860 Washington Ave, Chestertown, MD 21620  •  Call us  (410) 778-9008

We make it simple.


All benefits plans come complete with Employee and Individual Support Services.

Association Medical Coverage


Complete the form linked below to get started.

Yes, there is an app for that.



Many of our carriers have developed mobile apps design specifically to help our customers with their benefit plans. We have compiled a list in our app library. Each item on the list contains a direct link to its download link on the iTunes store for iOS devices or Google+ for Android devices.

Click on the button below to take you to the library.

What our customers say...


Our customers are our fans. We consistently deliver on our promises.

The service we deliver and the products we offer make our clients happy time and again.

“I have very complex and difficult personal insurance needs. I place a premium on ease, simplicity and straight communication. That's why I'm so pleased with  Chesapeake Benefits. They placed everything I was looking for in a prompt and responsive manner.”

When we  made decisions to change carriers or our plans, those decisions are not only based on what we believe the carrier can provide us, but also on the fact that we know Chesapeake Benefits will be a part of the relationship.

Herbert Ford


Dolores Gorgone, Chief Financial Officer

The Aspen Institute

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