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What Sets Us Apart
Dependable, Reliable & Financially Strong
Competitive Pricing & Value-Added Benefits
Professional Safety Services & Free Safety Resources
Integrated Health & Claims Services
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The Chesapeake Employers' Advantage

We Make Coverage Easy

We can take the confusion out of workers' compensation insurance coverage.

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Get Covered Across the States

Did you know that Chesapeake Employers has teamed up with a national insurer to provide an insurance solution for other states coverage?

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The Chesapeake Difference

More Maryland businesses choose Chesapeake Employers than any other workers' compensation insurance company.

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Keeping Your Premium Low

We work to help you control your premium costs by championing workplace safety along with creating a return-to-work program.

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Featured News & Resources

New CEO Mark Isakson Shares Good News for Policyholders

6/14/2023

Customer Update – Corporate Dividends Announced for 2023 FAQs

3/1/2022

Cancellation due to non-payment for a prior policy term will resume August 1, 2023

Chesapeake Employers' Insurance Company will reinstate normal premium cancellation practices, specifically canceling a current term policy due to non-payment (balance due) for a prior policy term, effective August 1, 2023.

6/22/2023

Chesapeake Employers’ 2022 Annual Report

Read our financial and operational highlights from our 108th year in business providing workers’ compensation insurance coverage to Maryland businesses.

9/28/2023

Now Offering Informative Webinars

FREE to Attend Online - Registration Required. Check out the latest webinars including Landscaping and Arborist Safety, Understanding and Responding to Workplace Violence, Exploring Safety Center, and Defensive Driving Awareness.

5/12/2023

Featured News & Resources

New CEO Mark Isakson Shares Good News for Policyholders

6/14/2023

Customer Update – Corporate Dividends Announced for 2023 FAQs

3/1/2022

Cancellation due to non-payment for a prior policy term will resume August 1, 2023

Chesapeake Employers' Insurance Company will reinstate normal premium cancellation practices, specifically canceling a current term policy due to non-payment (balance due) for a prior policy term, effective August 1, 2023.

6/22/2023

Chesapeake Employers’ 2022 Annual Report

Read our financial and operational highlights from our 108th year in business providing workers’ compensation insurance coverage to Maryland businesses.

9/28/2023

Now Offering Informative Webinars

FREE to Attend Online - Registration Required. Check out the latest webinars including Landscaping and Arborist Safety, Understanding and Responding to Workplace Violence, Exploring Safety Center, and Defensive Driving Awareness.

5/12/2023
In the Community

Chesapeake Employers strives to support local charitable organizations and causes in Maryland.

Chesapeake Employers is proud to be a founding sponsor of and key contributor to Kids’ Chance of Maryland.

Caring for Marylanders is more than a job for our employees and our organization, it's our passion. Our giving spirit guides all we do, both at work and in the community.

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