Medicare Open Enrollment begins October 15, and sitting down with nothing but a stack of insurance advertisements isn’t the best way to choose your 2027 coverage. The annual enrollment period runs through December 7, 2026, and Medicare says beneficiaries can use it to join, switch, or drop Medicare Advantage or Medicare drug coverage for the coming year. Even if you’re happy with your current plan, premiums, provider networks, drug coverage, and other costs can change from one year to the next. A productive Medicare Open Enrollment review starts by gathering information about the healthcare you actually use rather than simply comparing advertised premiums. Before you open Medicare’s Plan Compare tool, put these seven things on the table.