Yes Turbo Tax does that automatically if you pay back the premium. But you have to have enough medical deductions to itemize (only amount over 7.5% of your AGI) and then be able to itemize deductions instead of taking the Standard Deduction.
For 2019 the standard deduction amounts are:
Single 12,200 + 1,650 for 65 and over or blind
HOH 18,350 + 1,650for 65 and over or blind
Joint 24,400+ 1,300 for each 65 and over or blind
Married filing Separate 12,200 + 1,300 for 65 and over or blind
