| Season | Ceremony Date | Venue | Notes | Ref. |
|---|
| 1990–1991 | April 1, 1991 | The Trophy Room at Gallagher's | Host: Lynne Meadow Special Awards: Circle Repertory Theatre; Rosetta LeNoire | [4] |
| 1991-1992 | May 11, 1992 | Lucille Lortel Theatre | Host: Ernie Anastos, Special Awards: Terrence McNally; Blue Man Group; Ellen Stewart | [5] |
| 1992-1993 | May 17, 1993 | Lucille Lortel Theatre | Host: Ernie Anastos, Special Awards: John Lee Beatty; John Willis | [6] |
| 1993-1994 | May 16, 1994 | Lucille Lortel Theatre | Host: Bruce Weber, Special Awards: Theatre for a New Audience; A.R. Gurney; Irene Worth | [7] |
| 1994-1995 | April 24, 1995 | Lucille Lortel Theatre | Host: Wendy Wasserstein, Special Awards: Horton Foote; Uta Hagen; Signature Theatre Company | [8] |
| 1995-1996 | May 6, 1996 | Lucille Lortel Theatre | Hosts: Walter Cronkite and Wendy Wasserstein, Special Awards: Athol Fugard; Gene Feist; Edith Oliver | [9] |
| 1996-1997 | May 5, 1997 | Lucille Lortel Theatre | Host: Ernie Anastos, Special Awards: Gerard Alessandrini; Rob Fisher | [10] |
| 1997-1998 | May 4, 1998 | Lucille Lortel Theatre | Host: Jane Alexander, Special Award: Arthur Miller | [11] |
| 1998-1999 | May 3, 1999 | Lucille Lortel Theatre | Hosts: Bea Arthur and Ossie Davis, Special Awards: Harold Pinter; Tom Jones; Harvey Schmidt; Jerry Orbach; Brooklyn Academy of Music; Classic Stage Company | [12] |
| 1999-2000 | May 1, 2000 | Lucille Lortel Theatre | Hosts: Joy Behar and Sam Harris, Special Awards: Eileen Heckart; Jason Robards; Charles Busch and Israel Horovitz | [13] |
| 2000-2001 | May 7, 2001 | Lucille Lortel Theatre | Hosts: Alan Cumming and Brooke Shields, Special Awards: Lanford Wilson; New York Theatre Workshop; Kitty Carlisle Hart | [14] [15] |
| 2001-2002 | May 6, 2002 | Lucille Lortel Theatre | Hosts: Tim Robbins and Susan Sarandon , Special Awards: Edward Albee; Ruby Dee; Elaine Stritch at Liberty; Second Stage Theatre | [16] [17] |
| 2002-2003 | May 5, 2003 | Lucille Lortel Theatre | Host: B.D. Wong, Special Awards: Marian Seldes; The Exonerated ; Vineyard Theatre | [18] [19] |
| 2003-2004 | May 3, 2004 | Minetta Lane Theatre | Hosts: Richard Thomas and Joanna Gleason, Special Awards: Kathleen Chalfant; The Public Theatre; Noche Flamenca | [20] |
| 2004-2005 | May 2, 2005 | Dodger's Stages | Hosts: Julie Halston and Bruce Vilanch, Special Awards: Frances Sternhagen; Irish Repertory Theatre | [21] |
| 2005-2006 | May 1, 2006 | New World Stages | Hosts: Judy Gold and Brían F. O'Byrne, Special Awards: Wendy Wasserstein; John Patrick Shanley; Betty Corwin; Atlantic Theater Company | [22] [23] |
| 2006-2007 | May 7, 2007 | New World Stages | Hosts: Bebe Neuwirth and Bobby Cannavale, Special Awards: Christopher Durang; Actors' Fund of America | [24] |
| 2007-2008 | May 5, 2008 | Union Square Theater | Host: Julie White, Special Awards: Theodore Mann; Primary Stages; New York Theatre Workshop's Horizon | [25] |
| 2008–2009 | May 3, 2009 | Marriott Marquis Hotel | Host: Kristen Johnston, Special Awards: Ira Weitzman; The Lark Play Development Center | [26] |
| 2009–2010 | May 2, 2010 | Terminal 5 | Hosts: Bryan Batt and Bebe Neuwirth, Special Awards: Daryl Roth; Lincoln Center Theatre | [27] [28] |
| 2010–2011 | May 1, 2011 | NYU Skirball Center | Hosts: Zach Braff, Samantha Bee, Special Awards: Lynne Meadow; Gary Glaser; Gatz | [29] |
| 2011–2012 | May 6, 2012 | NYU Skirball Center | Host: Mario Cantone, Special Awards: Richard Frankel; Richard Foreman; FDNY; Voca People | [30] |
| 2012–2013 | May 5, 2013 | NYU Skirball Center | Hosts: Aasif Mandvi, Maura Tierney, Special Awards: Todd Haimes; Neil LaBute; Theatre Development Fund; Old Hats | [31] |
| 2013–2014 | May 4, 2014 | NYU Skirball Center | Hosts: Megan Mullally, Nick Offerman, Special Awards: Robyn Goodman; Richard Nelson | [32] |
| 2014–2015 | May 10, 2015 | NYU Skirball Center | Hosts: Jesse Tyler Ferguson, Anna Chlumsky, Special Awards: Terrence McNally; Jeanine Tesori; Nancy Nagel Gibb | [33] |
| 2015–2016 | May 8, 2016 | NYU Skirball Center | Host: Zachary Levi, Special Awards: Oskar Eustis; The Wooster Group | [34] |
| 2016–2017 | May 7, 2017 | NYU Skirball Center | Host: Taran Killam, Special Awards: David Hyde Pierce; Elevator Repair Service | [35] |
| 2017–2018 | May 6, 2018 | NYU Skirball Center | Hosts: Laura Benanti and Jeremy Shamos, Special Awards: Kathleen Chalfant; The York Theatre Company | [36] |
| 2018–2019 | May 5, 2019 | NYU Skirball Center | Host: Mike Birbiglia, Special Awards: Edward Albee (posthumous); Page 73 Productions | [37] |
| 2019–2020 | Postponed due to the COVID-19 pandemic | [38] |
| 2020–2021 | May 2, 2021 | Virtual | Held virtually due to the COVID-19 pandemic | [39] |
| 2021–2022 | May 1, 2022 | NYU Skirball Center | Hosts: Jelani Alladin, Jared Grimes, Jeff Hiller, Krysta Rodriguez, Christopher Sieber and Jennifer Simard, Special Awards: Deirdre O'Connell; David Henry Hwang | [40] |
| 2022–2023 | May 7, 2023 | NYU Skirball Center | Hosts: Kevin Cahoon, D'Arcy Carden, Crystal Lucas-Perry, Bonnie Milligan, Arian Moayed and Tamara Tunie, Special Awards: Stephen McKinley Henderson; Ntozake Shange | [41] |
| 2023-2024 | May 5, 2024 | NYU Skirball Center | Hosts: Rosalind Chao, Jenn Colella, Michael Esper, Eden Espinosa, B.D. Wong and Nikki M. James, Special Awards: Ruben Santiago-Hudson; Dominique Morisseau; Ars Nova | [42] |
| 2024-2025 | May 4, 2025 | NYU Skirball Center | Hosts: Ilana Glazer, Maya Hawke, Stephanie Nur, and Alaska Thunderfuck, Special Awards: Alice Childress; New Federal Theatre; Carol Fishman | [43] |
| 2025-2026 | May 3, 2026 | NYU Skirball Center | Special Awards: Mia Katigbak; William Finn | [44] |