicago, IL
(708) 634-5790

Closed · Opens 9 AM Fri

Smart Insurance Agents

Insurance broker

5.0(74 reviews)
(773) 657-9140

Closed · Opens 9 AM Fri

Carmen P. Valentino - Healthcare Solutions Team

Insurance broker

5.0(62 reviews)
Chicago, IL
(312) 259-0333

Closed · Opens 8 AM Fri

United Healthcare

Health insurance agency

1.1(46 reviews)
Chicago, IL
(872) 241-1585

Open 24 hours

Cacciatore Insurance

Insurance agency

4.7(41 reviews)
Chicago, IL
(312) 264-6055

Closed · Opens 8:30 AM Fri

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Medicare Information for Chicago

Learn about Medicare enrollment, local resources, and coverage options in Chicago.

View Medicare Guide for Chicago →

Why work with a Medicare agent?

A licensed agent can help you navigate enrollment, compare plans, and avoid costly mistakes — all at no cost to you.

  1. 1
    It's completely free — Agents are paid by insurance companies, not you. You'll never pay a fee for their help.
  2. 2
    They know Chicago — Local agents understand which plans work best with doctors and hospitals in your area.
  3. 3
    They handle the paperwork — From enrollment forms to plan changes, they make sure everything is filed correctly.
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Agents don't pay us. You get unbiased recommendations.

Licensed pros

Every agent is licensed to sell Medicare plans in Illinois.

Quick facts
  • Agent services are always free
  • No obligation to enroll
  • Compare multiple carriers
  • Help with enrollment paperwork
  • Year-round support after enrollment
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Agent listings are sourced from Google and ranked by review count. EnrollMedicare.com does not receive payment from agents for placement. We recommend verifying an agent's license before engaging their services.