Manage Your Policy

Managing your policy online has never been easier.

Chesapeake Employers’ Insurance Company offers an ever-expanding array of online services that makes managing your policy fast, easy, and convenient. 

    Log in or Create an Account

Policyholders are encouraged to log in or create an online account in order to take advantage of all the benefits that come with your policy. There are many advantages of having an account. Here are just a few:

  • View premium information and pay your bill using a credit card or electronic funds transfer (EFT)
  • Request or print Certificates of Insurance 
  • View and print free safety material from our expansive safety resource library
  • Access safety videos, view our  Employer Handbook, and the  Guide to Creating a Drug Testing Program
  • Report an injury and file the Employers’ First Report of Injury form

There are many ways to pay your bill.    Pay Your Bill

We make paying your bill a cinch. You can pay by credit card, check, electronic funds transfer (EFT), or money order.

We have multiple payment options available

Make a payment without signing in using our Express Pay service.

Log in or create an account to make a secure online payment.

You may call our Customer Service Department at 1-800-264-4943 or 410-494-2000.
Mon. - Fri. (8:00 a.m. - 5:00 p.m.)


Send your payment by mail to:
Chesapeake Employers' Insurance Company, P.O. Box 17076, Baltimore, MD 21297-0421.

    Request or Print a Certificate of Insurance

A Certificate of Insurance certifies to a third party that you have workers’ compensation coverage with Chesapeake Employers' Insurance Company. 

Need a Certificate of Insurance?

Create, download, or print a Certificate of Insurance right from your desktop or mobile device. Simply log into your online account and click the e-Certificates link located on the left-side of the page. All you need to do is enter a few pieces of information, that's it!

For policyholders who require more specific information on a Certificate, such as a custom job description, or if the certificate holder is not domiciled in Maryland, please contact your insurance agent or our Customer Service department at 1-800-264-4943

You can also request a Certificate of Insurance via email by using our Contact Us service. Be sure to include the following information in your email message: 

  • Your policy number
  • Name and address of the person or business requesting proof of insurance
  • Job location
  • Primary contractor's contract or job number

renew your policy    Renewing Your Policy

The typical Chesapeake Employers' policy has a duration of one year from the effective date of the original policy term.

In order to ensure that your business remains covered, and that your employees stay protected, we automatically initiate the renewal process towards the end of your existing policy term. We will not automatically bill you or renew your policy without first receiving consent from you or your agent.