Local Medicare Agents & Brokers in Chester, Illinois

Looking for local Medicare agents in Chester, IL? Look no further than Medicare Agents Hub! Our directory connects you with trustworthy Medicare insurance agents, brokers, and advisors in Chester and the surrounding areas. Whether you're turning 65 or a current Medicare beneficiary, our agents can help you navigate the complexities of Medicare and find the best coverage for your needs. Fun fact: Chester is known as the "Home of Popeye," as its founder, Elzie C. Segar, was the creator of the popular cartoon character!

Top 8 Medicare Consultants Serving Chester, IL

The following featured Medicare Agents are top rated in Chester and throughout Randolph County, IL. These local representatives are our picks as the best Medicare agents in Chester, and are ready to help you navigate all of the most important parts of signing up for Medicare.

Ron Kaemmerer - Medicare Agent serving Chester, IL
Ron Kaemmerer

#2 Top Rated Chester Broker

618-389-0583
Contact Ron
Caitlyn Hartmann - Medicare Agent serving Chester, IL
Caitlyn Hartmann

#3 Top Rated Chester Broker

573-328-3828
Contact Caitlyn
Kelli Lambert - Medicare Agent serving Chester, IL
Kelli Lambert

#4 Top Rated Chester Agent

218-483-9132
Contact Kelli
William Lawler - Medicare Agent serving Chester, IL
William Lawler

#5 Top Rated Chester Broker

314-445-5470
Contact William
Steven Litzsinger - Medicare Agent serving Chester, IL
Steven Litzsinger

#6 Top Rated Chester Broker

314-464-9802
Contact Steven
Martin Meyer - Medicare Agent serving Chester, IL
Martin Meyer

#7 Top Rated Chester Broker

618-350-3291
Contact Martin
Edward Wooten - Medicare Agent serving Chester, IL
Edward Wooten

#8 Top Rated Chester Broker

618-312-6551
Contact Edward

Local Chester Medicare Insurance Representatives by Distance

Valerie Schurman Medicare Agent Belleville, IL 62221
Valerie Schurman

MIT Insurance Techs

  • Belleville, IL 62221 (41 mi.)
Lea Vollmer Medicare Agent Belleville, IL 62223
Lea Vollmer

Medicare 2nd Look

  • Belleville, IL 62223 (45 mi.)
John Bizzell Medicare Agent Murphysboro, IL 62966
John Bizzell

  • Murphysboro, IL 62966 (29 mi.)
Melissa Schreder Medicare Agent Waterloo, IL 62298
Melissa Schreder

  • Waterloo, IL 62298 (33 mi.)
Charlene Cox Medicare Agent Licensed in IL
Charlene Cox

Executive Senior Services

  • Licensed in IL (38 mi.)
Dana Dean Medicare Agent Licensed in IL
Dana Dean

  • Licensed in IL (38 mi.)
Brian Suchman Medicare Agent Licensed in IL
Brian Suchman

Tomlin Insurance Group

  • Licensed in IL (39 mi.)
Marisa Padilla Medicare Agent Belleville, IL 62220
Marisa Padilla

Medicare Insurance Options LLC - Bilingual English & Español

  • Belleville, IL 62220 (40 mi.)
Jon Cannon Medicare Agent Mascoutah, IL 62258
Jon Cannon

  • Mascoutah, IL 62258 (40 mi.)
Shannon Etheridge Medicare Agent Mascoutah, IL 62258
Shannon Etheridge

  • Mascoutah, IL 62258 (40 mi.)
Jamie Hoisington Medicare Agent Licensed in IL
Jamie Hoisington

  • Licensed in IL (43 mi.)
Christiane Fields Medicare Agent Belleville, IL 62226
Christiane Fields

  • Belleville, IL 62226 (43 mi.)
Al Saponar Medicare Agent Swansea, IL 62226
Al Saponar

Healthmarkets

  • Swansea, IL 62226 (43 mi.)
Teresa Wright Medicare Agent Swansea, IL 62226
Teresa Wright

  • Swansea, IL 62226 (43 mi.)
Dominic Ruggerio Medicare Agent Swansea, IL 62226
Dominic Ruggerio

  • Swansea, IL 62226 (43 mi.)
Thomas Schrag Medicare Agent Swansea, IL 62226
Thomas Schrag

  • Swansea, IL 62226 (43 mi.)

Refine Results Further by Zip Code

Looking for more specific results within Chester or Illinois? Simply enter in your zip code for a full list of Medicare agents in your area.

Use our free online directory to find Medicare insurance agents in Chester zip codes 62233 and 62259.

MedicareAgentsHub.com also features licensed Medicare insurance brokers in nearby communities Steeleville, Sainte Genevieve, Perryville, Sparta, Red Bud, Pinckneyville, Murphysboro, Du Quoin, Waterloo, and Farmington.

Local Medicare Insurance Agents in Chester Illinois

Why work with a local Chester Medicare Consultant?

Working with a local Medicare agent has many advantages over direct enrollment or working with a nation-wide agent.

  • Familiar with Chester: Local agents take extra time to understand your personal situation and understand what everyday life is like in Randolph County.
  • Different Local Pricing: Medicare plan pricing can vary significantly by zip code. So the exact same plan in Chester might be a totally different price in Steeleville or Sainte Genevieve. Local Medicare advisors can provide accurate quotes and help you compare and choose a local Medicare plan in real time.
  • Intimate Medicare Knowledge: Agents familiar with Chester plans will be able to explain everything you need to know about Medicare, without having to spend countless hours doing your own research. If you wish to learn more about Medicare prior to meeting with your agent, be sure to check out our list of Chester Medicare & Senior Resources.
Insurance Agents Offering Aetna Medicare Plans in Chester, IL
Insurance Agents Offering Anthem Medicare Plans in Chester, IL
Insurance Agents Offering Humana Medicare Plans in Chester, IL
Insurance Agents Offering UnitedHealthcare Medicare Plans in Chester, IL
Insurance Agents Offering Cigna Medicare Plans in Chester, IL
Insurance Agents Offering Mutual Medicare Plans in Chester, IL

Latest Medicare Insights From Agents

Helpful information and articles from top rated agents across the country to help you learn about Medicare as you are browsing for a Chester Medicare agent.

How You Can Actually Use Healthcare Price Transparency in 2026
Written by James Hale Medicare Insurance Agent
How You Can Actually Use Healthcare Price Transparency in 2026

Written by James Hale

Healthcare price transparency has improved, but it still has limits. Here's how Medicare beneficiaries can actually use it to compare costs, prepare for procedures, and ask better questions.

Medicare Advantage Is More Than Free Groceries and $0 Premiums
Written by Will Carias Medicare Insurance Agent
Medicare Advantage Is More Than Free Groceries and $0 Premiums

Written by Will Carias

Medicare Advantage plans offer more than the grocery allowances and $0 premiums you see on TV. A licensed Medicare professional breaks down what really matters when choosing a plan, from provider networks to coordinated care and annual reviews.

Your HSA and Medicare: The Six-Month Rule Almost Nobody Warns You About
Written by Taylor Langlois Medicare Insurance Agent
Your HSA and Medicare: The Six-Month Rule Almost Nobody Warns You About

Written by Taylor Langlois

The six-month retroactive start date for Medicare Part A can turn months of HSA contributions into excess contributions with IRS penalties. Here is how the rule works and how to protect yourself.

Local Resources for Seniors in Chester

Discover essential services for seniors in Chester, Illinois. In addition to connecting seniors with Medicare insurance consultants in Chester, we've curated a selection of helpful links to local resources that provide information and community support for Chester seniors.

Illinois Department on Aging

The Illinois Department on Aging is a state-run agency that advocates for older Illinoisans and their caregivers. The department provides a range of quality and culturally-sensitive programs aimed at promoting partnerships, and enhancing the independence, dignity, and quality of life of seniors. Assistance is also available through a designated Senior Helpline.

Visit the Illinois Department on Aging website »