Are legal fees paid to obtain reimbursement of medical expenses deductible?

It depends. Legal fees related to a recovery for unlawful discrimination under various federal laws such as the Family and Medical Leave Act are deductible as adjustments to gross income (i.e., they are deductible whether or not a taxpayer itemizes personal deductions). However, a taxpayer cannot get any tax benefit from legal fees for other medical-related actions even if in the past they could be viewed as deductible. This is because of the suspension in 2018 through 2025 of miscellaneous itemized deductions subject to the 2%-of-adjusted-gross-income floor.