A Medicare drug plan that worked perfectly well in 2026 isn’t automatically the best deal for 2027. Premiums can change, prescriptions can move to different formulary tiers, pharmacy arrangements can shift, and Medicare’s standard Part D cost parameters are changing next year. That matters because the plan with the cheapest monthly premium isn’t necessarily the plan that leaves the most money in your pocket after 12 months of prescriptions. Medicare Open Enrollment runs from October 15 through December 7, and changes selected during that period generally take effect January 1. Before deciding to keep your current Medicare drug plan for 2027, check these six details against the medications you actually take.