List of TAX Deductions Single or Married Filing Separately — $5,450 Married Filing Jointly or Qualifying Widow(er) — $10,900 Head of Household — $8,000 Medical expenses State and local income taxes Charitable contributions Casualty losses Unreimbursed out-of-pocket job expenses Miscellaneous expenses Student Loan Interest Deduction — up to $2,500 Tuition and Fees Deduction — up [...]