A non-government entityMyMedicarePlans
Speak to a Licensed Insurance Agent
855-729-3240 TTY: 711
Monday – Friday: 7am – 9pm CST
HomeMedicare 2026OregonPortlandBefore December 7: Your Portland Medicare Choices

Medicare 2026

Before December 7: Your Portland Medicare Choices

PORTLAND, Ore. — Fall 2026 is the stretch when Medicare lets you redo your coverage for the year ahead. From October 15 through December 7, 2026, people on Medicare in Portland can join, switch or drop a Medicare Advantage or Part D drug plan, or move back to Original Medicare. Whatever you pick during that window starts January 1, 2027.

See Medicare options in your area

Compare Medicare options near you

Answer 3 quick questions to see Medicare listings from licensed insurance partners.

✓ Free  ·  ✓ Takes 20 seconds  ·  ✓ No name, phone, or email needed

What’s your ZIP code?

Plan availability is set by your county, so we start here.

How old are you?

This helps match you with options you’re eligible for.

Do you have Medicare Parts A & B?

This affects which Medicare options you can choose.

Medicare options in your area

These listings are provided by licensed insurance partners.

2027 PLAN ALERT

Medicare Advantage plans in your area are changing or leaving for 2027.

One call tells you whether your plan is on the list — before enrollment opens.

Available now — current wait: 0 min

A real person answers. No phone menu, ever.

Call 855-729-3240
Annual Enrollment: Oct 15 – Dec 7

Advertising disclosure: MyMedicarePlans.org may be compensated when you contact a partner or licensed agent. Listings are not ranked or endorsed by us, and we do not recommend specific plans. You can also contact Medicare.gov, 1-800-MEDICARE, or your local SHIP.

Speak to a Licensed Insurance Agent

Click to call 855-729-3240

TTY: 711
Monday - Friday 7am - 9pm CST

BEFORE YOU ENROLL

Found a plan you like online?

One free call confirms it's actually right for you — online directories are wrong more often than you'd think.

  • Your doctors — confirmed in-network for 2027
  • Your prescriptions — checked against the plan's 2027 drug tiers
Verify it in one call

855-729-3240 · free · about 5 minutes

Oct. 15 – Dec. 7Portland, OR
Video: Rick_Coyle Video by Rick_Coyle on Pixabay

Key takeaways

  • The 2027 Annual Enrollment Period runs October 15 – December 7, 2026, and any change you make takes effect January 1, 2027.
  • You can join, switch or drop a Medicare Advantage or Part D plan, or return to Original Medicare and add a stand-alone drug plan.
  • In 2027, Part D will have a $2,400 out-of-pocket cap and a maximum deductible of $700; CMS will publish 2027 Part B figures later in the fall.
  • Multnomah County has 59 Medicare Advantage plans from 13 carriers for 2026; Oregon SHIBA offers free, unbiased help choosing.

If you do nothing, nothing breaks. Your current plan rolls into 2027 if the carrier is still offering it — just with whatever changes are spelled out in the Annual Notice of Change (ANOC) that landed in your mailbox in late September.

What you can actually change in the window

The Annual Enrollment Period (AEP) is the one time of year almost anyone with Medicare can rework their coverage, no questions asked. In Portland, that means you can:

One Portland-specific note: Multnomah County's Medicare Advantage lineup for 2026 includes 58 plans that come with drug coverage built in, and CMS currently shows no stand-alone Part D plans listed for the county's 2026 landscape. If you want a stand-alone drug plan with Original Medicare, use Medicare's Plan Finder at medicare.gov to see 2027 options as they post.

When new coverage starts

Mark one date: January 1, 2027. That is when every choice made during AEP kicks in. You do not need to cancel your old plan — enrolling in a new Medicare Advantage or Part D plan automatically ends the one you had. If you move from Advantage back to Original Medicare and sign up for a stand-alone Part D plan, that switch also takes effect January 1.

If January 1 comes and you want to change your mind about a Medicare Advantage plan, there is a second window — the Medicare Advantage Open Enrollment Period, January 1 – March 31, 2027 — when you can switch Advantage plans once or go back to Original Medicare.

What's actually new for 2027

A few program-level numbers are already locked in by CMS for next year:

The 2027 Part B standard premium and deductible, plus the IRMAA income brackets for higher earners, have not been announced yet. CMS typically releases those figures in November. We will not estimate them here — check medicare.gov when they post.

The coverage gap (the old "donut hole") is gone as of 2025; Part D now has three phases. If your drug costs come in waves, ask any plan about the Medicare Prescription Payment Plan, which spreads your out-of-pocket drug costs across the year in monthly bills.

The Portland lineup, by the numbers

Portland sits in Multnomah County, where plan availability is set. For the 2026 plan year, CMS lists 59 Medicare Advantage plans from 13 carriers serving the county, including HMO, HMO-POS and PPO designs and 15 Special Needs Plans for people with specific conditions, dual Medicare-Medicaid eligibility, or institutional care needs.

Carriers offering Medicare Advantage with drug coverage in the county include Aetna (CVS Health), AgeRight Advantage, ATRIO Health Plans, Blue Cross Blue Shield (HCSC), CareOregon Advantage, Centene (WellCare), Devoted Health, Humana, Kaiser Permanente, PacificSource Medicare, Providence Medicare Advantage Plans, Regence BlueCross BlueShield of Oregon, and UnitedHealthcare. The table below lists every plan by carrier so you can see the full field.

Heading into 2027, the Multnomah County landscape is also shifting: 18 plans are not returning, 5 are new, and 7 have been renamed. If your plan is in one of those groups, the specifics will be in your ANOC. Read it — especially the sections on your drugs, your doctors, and your maximum out-of-pocket.

Where to get unbiased, local help

You do not have to figure this out alone, and you do not have to call an insurance agent to get answers.

If you want to compare plans yourself, Medicare's Plan Finder lets you plug in your prescriptions and preferred pharmacies and see how plans stack up on your situation. That is the fairest comparison you can make.

A quick word on Star Ratings

Medicare publishes a Star Rating for each Advantage and Part D contract — a 1-to-5 score covering things like customer service, member complaints, and preventive care. For 2026 contracts in the area, CMS currently shows zero contracts rated 4 stars or higher. Ratings are one piece of information among many; they do not tell you whether a given plan covers your doctor or your medication. Use them as context, not as a verdict.

By the numbers

Medicare Part B premium, 2006–2026

The standard monthly Part B premium has climbed from $88.50 in 2006 to $202.90 in 2026. Hover any point for that year’s premium.

$0$50$100$150$200200820122016202020242026

Source: CMS. Standard premium shown; in some hold-harmless years many existing enrollees paid less. Confirm at Medicare.gov.

By the numbers

How people get Medicare in Multnomah County

66% are on Medicare Advantage
(MA penetration in Multnomah County)
66%
34%
Medicare Advantage Medicare Supplement (Medigap) Original Medicare only
U.S. average

MA penetration from CMS enrollment data; Medigap share is an estimate. U.S. average is about 54% Medicare Advantage. These are area-level figures, not plan-specific.

Key dates

Medicare enrollment periods at a glance

  • Around your 65thInitial Enrollment PeriodA 7-month window around the month you turn 65 — your first chance to sign up.
  • October 15 – December 7Annual Enrollment PeriodAnyone with Medicare can join, switch, or drop a Medicare Advantage or Part D plan.
  • January 1 – March 31Medicare Advantage Open EnrollmentIf you're already in a Medicare Advantage plan, you can make one change.
  • January 1 – March 31General Enrollment PeriodFor people who missed their first chance to sign up for Part B.
  • VariesSpecial Enrollment PeriodTriggered by life events like moving or losing other coverage.

Dates are set by Medicare and apply nationwide. Confirm your personal windows at Medicare.gov or 1-800-MEDICARE.

Compare with a licensed agent

See Medicare options serving Portland & speak with a licensed agent

Medicare Advantage companies in Multnomah County

By local enrollment size · informational, not a ranking
CompanyLocal enrollmentPlans offeredLocal agentsAction
Kaiser PermanenteRegional—Yes
UnitedHealthcareNational—Yes
Providence St Joseph HealthRegional—Yes
Careoregon IncRegional—Yes
HumanaNational—Yes
Cambia Health Solutions IncRegional—Yes
Enrollment data: CMS Medicare Advantage enrollment by company (county level). Figures shown are illustrative sample data pending the current CMS file. Listed by enrollment size, largest first — this is not a ranking, recommendation, or endorsement of any company or plan.

Provided by licensed insurance partners; MyMedicarePlans.org may be compensated. Not a ranking or endorsement of any plan.

Explore

When can you enroll? An interactive year

JFMAMJJASOND
October 15 – December 7 — anyone with Medicare can join, switch, or drop a Medicare Advantage or Part D plan. Changes take effect January 1.

Enrollment windows are federal and the same nationwide. Confirm your personal dates at Medicare.gov or 1-800-MEDICARE.

Explore

The parts of Medicare

Part A covers inpatient hospital stays, skilled nursing facility care, hospice, and some home health care. Most people pay no premium for Part A.

Good to know

Frequently asked questions

What happens if I miss the December 7 deadline?
Your current plan renews into 2027 as described in its Annual Notice of Change, assuming it is still offered. You can still change a Medicare Advantage plan once between January 1 and March 31, 2027 during the Medicare Advantage Open Enrollment Period, but after December 7 you generally cannot join or switch stand-alone Part D plans unless you qualify for a Special Enrollment Period.
Can I switch from Medicare Advantage back to Original Medicare during AEP?
Yes. You can drop your Advantage plan and return to Original Medicare between October 15 and December 7, 2026, and add a stand-alone Part D plan at the same time. The change takes effect January 1, 2027. If you want to add a Medigap (Medicare Supplement) policy, note that outside your first Medigap enrollment window, insurers in Oregon can use medical underwriting — so apply before dropping anything.
Do I need to re-enroll every year if I like my plan?
No. If your plan is offered again in 2027, you stay in it automatically. Still, read the ANOC your plan sent in September — premiums, drug tiers, copays and provider networks can change year to year.
Where can I get free help comparing plans in Portland?
Oregon SHIBA offers free, unbiased counseling at 1-800-722-4134 or shiba.oregon.gov. You can also call 1-800-MEDICARE anytime or use the Plan Finder at medicare.gov to compare plans using your own prescription list. ## Before you decide Your window is October 15 to December 7, 2026. Your effective date is January 1, 2027. Everything else — which plan, which pharmacy, which doctor network — is personal, and the best place to work through it is medicare.gov, 1-800-MEDICARE, or a free SHIBA appointment here in Oregon.
Sources & further reading
  • CMS — Medicare enrollment periods (medicare.gov)
  • CMS — MA/Part D Landscape & Plan Finder data

For personalized answers, contact Medicare.gov, 1-800-MEDICARE, or your local SHIP.

Also for Portland

Content Integrity Standards

  • No invented figures. Program-level numbers come from CMS / Medicare.gov; we never use placeholder data.
  • No plan rankings or recommendations. This is educational content. We don't rank, score, or recommend specific plans.
  • AI-assisted, human-reviewed. Articles are produced with AI-assisted tools and reviewed by the responsible desk before publishing.
  • Inline sourcing. Facts and figures are cited to primary sources — CMS, SSA, and Medicare.gov.
  • Correction transparency. We fix errors openly and note when a page was last updated.
  • Not a government site. MyMedicarePlans.org is privately owned and not affiliated with or endorsed by Medicare or any government agency.

This page was last updated: October 2026.

Medicare plans in your area changing for 2027 — check yoursCall