Call your SHIP office to see if you qualify for assistance with your prescription drug costs. You can complete Social Security’s Application for Extra Help by applying online, calling Social Security, or applying at your local Social Security office. You may automatically be eligible if you have Medicare and: Are dual eligible with Medicaid. Receive Medicare Savings Program help to pay your Part B premiums. Claim Supplemental Security Income (SSI) benefits. After you qualify, you can choose a Medicare prescription drug plan. If you do not select a plan, the Centers for Medicare & Medicaid Services (CMS) will do it for you.