Open enrollment: October 15 to December 7
This is Medicare's main yearly window, and for 2027 coverage it runs through December 7, 2026. During it you can:
- Switch from Original Medicare to a Medicare Advantage plan, or back.
- Switch from one Medicare Advantage plan to another.
- Join, switch or drop a stand-alone Part D drug plan.
Changes start January 1. If you do nothing and your plan renews, you stay in it. For 2027, CMS lists 61 Medicare Advantage plans open to everyone in Oregon and 8 stand-alone Part D plans, but what you can choose depends on your county. See Medicare by Oregon county.
Medicare Advantage Open Enrollment: January 1 to March 31
If you're in a Medicare Advantage plan on January 1, you can make one change by March 31:
- Switch to another Medicare Advantage plan, or
- Leave Medicare Advantage for Original Medicare, and join a Part D plan at the same time.
The change starts the first day of the next month. Details: what is the Medicare Advantage Open Enrollment Period.
Special enrollment periods
Certain events let you change plans at other times. Ones Oregonians often use:
- Your plan is ending. Some Oregon plans don't renew for 2027. You have until February 28, 2027; choose by December 31, 2026 for no gap. See plans ending in 2027.
- You move out of your plan's service area, or to a place with new plan choices.
- You lose job-based coverage, or your employer or union coverage changes.
- You get or lose OHP or Extra Help. People with both get extra chances to change during the year.
- A declared emergency or disaster, such as a wildfire, kept you from making a change you were eligible to make (42 CFR 422.62(b)(18)). See wildfire special enrollment.
Medigap follows different rules
Medigap policies aren't tied to open enrollment; outside a protected window the company can ask health questions. Oregon gives current Medigap policyholders a yearly window around their birthday to move to a policy with the same or lesser benefits without health questions. See does Oregon have a Medigap birthday rule.
To compare plans from the companies they work with, you can request a call from a licensed insurance agent, or see plans for your ZIP code.
Related questions
What are the Medicare deadlines in Oregon for 2027?
Every date on one calendar.
What if my plan is leaving my county?
Steps and deadlines.
How do I choose a Medicare plan in Oregon?
What to check before you switch.
Sources
- Medicare.gov — Joining a health or drug plan
- Medicare.gov — Special Enrollment Periods
- 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 — Medicare Advantage and Part D contract and enrollment data (CY2027 Landscape file)
More questions in this guide
- How do I choose a Medicare plan in Oregon?
- What are the Medicare deadlines in Oregon for 2027?
- 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?
- 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
Can I switch Part D plans from January to March if I have Original Medicare?
No. The January 1 to March 31 window is only for people in Medicare Advantage. With Original Medicare and a stand-alone Part D plan, you switch drug plans during open enrollment unless you qualify for a special enrollment period.
Do I need a reason to switch during open enrollment?
No. From October 15 to December 7 anyone with Medicare can join, switch or drop a Medicare Advantage or Part D plan for any reason.
How do I know if I qualify for a special enrollment period?
Call 1-800-MEDICARE (1-800-633-4227) and describe what happened. Each special enrollment period has its own rules and deadlines, so confirm before you count on one.
Does Oregon have its own time to switch Medigap policies?
Yes. Oregon's birthday rule (OAR 836-052-0143) lets you switch to a Medigap policy with the same or lesser benefits from 30 days before to 30 days after your birthday each year.
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 →