The health insurance premiums, which you pay using after-tax dollars that are not reimbursed, should be deductible as Medical Expenses/Insurance Premiums. Numbers would transfer over to Schedule A.  However, that deduction won't have value to you on your federal return unless your total medical expenses exceed 7.5% of your AGI and your total itemized deductions exceed your standard deduction.  Some states provide income tax benefits for health insurance regardless of itemizing or not at the federal level.  (Missouri provides such a health insurance adjustment to income taxed by the state. You will have to check for your state.)