The first Pulitzer Prize for Drama was awarded in 1918 to Jesse Lynch Williams for his play "Why Marry?".

Eugene O'Neill holds the record for the most Pulitzer Prizes for Drama, with four awards for his plays "Beyond the Horizon" (1920), "Anna Christie" (1922), "Strange Interlude" (1928), and "Long Day's Journey into Night" (1957).

Michael R. Jackson's "A Strange Loop" won the Pulitzer Prize for Drama in 2021, becoming the first musical to win the award since 1996.

Walter Prichard Eaton, a drama critic for The New York Tribune, served as the first chair of the Pulitzer Prize Drama Jury from 1918 to 1922.

August Wilson's "Fences" won the Pulitzer Prize for Drama in 1987, becoming the first play in the playwright's "Pittsburgh Cycle" to receive the award.

Lorraine Hansberry became the first African American playwright to win the Pulitzer Prize for Drama in 1959 for her play "A Raisin in the Sun".

Tony Kushner's "Angels in America: Millennium Approaches" won the Pulitzer Prize for Drama in 1993, with its companion play "Angels in America: Perestroika" winning the award the following year.

Edward Albee's "Who's Afraid of Virginia Woolf?" won the Pulitzer Prize for Drama in 1963 and is considered one of the most important plays of the 20th century.

Marsha Norman's "'night, Mother" won the Pulitzer Prize for Drama in 1983, becoming the first play by a female playwright to win the award in 10 years.

Nilo Cruz became the first Hispanic playwright to win the Pulitzer Prize for Drama in 2003 for his play "Anna in the Tropics".

David Mamet's "Glengarry Glen Ross" won the Pulitzer Prize for Drama in 1984, becoming one of the playwright's most acclaimed works.

Thornton Wilder's "Our Town" won the Pulitzer Prize for Drama in 1938 and is considered a classic of American theater.

Suzan-Lori Parks' "Topdog/Underdog" won the Pulitzer Prize for Drama in 2002, making her the first African American woman to win the award.

David Henry Hwang became the first Asian American playwright to win the Pulitzer Prize for Drama in 1988 for his play "M. Butterfly".

Lynn Nottage's "Ruined" won the Pulitzer Prize for Drama in 2009, becoming the first play by a black woman to win the award in 20 years.