2026–2027 Medicare calendar for Oregon
| Dates | What you can do | Who it's for |
|---|---|---|
| Oct 15 – Dec 7, 2026 | Join, switch or drop a Medicare Advantage or Part D plan. Changes start January 1, 2027. | Everyone with Medicare |
| By Dec 31, 2026 | Choose a new plan so it starts January 1 with no gap. | People whose plan isn't renewing |
| Jan 1 – Feb 28, 2027 | Special enrollment period to join another plan. | People whose plan didn't renew |
| Through Mar 4, 2027 | Buy certain Medigap policies without health questions. | People whose Medicare Advantage plan ended Dec 31 |
| Jan 1 – Mar 31, 2027 | One change: another Medicare Advantage plan, or Original Medicare plus Part D. | People in Medicare Advantage on January 1 |
| Jan 1 – Mar 31, 2027 | General Enrollment Period for Part B (and Part A if you'd pay a premium). Coverage starts the next month. | People who missed their first chance |
| 30 days before to 30 days after your birthday | Switch Medigap policies to the same or lesser benefits without health questions. | Oregonians who already have Medigap |
If your plan is ending
CMS 2027 data show six companies stop selling Medicare Advantage plans in some Oregon counties, and other plans ending where the company stays. See plans ending in 2027 and what to do if your plan is leaving.
Oregon's Medigap birthday rule
Under OAR 836-052-0143, a person with a Medigap policy can move to a policy with the same or lesser benefits, from any company, starting 30 days before and ending 30 days after their birthday, every year. See does Oregon have a Medigap birthday rule.
Deadlines that depend on you
- Turning 65: your Initial Enrollment Period is the seven months around your birthday month. See when should I sign up.
- Leaving job coverage after 65: eight months after the job or coverage ends, whichever comes first, to sign up for Part B without a penalty.
- Medigap open enrollment: six months from the month your Part B starts, at any age in Oregon.
2027 amounts
The Part D out-of-pocket cap is $2,400 in 2027. CMS publishes the 2027 Part A and Part B premiums and deductibles in its yearly fact sheet in the fall; see Medicare costs for 2027.
To compare plans from the companies they work with before your deadline, you can request a call from a licensed insurance agent, or see plans for your ZIP code.
Related questions
When can I switch Medicare plans in Oregon?
Every window to change.
What is the Medicare Advantage Open Enrollment Period?
Your January to March change.
Which plans are ending in 2027?
Where to find the list.
Sources
- Medicare.gov — Joining a health or drug plan
- Medicare.gov — When does Medicare coverage start?
- eCFR — 42 CFR 422.62, election of coverage under an MA plan
- Oregon Administrative Rules — OAR 836-052-0143, annual opportunity to select another Medicare supplement policy
- CMS — CY 2027 Rate Announcement (Part D out-of-pocket threshold)
More questions in this guide
- How do I choose a Medicare plan in Oregon?
- What is the Medicare Advantage Open Enrollment Period (January to March)?
- What should I do if my Medicare Advantage plan is leaving my Oregon county?
- When can I switch Medicare plans in Oregon?
- Which Medicare plans are ending in Oregon in 2027?
Part of the guide: Medicare Open Enrollment in Oregon (2027 Plans) · All questions
Frequently asked questions
What happens if I miss December 7?
If your plan is renewing, you stay in it for 2027. If you're in Medicare Advantage on January 1, you can still make one change by March 31. Otherwise you need a special enrollment period, such as a move or a plan ending.
When does Oregon's birthday window apply?
Every year, from 30 days before to 30 days after your birthday, if you already have a Medigap policy. You can switch to the same or lesser benefits without health questions.
Do these dates change after a wildfire?
They can. If a federal, state or local emergency declaration kept you from making a change on time, you may get a special enrollment period. Call 1-800-MEDICARE.
Medicare in your Oregon county
Plans, local agents and help, county by county: Multnomah · Washington · Clackamas · Lane · Marion · Jackson · Deschutes · Linn · Douglas · Yamhill · Benton · Polk · Josephine · Umatilla · Klamath · Coos · Columbia · Lincoln · Clatsop · Malheur · All 36 counties →
