Practically impossible to have enough out of pocket medical expense to be able to deduct it. I live in Oregon and they allow 100% deductible on their state tax, Federal not so much. Remember before Ronald Reagan lowered taxes all that was deductible, as was all interest paid including credit cards. Rates went down but deductions disappeared. Clinton came along and retirement income became taxable including SS.
Another blind side of Obozo care is if you need a medical device like for sleep apnea. The providers charge an arm and a leg. So you are better off finding a provider with good prices on the equipment/gear and writing the costs off with your taxes.