The 1099-Q is our first priority and Hal_Al is correct that you want to use it first. Avoid tax, penalty and no entry needed now. You can divide up your eligible expenses as you see fit. The IRS allows you to wrangle the numbers. Just keep a record so you know how you allocated income, in case they ask.
Only money that has been taxed can be used as a medical deduction on sch A. Medical items covered by health insurance and pre-tax dollars do not count as medical expenses.
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