I believe you are referring to health insurance premiums. You can enter Medicare part B, C, and D when you enter your Form SSA-1099 reporting social security income in TurboTax. If you have other health insurance premiums, you can enter them in the Deductions and Credits section, then Medical, then Medical Expenses. They will appear on schedule A as itemized deductions along with your Medicare premiums you enter in the social security income entry screen. Medical expenses are itemized deductions that are only deductible on your federal tax return to the extend they exceed 7.5% of your adjusted gross income. Itemized deductions will not benefit you on your federal return if your standard deduction is more. They may benefit you on your state return though.