Medicare Supplement Open Enrollment: Guaranteed Issue, No Health Questions
For six months starting the first month you're 65 or older and in Part B, a Medigap insurer can't refuse you, can't charge more for health conditions and must sell any policy it offers in your state. It may make you wait up to 6 months for coverage of a pre-existing condition, unless you had creditable coverage before. (CMS: Choosing a Medigap Policy)
| During your 6-month window | After it (most states) | |
|---|---|---|
| Can the insurer say no? | No | Yes |
| Health questions | None | Full medical underwriting |
| Price | Best available rate | Can be higher for health |
What you're buying: most Medigap plans pay the 20% coinsurance Part B leaves you with. None of the plans sold to people new to Medicare since 2020 covers the Part B deductible, $283 in 2026, and the Medigap premium comes on top of the $202.90 monthly Part B premium (CMS 2026 premiums).

Why this window matters more than the yearly one
Medicare's fall open enrollment (October 15 to December 7) lets you switch Medicare Advantage and Part D plans. It does not give Medigap rights in most states. After your six months, you can buy Medigap without health questions only in specific situations, such as losing employer coverage or leaving a Medicare Advantage plan within a trial period. A few states give broader rights. (Medicare.gov: buying a Medigap policy)

Our take: if you might want Medigap someday, buy it now
People who start with Medicare Advantage and later want Original Medicare plus Medigap are often turned down because of their health. The six-month window is the one time the door is guaranteed open. Get your dates right by checking your Medicare sign-up window, compare premiums on the Medicare premium calculator, and avoid the Part B late penalty while you're at it.
Still deciding between the two paths? Read Medicare Advantage vs Medigap: The 10-Year Cost Math.