Medicare Part D
Medicare Questions in Cheyenne? Free 2027 Help
CHEYENNE, Wyo. — If Medicare feels like a maze, you are not alone. With more than 17,500 people age 65 and older living in Laramie County, questions about coverage, drug costs, and enrollment deadlines come up every day around Cheyenne. The good news: you can get straight answers locally, at no cost.
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Answer 3 quick questions to see Medicare Advantage, Medigap, and Part D listings from licensed insurance partners.
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?
Most Medicare Advantage and Medigap options require both.
These listings are provided by licensed insurance partners.
Will your prescriptions still be covered in 2027?
Part D plans rewrite their drug lists every year — tiers move, pharmacies change, drugs drop off. One call checks your exact medications against the 2027 plans in your area.
- Every prescription checked, name by name
- Your pharmacy checked for preferred pricing
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Continue →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 855-729-3240Key takeaways
- Laramie County has more than 17,500 people age 65 and older, and Wyoming's SHIIP program offers free, unbiased Medicare help at 1-800-856-4398.
- SHIIP counselors are volunteers or staff who don't sell insurance or work on commission, while licensed agents are paid by insurance companies when you enroll.
- Cheyenne's Laramie County has 12 Medicare Advantage plans from 3 carriers with drug coverage (MA-PD) options, while stand-alone Part D drug plans are offered statewide rather than by county.
- Missing Medicare enrollment windows usually means waiting a full year to make changes, so it's smart to review your options each fall.
Cheyenne Has Free, Unbiased Medicare Help — Here's Where to Start
This guide walks through where to turn for help, what's new for 2027, and how to avoid common mix-ups.
Start With Wyoming SHIIP — Your Local, Unbiased Option
Every state has a State Health Insurance Assistance Program (SHIP). In Wyoming, it's called SHIIP — the Wyoming State Health Insurance Information Program, run through the Wyoming Department of Health.
SHIIP counselors are trained volunteers and staff who do not sell insurance and do not work on commission. They can help you:
- Understand the differences between Original Medicare, Medigap, Medicare Advantage, and Part D.
- Compare drug plan options on Medicare.gov's Plan Finder.
- Apply for programs that help with premiums or drug costs (like Extra Help or the Medicare Savings Programs).
- Review a denial or appeal.
You can reach Wyoming SHIIP at 1-800-856-4398. Appointments are often available in Cheyenne through local senior centers and county aging offices.
Licensed Agents Are Another Option — Know the Difference
Licensed insurance agents and agencies can also help Cheyenne residents pick a plan, and many are knowledgeable and helpful. The key difference: agents are paid by insurance companies when you enroll, and most only represent the carriers they're contracted with.
That's not automatically bad — it just means it helps to:
- Ask which carriers the agent represents.
- Ask if they can show you all the plans available in Laramie County, or only some.
- Confirm they're licensed in Wyoming.
Using SHIIP and an agent is a perfectly reasonable combo. SHIIP gives you the neutral lay of the land; an agent can walk you through paperwork once you've decided.
What's Available Around Cheyenne
Cheyenne is in Laramie County, where 12 Medicare Advantage plans are offered in 2026, from 3 carriers with MA-PD (Medicare Advantage with prescription drug coverage) options. The 2027 lineup is detailed in each plan's Annual Notice of Change and on Medicare.gov's Plan Finder. Stand-alone Part D drug plans are offered on a statewide basis in Wyoming rather than at the county level, so counselors and the Plan Finder tool will help you sort through those separately.
Availability and specific plan features change every year, which is why the fall review window matters so much.
Key 2027 Numbers to Know
A few program-wide facts are worth writing down before you sit down with a counselor:
- $2,400 — the out-of-pocket cap on Part D covered drugs in 2027 (it is $2,100 for 2026). Once you hit it, you pay nothing for covered prescriptions the rest of the year.
- $615 — the maximum Part D deductible allowed in 2026 (plans can set theirs lower).
- The "donut hole" is gone. As of 2025, Part D has three phases instead of four.
- Medicare Prescription Payment Plan — an optional program that lets you spread your drug costs into monthly payments instead of paying big amounts at the pharmacy counter.
- IRMAA — higher-income surcharges on Part B and Part D start above $109,000 in income for a single filer in 2026.
Mark These Dates
- October 15 – December 7: Medicare Annual Enrollment Period. You can join, switch, or drop a Medicare Advantage or Part D plan. Changes take effect January 1.
- January 1 – March 31: Medicare Advantage Open Enrollment Period. If you're already in a Medicare Advantage plan, you get one chance to switch to another MA plan or return to Original Medicare (and pick up a Part D plan).
Missing these windows usually means waiting a full year, so if you're on the fence, it's smart to at least review your options each fall.
A Word About Star Ratings
You'll see "Star Ratings" (1 to 5 stars) attached to Medicare Advantage and Part D contracts on Medicare.gov. They're a CMS quality measure covering things like customer service, member complaints, and drug safety. Under CMS's 2026 Star Ratings, 2 of the Medicare Advantage contracts offering plans in Laramie County are rated 4 stars or higher, but ratings are only one factor — your doctors, your prescriptions, and your budget usually matter more. A SHIIP counselor can help you weigh the whole picture.
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.
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 Laramie County
(MA penetration in Laramie County)
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.
Prescription coverage
How Medicare Part D works in 2027
The old coverage gap (“donut hole”) is eliminated as of 2025 (three phases now). The yearly cap on what you pay out of pocket for covered drugs is $2,100 in 2026 and $2,400 in 2027, and you can spread those costs across the year with the Medicare Prescription Payment Plan.
Try it
How the 2026 Part D drug cap works
Slide to your estimated yearly prescription costs and see how the new $2,100 out-of-pocket cap protects you. This illustrates the standard Part D benefit; your plan may structure costs differently.
Once your out-of-pocket spending on covered drugs reaches $2,100, you pay nothing more for the rest of 2026. Confirm details at Medicare.gov.
Explore
When can you enroll? An interactive year
Enrollment windows are federal and the same nationwide. Confirm your personal dates at Medicare.gov or 1-800-MEDICARE.
Good to know
Frequently asked questions
Q: I just turned 65. Do I have to sign up for Medicare right away?
Q: Is SHIIP really free? What's the catch?
Q: My prescriptions are expensive. Is there help beyond the Part D out-of-pocket cap?
- CMS — Medicare Part D program rules (medicare.gov)
For personalized answers, contact Medicare.gov, 1-800-MEDICARE, or your local SHIP.