For years not listed, no award was made.
- 1918
- Why Marry?, Jesse Lynch Williams
- 1920
- Beyond the Horizon, Eugene O'Neill
- 1921
- Miss Lulu Bett, Zona Gale
- 1922
- Anna Christie, Eugene O'Neill
- 1923
- Icebound, Owen Davis
- 1924
- Hell-Bent Fer Heaven, Hatcher Hughes
- 1925
- They Knew What They Wanted, Sidney Howard
- 1926
- Craig's Wife, George Kelly
- 1927
- In Abraham's Bosom, Paul Green
- 1928
- Strange Interlude, Eugene O'Neill
- 1929
- Street Scene, Elmer L. Rice
- 1930
- The Green Pastures, Marc Connelly
- 1931
- Alison's House, Susan Glaspell
- 1932
- Of Thee I Sing, George S. Kaufman, Morrie Ryskind, and Ira Gershwin
- 1933
- Both Your Houses, Maxwell Anderson
- 1934
- Men in White, Sidney Kingsley
- 1935
- The Old Maid, Zoe Akins
- 1936
- Idiot's Delight, Robert E. Sherwood
- 1937
- You Can't Take It With You, Moss Hart and George S. Kaufman
- 1938
- Our Town, Thornton Wilder
- 1939
- Abe Lincoln in Illinois, Robert E. Sherwood
- 1940
- The Time of Your Life, William Saroyan
- 1941
- There Shall Be No Night, Robert E. Sherwood
- 1943
- The Skin of Our Teeth, Thornton Wilder
- 1945
- Harvey, Mary Chase
- 1946
- State of the Union, Russel Crouse and Howard Lindsay
- 1948
- A Streetcar Named Desire, Tennessee Williams
- 1949
- Death of a Salesman, Arthur Miller
- 1950
- South Pacific, Richard Rodgers, Oscar Hammerstein II, and Joshua Logan
- 1952
- The Shrike, Joseph Kramm
- 1953
- Picnic, William Inge
- 1954
- The Teahouse of the August Moon, John Patrick
- 1955
- Cat on a Hot Tin Roof, Tennessee Williams
- 1956
- The Diary of Anne Frank, Frances Goodrich and Albert Hackett
- 1957
- Long Day's Journey Into Night, Eugene O'Neill
- 1958
- Look Homeward, Angel, Ketti Frings
- 1959
- J. B. Archibald MacLeish
- 1960
- Fiorello! George Abbott, Jerome Weidman, Jerry Bock, and Sheldon Harnick
- 1961
- All the Way Home, Tad Mosel
- 1962
- How to Succeed in Business Without Really Trying, Frank Loesser and Abe Burrows
- 1965
- The Subject Was Roses, Frank D. Gilroy
- 1967
- A Delicate Balance, Edward Albee
- 1969
- The Great White Hope, Howard Sackler
- 1970
- No Place to Be Somebody, Charles Gordone
- 1971
- The Effect of Gamma Rays on Man-in-the-Moon Marigolds, Paul Zindel
- 1973
- That Championship Season, Jason Miller
- 1975
- Seascape, Edward Albee
- 1976
- A Chorus Line, Conceived by Michael Bennett
- 1977
- The Shadow Box, Michael Cristofer
- 1978
- The Gin Game, Donald L. Coburn
- 1979
- Buried Child, Sam Shepard
- 1980
- Talley's Folly, Lanford Wilson
- 1981
- Crimes of the Heart, Beth Henley
- 1982
- A Soldier's Play, Charles Fuller
- 1983
- 'Night, Mother, Marsha Norman
- 1984
- Glengarry Glen Ross, David Mamet
- 1985
- Sunday in the Park with George, Stephen Sondheim and James Lapine
- 1987
- Fences, August Wilson
- 1988
- Driving Miss Daisy, Alfred Uhry
- 1989
- The Heidi Chronicles, Wendy Wasserstein
- 1990
- The Piano Lesson, August Wilson
- 1991
- Lost in Yonkers, Neil Simon
- 1992
- The Kentucky Cycle, Robert Schenkkan
- 1993
- Angels in America: Millennium Approaches, Tony Kushner
- 1994
- Three Tall Women, Edward Albee
- 1995
- The Young Man from Atlanta, Horton Foote
- 1996
- Rent, Jonathan Larson
- 1998
- How I Learned to Drive, Paula Vogel
- 1999
- Wit, Margaret Edson
- 2000
- Dinner with Friends, Donald Margulies
- 2001
- Proof, David Auburn
- 2002
- Topdog/Underdog, Suzan-Lori Parks
- 2003
- Anna in the Tropics, Nilo Cruz
- 2004
- I Am My Own Wife, Doug Wright
- 2005
- Doubt, a parable, John Patrick Shanleys
- 2006
- No Award
- 2007
- Rabbit Hole by David Lindsay-Abaire
- 2008
- August: Osage County by Tracy Letts
- 2009
- Ruined by Lynn Nottage
- 2010
- Next to Normal by Tom Kitt (music) and Brian Yorkey (book and lyrics)
- 2011
- Clybourne Park by Bruce Norris
- 2012
- Water by the Spoonful by Quiara Alegría Hudes
- 2013
- Disgraced by Ayad Akhtar
- 2014
- The Flick by Annie Baker
- 2015
- Between Riverside and Crazy by Stephen Adly Guirgis
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