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Chesapeake, Virginia: health insurance

Chesapeake is in Chesapeake city. Here is what Chesapeake residents should know about coverage.

Coverage in Chesapeake

Chesapeake has about 253,886 residents (U.S. Census Bureau 2023 estimate).

Plans for Chesapeake residents are determined by Chesapeake city, home to about 253,886 people (2023 estimate). Medicare Advantage plans and marketplace plans are offered by area, so use your ZIP code when you compare, and make sure a plan covers Chesapeake city before you choose it.

  • Turning 65 in Chesapeake? Your Initial Enrollment Period runs seven months around your birthday. VICAP (Virginia Insurance Counseling and Assistance Program) offers free counseling at 1-800-552-3402.
  • Buying your own plan? Shop through Virginia's Insurance Marketplace.
  • Medicaid questions? Virginia Department of Medical Assistance Services (DMAS) handles applications.

Virginia note: Virginia's insurance regulator isn't a standalone department the way most states structure it -- the Bureau of Insurance is a division of the State Corporation Commission (SCC), the same body that also oversees Virginia's Insurance Marketplace.

Colleges and universities near Chesapeake

Virginia public institutions include University of Virginia, Virginia Tech, Virginia Commonwealth University. Students and employees at these schools should check their school’s student health or benefits office, because campus plans and employer plans work differently from individual coverage. More about Virginia colleges.

Do Chesapeake and Chesapeake city have the same plans?

Plans are offered by service area, and Chesapeake falls under Chesapeake city. A plan that serves Chesapeake city is generally the one that applies to you.

Do I have to enroll if I call?

No. A call is a conversation about your options.

Chesapeake residents: call 855-367-1095

Call Lander LLC to go over your options. There is no cost to call or to speak with an agent, and you are never required to enroll in anything.

Call 855-367-1095

Other major Virginia cities

Reviewed by Richard Lander, licensed insurance agent (NPN 21255551), Lander LLC. Last updated October 3, 2026. This page is educational and is not a quote, an offer of coverage, or legal or tax advice.

Do it yourself

Prefer to look and enroll yourself?

Compare plans and enroll on your own time. Or call 855-367-1095 any time you want a licensed agent’s help.

Medicare

Medicare Open Enrollment starts October 15th

Take a look at Virginia plans, or go ahead and enroll yourself. Call if you need any help with your application.

Look at plansCall 855-367-1095
Under 65 · ACA

ACA Open Enrollment opens November 1st

Open enrollment starts November 1st. Not sure which Virginia plan is right for you? Call and we'll help you find it.

Call for assistance finding the right plan855-367-1095

Questions along the way? Call 855-367-1095 for assistance.