If you want to right off medical expenses on your taxes, one of the easiest ways is to itemize your deductions and include your health-related expenses on your Schedule A. The expenses must be qualified and greater than 10% of your adjusted gross income. Expenses paid for you by your employer do not count, nor do any monies you paid from a health savings account (HSA) or a flexible spending account (FSA). Items you can deduct include out-of-pocket expense like copays to physicians, copays on prescription medications, dental treatment, medical devices and glasses or contact lenses.
If your employer pays for part of your premium, the portion you pay is not deductible since you are paying that premium with pre-tax dollars. If you are on Medicare, you can only deduct Part A if you are not receiving Social Security Benefits. However, Part B is a qualified expense that is deductible, as is premium payments for Part D.