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.

Jason Hark, CMIS™ - Medicare Agent serving Chester, IL
Jason Hark, CMIS™

#1 Top Rated Chester Broker

618-280-7022
Contact Jason
Caitlyn Hartmann - Medicare Agent serving Chester, IL
Caitlyn Hartmann

#2 Top Rated Chester Broker

573-328-3828
Contact Caitlyn
William Lawler - Medicare Agent serving Chester, IL
William Lawler

#3 Top Rated Chester Broker

314-445-5470
Contact William
Martin Meyer - Medicare Agent serving Chester, IL
Martin Meyer

#4 Top Rated Chester Broker

618-350-3291
Contact Martin
Misty Scaggs - Medicare Agent serving Chester, IL
Misty Scaggs

#5 Top Rated Chester Broker

636-218-0835
Contact Misty
Jay Teague - Medicare Agent serving Chester, IL
Jay Teague

#6 Top Rated Chester Agent

573-235-7568
Contact Jay
Eddie Tune - Medicare Agent serving Chester, IL
Eddie Tune

#7 Top Rated Chester Broker

573-320-3533
Contact Eddie
Greg Frost - Medicare Agent serving Chester, IL
Greg Frost

#8 Top Rated Chester Broker

217-457-5396
Contact Greg

Local Chester Medicare Insurance Representatives by Distance

Vicki Farley Medicare Agent Mount Vernon, IL 62864
Vicki Farley

  • Mount Vernon, IL 62864 (57 mi.)
Diane Finnestead Medicare Agent Licensed in IL
Diane Finnestead

  • Licensed in IL (61 mi.)
Melissa Schreder Medicare Agent Waterloo, IL 62298
Melissa Schreder

  • Waterloo, IL 62298 (33 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.)
Shannon Etheridge Medicare Agent Mascoutah, IL 62258
Shannon Etheridge

  • Mascoutah, IL 62258 (40 mi.)
Valerie Schurman Medicare Agent Belleville, IL 62221
Valerie Schurman

  • Belleville, IL 62221 (41 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.)
Stanley Burmester Medicare Agent Swansea, IL 62226
Stanley Burmester

  • Swansea, IL 62226 (43 mi.)
Keith Berkbuegler Medicare Agent Swansea, IL 62226
Keith Berkbuegler

  • Swansea, IL 62226 (43 mi.)
Edward Harriel Medicare Agent Swansea, IL 62226
Edward Harriel

  • Swansea, IL 62226 (43 mi.)
David Wamble Medicare Agent Swansea, IL 62226
David Wamble

  • Swansea, IL 62226 (43 mi.)
Kevin Klipsch Medicare Agent Licensed in IL
Kevin Klipsch

Serving Jefferson & St. Louis Counties

  • Licensed in IL (45 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 Sainte Genevieve, Perryville, Sparta, Red Bud, Pinckneyville, Murphysboro, Du Quoin, Waterloo, Farmington, and Smithton.

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 Sainte Genevieve or Perryville. 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.

Pay Now or Pay Later: The Real Cost of Medicare Advantage vs. Medigap
Written by Todd Bostic Medicare Insurance Agent
Pay Now or Pay Later: The Real Cost of Medicare Advantage vs. Medigap

Written by Todd Bostic

Medicare Advantage plans may seem like a great deal with all their extras, but they often come with hidden costs when you actually need care. With Medigap, you pay more upfront each month, but you usually walk into a doctor or hospital and owe nothing.

Medicare in 2025: Must-Know Changes and Challenges for New and Current Enrollees
Written by Douglas Carney Medicare Insurance Agent
Medicare in 2025: Must-Know Changes and Challenges for New and Current Enrollees

Written by Douglas Carney

In 2025, Medicare’s transformative changes are sparking discussions among new and current enrollees. From cost-saving measures to privatization concerns, these shifts are reshaping healthcare planning. Here are the top trending topics you need to know, based on recent updates.

Critical Medicare Mistakes to Avoid (and How to Protect Yourself)
Written by Robert Vaughan, R.Ph., MBA Medicare Insurance Agent
Critical Medicare Mistakes to Avoid (and How to Protect Yourself)

Written by Robert Vaughan, R.Ph., MBA

Whether you are approaching eligibility or helping a loved one manage their transition into Medicare, it is essential to understand what not to do. Avoiding common mistakes can save you thousands of dollars in penalties, help you access the care you need when you need it, and give you peace of mind for the future.

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 »