The Drama Desk Award for Outstanding Actor in a Play was an annual award presented by Drama Desk in recognition of achievements in the theatre across collective Broadway, off-Broadway and off-off-Broadway productions in New York City. The award was one of eight new acting awards first presented in 1975, when Drama Desk retired an earlier award that had made no distinction between work in plays and musicals, nor between actors and actresses, nor between lead performers and featured performers. After the 2022 ceremony, all eight acting categories introduced in 1975 were retired. The award for Outstanding Actor in a Play, along with Outstanding Actress in a Play, were replaced in 2023 with the gender neutral category of Outstanding Lead Performance in a Play.

Winners and nominees

1970s

1980s

1990s

2000s

2010s

2020s

Multiple wins