Because you are married and living together you really only have two choices.
Married Filing Joint (which is generally the best way)
Married Filing Separate.
You will have to have a lot in itemized deductions for the Federal return to itemize in 2018. The Standard deduction increased to $24,000 and an additional $1,300 each if over age 64.
So the $60 a month for the medical costs, may not matter, however TurboTax will help walk you through this process to make sure you get all the deductions and credits you are entitled to.
