Medicare Part D guide

How to Enroll in or Switch Medicare Part D Plans: A Step-by-Step Guide

By Maxwell Kingsbury, licensed independent insurance agent · Last updated October 2026

Choosing a Medicare drug plan can feel like a lot. There are many plans, each with its own drug list, pharmacies and prices, and the right one for your neighbor may not be right for you. This guide walks you through finding and enrolling in a Part D plan on Medicare.gov, one screen at a time. If you would rather not do it alone, I'm glad to go through it with you.

It's about standalone Part D plans, which go with Original Medicare. Many Medicare Advantage plans already include drug coverage. If you have one, read Common Mistakes to Avoid before you enroll in anything.

About the screenshots. They are from Medicare.gov, an official U.S. government website, taken in October 2026 using sample information (a Pinellas County ZIP code and one common generic drug). Any plan names, prices or costs you see are examples of what the Plan Finder shows. They are not endorsements, and Maxwell Helps does not recommend or endorse any plan shown. Plans, prices and availability differ by area and year, and your screens may look different. The red ovals show where to look.

Step-by-Step: How to Enroll in a Medicare Part D Plan

Step 1: Make a list of your medications and your pharmacy

Before you open the website, write down each drug you take: its name, strength, how often you take it, and whether it's brand or generic. Include medications you take only some of the year. Note the pharmacy you use, and any others you would be willing to use.

Have your Medicare card handy too. You'll need your Medicare number to enroll.

Step 2: Check your enrollment dates

Between October 15 and December 7, anyone with Medicare can join, switch or drop a Part D plan. A change made in that window starts January 1. If you're newly eligible, you have a seven-month window around your 65th birthday. Some life events, such as moving, open a window at other times.

Tip: Don't wait for the last day. Plan websites get busy in early December, and a deadline missed by a day means waiting another year.

Step 3: Open the Medicare Plan Finder

Go to Medicare.gov/plan-compare (opens in a new tab). Choose the year you need coverage for and enter your ZIP code. You can log in to see your saved information, or continue without logging in.

Medicare.gov Plan Finder start page with the coverage year and the ZIP code box circled in red
Choose the year, then enter your ZIP code.

Step 4: Choose "Medicare drug plan (Part D)"

The next screen asks what type of plan you want to see. Pick Medicare drug plan (Part D), then select Find plans. It may ask whether you get help paying for your Medicare costs. Answer for your own situation, or choose "I don't get help from any of these programs."

Plan Finder plan type choices with Medicare drug plan Part D circled in red
Select Medicare drug plan (Part D).

Step 5: Add your drugs

Choose "Yes, include drug costs." Then start typing the name of your first medication in the search box and pick it from the list that appears. Select Add.

Plan Finder drug search box with suggestions, the search box circled in red
Type the drug name, pick it from the list, then select Add.

Step 6: Enter the dose, quantity and how often you take it

Choose the strength you take, how many you get at a time, and how often you fill it. Then select Add to my drug list. Repeat this for every medication. A missing drug makes every cost estimate wrong.

Plan Finder screen for a drug's dosage, quantity and frequency, with those fields circled in red
Set the dosage, quantity and frequency.
Tip: Choose "Add another drug" until the list is complete, then select Continue.

Step 7: Choose your pharmacies

Enter your ZIP code or use your location and select your pharmacy. You can add up to five. Add the one you use and any others you would be willing to use, including mail order if that appeals to you. The Plan Finder then shows costs at each one.

Plan Finder pharmacy selection with the added pharmacy and selected count circled in red
Check that your pharmacies show as selected, then choose Continue.
Tip: Some plans charge less at "preferred" pharmacies. Adding more than one pharmacy helps you see the difference.

Step 8: Compare plans by total cost, not just the premium

You'll see a list of plans. Sort them by Lowest drug + premium cost. For each plan, look at the Total Drug & Premium Cost for the year, not just the monthly premium. A low premium can still cost more over a year if your drugs are expensive on that plan.

Plan Finder results with the sort menu and the total drug and premium cost circled in red
Sort by lowest drug plus premium cost and compare the yearly total. The plan shown is an example, not a recommendation.

Step 9: Open the plan details

Select See plan details for any plan you're considering. The top of the page shows What you'll pay: the monthly premium and your estimated drug cost. Use View drug coverage to confirm your drugs are covered. When you're ready to join, the Enroll button is at the top right.

Plan details page with the what you'll pay box, the View drug coverage link and the Enroll button circled in red
Check the cost summary, view drug coverage, and use Enroll when you're ready.

Step 10: Check the estimated costs and your pharmacy's network status

Scroll to the drug coverage section. It lists your drugs, shows whether each pharmacy is in the plan's network, and shows your estimated costs for the year. Look for Preferred and In-network next to your pharmacy.

Drug coverage section showing the pharmacy network status circled in red
Confirm that your pharmacy is in the plan's network.

Keep scrolling to see your estimated total for the year, and the limit on what you can pay out of pocket. For 2027, Medicare says you won't pay more than $2,400 out of pocket for covered Part D drugs.

Estimated total drug and premium cost and the 2,400 dollar out-of-pocket limit circled in red
Review the estimated yearly total and the 2027 out-of-pocket limit.

Step 11: Check the plan's rules for your drugs

For each of your drugs, look at which tier it's on, and whether the plan requires prior authorization (approval first), step therapy (trying another drug first) or has quantity limits. These rules can affect whether you can get a drug when you need it, even if it's technically covered.

Tip: If a drug you take has restrictions, ask your doctor's office whether they handle approvals with that plan.

Step 12: Enroll, and confirm it

You can enroll through the Plan Finder, directly with the plan, by calling 1-800-MEDICARE, or with an agent. Have your Medicare number ready. Joining a new standalone plan cancels your old one, so you don't need to cancel it separately. Afterward, look for a confirmation and your new member ID card, and keep using your old plan until the new one starts.

Watch out: If you're in a Medicare Advantage HMO or PPO plan, joining a standalone Part D plan can drop you from your Advantage plan. See the next section.

Would you like help going through this?

There is no charge for our help. Tell me about your medications and your pharmacy, and I'll compare the Part D plans we offer. A plan costs the same whichever way you enroll.

Request a call Call 727-351-3321

Common Mistakes to Avoid

Two Ways to Lower Your Drug Costs

Extra Help. Medicare's Extra Help program can lower your premium, deductible and copays if your income and resources are within the limits. You can apply through the Social Security Administration at SSA.gov (opens in a new tab).

Medicare Prescription Payment Plan. Part D plans offer a payment option that spreads your out-of-pocket drug costs across the year in monthly amounts, instead of all at the pharmacy. Ask your plan how to opt in.

FAQs

Do I need Part D if I don't take any medications?

If you don't have other drug coverage that is at least as good as Medicare's, joining when you are first eligible helps you avoid a late-enrollment penalty later. Many people choose a low-cost plan to protect themselves.

Can I change plans in the middle of the year?

Generally not. The main window is October 15 to December 7. Some life events, such as moving out of your plan's area or losing other coverage, open a Special Enrollment Period.

What if a drug I need isn't covered?

You can ask your plan for an exception, and your doctor can help by explaining why you need it. You can also compare other plans during the next enrollment window.

Does Medicare Advantage include Part D?

Many Medicare Advantage plans include drug coverage. If yours does, you generally don't need a separate Part D plan.

How do I know if my current plan is still the best fit?

Re-enter your medications and pharmacy in the Plan Finder each fall and compare your plan's estimated total cost with the others. Plans change every year, even if your health doesn't.

Official Sources

Related Guides

Disclaimer. This guide is educational and is not medical, legal or tax advice. Plan names and costs in the screenshots are examples from Medicare.gov, are not endorsements, and may be different for you. Maxwell Kingsbury is a licensed independent insurance agent (Florida License # G365332, NPN 22312975) and is compensated by insurance carriers. Compensation for Part D plans varies by company. We do not offer every plan available in your area. Please contact Medicare.gov, 1-800-MEDICARE, or your local State Health Insurance Program (SHIP) to get information on all of your options. Not connected with or endorsed by the U.S. government or the federal Medicare program.
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