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A guide
to annual
enrollment
2023

Losing health coverage? Need to apply for a plan? Keep reading for resources to help you find coverage.

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What is the Annual Enrollment Period?

People who get Medicare need to know the facts about this important enrollment window. Cityblock gives you the basics in under a minute.

Medicare Annual Enrollment Period vs. Open Enrollment Period

Choosing coverage can be complicated. Download a guide that breaks down the differences between two important enrollment periods.

How do health plan enrollment periods work?

Health insurance can be complicated. To start your journey, think about which group of statements below best describes you.

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Medicare Annual Enrollment Period

The Medicare Annual Enrollment Period (also called AEP) is every year from October 15th to December 7th. It’s a time when people getting Medicare can make changes to their coverage. 

The AEP enrollment window applies to Original Medicare, Medicare Advantage, and Medicare-Medicaid (D-SNP) coverage.

Look into finding a health plan during the Medicare Annual Enrollment Period if the following describes you:

• I am 65 or about to turn 65.

• I currently have Medicare, or a Medicare-Medicaid (D-SNP) plan.

• I’m under 65, but have a disability that keeps me from working.

Follow the link below to browse Medicare plans in your area.

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Open Enrollment for Medicaid

If you’re a member of a Medicaid plan, or think you may be eligible for Medicaid, enrollment works a little differently.

• You can enroll in a Medicaid health plan at any time of year, as long as you’re eligible.

• Your child may qualify for the Children’s Health Insurance Program (CHIP), even if you don’t qualify for Medicaid.

Make sure to double-check your Medicaid eligibility before December 31st! The requirements can change each year.

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Open Enrollment Period

If you aren’t eligible for Medicare or Medicaid, Open Enrollment is the only time of year you can get health coverage without a qualifying event. (Check the FAQ to learn about qualifying events.)

The Open Enrollment Period is every year from November 15th to December 31st. This is a time when people can look for health plans on their state’s Health Insurance Marketplace.

Look into finding a health plan during the Open Enrollment Period if the following describes you:

• I am 18 to 64, and do not have a disability that keeps me from working.

• I don’t get health insurance through my employer.

• I don’t qualify for Medicaid.

Find your state Marketplace below.

Multicolor illustration of clipboard and document with checkmarks

Some questions to ask yourself as you look for coverage:

  • • Are the providers I want to see in-network?
  • • Are my prescriptions covered?
  • • How often do I expect I’ll need healthcare services next year? Are my needs going to change, or stay the same?
  • • What additional benefits, if any, do I need?

Frequently Asked Questions

I’m a Cityblock member, and I’m worried I’m losing my healthcare. Can my care team help me?

Your Cityblock team is here for you. If you’re losing health coverage, they can connect you to state and federal resources that can help.

Call us

I’m turning 65 soon, or just turned 65. Can I still enroll during Medicare Annual Enrollment?

Short answer: yes! 

People who are about to turn 65, or who just did, have an enrollment window called the Initial Enrollment Period. This is your personal window to join Medicare for the first time. Whenever it happens, you can enroll in Original Medicare, Medicare Advantage, and/or Medicare Part D (Prescription Drugs).

Check enrollment periods

I have Medicare, but I missed AEP! Is there another time I can make changes to my plan?

If you missed AEP, don’t worry. You may still be able to make changes to your health coverage.

Here are some of the other windows for enrollment in Medicare plans:

  • Medicare General Enrollment: General Enrollment runs from January 1st-March 31st every year. 
  • Special Enrollment Periods: When certain life events happen, you’ll qualify for a Special Enrollment Period. These windows to enroll in new health insurance can happen at any time of year, and don’t involve paying extra fees. Some examples of events that can lead to a Special Enrollment Period include: your current plan not being offered for the next year, getting married or divorced, moving.

Medicare.gov gives more details here about the different types of Medicare enrollment periods. Visit this page for a more detailed list of life events that trigger a Special Enrollment Period.

Learn more

Can I ever enroll in a new health plan outside of the enrollment windows above?

If you become eligible for Medicaid, you can enroll at any time of year. This is also true for CHIP.

If you aren’t eligible for Medicaid, you can enroll in new health coverage when certain life changes happen. This is true whether you get Medicare, insurance through work, or have a plan through the Marketplace. These are called qualifying events. They include changes to your life and household like:

  • • Moving 
  • • Losing your current health coverage
  • • Getting married or divorced
  • • Having a baby or adopting a child
  • • Change in income

When you have a qualifying event, you qualify for a Special Enrollment period. This Special Enrollment Period can happen at any time of year. Learn more about Special Enrollment Periods for all types of healthcare.

Learn more

I'm not a Cityblock member. Can you help me?

If you’re not a Cityblock member, you can still get personalized help enrolling in a new plan. HealthCare.gov has a tool that connects people to local enrollment help. Visit the tool and enter your zip code. 

Learn more

We’re here to help

Whether it’s to learn more about our services, ask questions about your membership, or to schedule a visit, call us—we’d love to hear from you. We’re available Monday - Friday, 8am - 8pm ET.

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