A non-government entityMyMedicarePlans
Speak to a Licensed Insurance Agent
855-729-3240 TTY: 711
Monday – Friday: 7am – 9pm CST
HomeMedicare Part DWyomingCheyenneMedicare Questions in Cheyenne? Free 2027 Help

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.

See options in your area

Compare Medicare options near you

Answer 3 quick questions to see Medicare Advantage, Medigap, and Part D 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?

Most Medicare Advantage and Medigap options require both.

Medicare options in your area

These listings are provided by licensed insurance partners.

2027 DRUG LIST ALERT

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

Available now — current wait: 0 min

A real person answers. No phone menu, ever.

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

Want to see more plan options?

Answer a few more questions to continue to additional options from licensed partners.

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 855-729-3240

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

Thoughtful older woman at window in Cheyenne — illustrating this Medicare guide
Photo: Naitian(Tony) Wang Photo by Naitian(Tony) Wang on Unsplash

Key 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:

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:

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:

Mark These Dates

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.

$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 Laramie County

24% are on Medicare Advantage
(MA penetration in Laramie County)
24%
76%
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.

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.

Phase 1
Deductible
You pay full price for covered drugs until you meet your plan's deductible (no more than $615 in 2026).
Phase 2
Initial coverage
You and your plan share costs through copays or coinsurance.
Phase 3
Catastrophic coverage
Once your out-of-pocket drug spending hits $2,100 in 2026 ($2,400 in 2027), you pay nothing more for covered drugs for the rest of the year.

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.

$3,000
$2,100 cap
$1,211estimated out-of-pocket
$0saved by the cap

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

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.

Good to know

Frequently asked questions

Q: I just turned 65. Do I have to sign up for Medicare right away?
A: It depends on whether you (or your spouse) are still working and have employer coverage. Most people should at least enroll in Part A when first eligible. SHIIP or 1-800-MEDICARE can walk you through your specific timing so you avoid late-enrollment penalties.
Q: Is SHIIP really free? What's the catch?
A: There's no catch. SHIIP is funded through a federal grant and staffed by trained counselors who don't sell insurance. They also can't tell you which plan to pick — but they'll help you compare so you can decide.
Q: My prescriptions are expensive. Is there help beyond the Part D out-of-pocket cap?
A: Yes. **Extra Help** (also called the Low-Income Subsidy) can reduce Part D premiums and copays for people with limited income and resources. The **Medicare Prescription Payment Plan** can also spread costs across the year. Ask a SHIIP counselor whether you qualify.
Sources & further reading
  • CMS — Medicare Part D program rules (medicare.gov)

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

Part D drug lists change for 2027 — check your prescriptionsCall