The Robert Chesley Awards for Lesbian and Gay Playwriting honor the legacy of playwright Robert Chesley (1943–1990), whose 1984 play Night Sweats was the first produced full-length work to address the AIDS crisis.

For many years, these awards were presented at the Publishing Triangle’s ceremony. After 2007, administration shifted fully to the Robert Chesley/Victor Bumbalo Foundation, which continues to support queer playwrights through new initiatives rather than public award presentations. Today, the foundation recognizes writers making significant contributions to LGBTQ theater by offering residencies at the Wurlitzer Foundation in Taos, New Mexico.

During the period when the Chesley Awards were presented alongside the Publishing Triangle Awards, the foundation honored playwrights in multiple categories, including emerging talent and lifetime achievement.

The winners in this era were:

2007

Lifetime Achievement, Eric Bentley
Emerging Playwright, Chris Weikel

2006

Playwriting, Kathleen Warnock
Playwriting, Megan Terry

2005

Lifetime Achievement, Michael Kearns
Emerging Playwright, Jorge Ignacio Cortiñas

2004

Playwriting, Rebecca Ranson
Playwriting, Jane Shepard

2003

Playwriting, H.M. Koutoukas
Playwriting, Rev. Alvin Carmines Jr.

2002

Emerging Talent, Christopher Shinn
Emerging Talent, Shelia Callaghan

2001

Lifetime Achievement, María Irene Fornés

2000

Playwriting, Jeff Weiss

1999

Playwriting, Madeleine Olnek

1998

Playwriting, Chay Yew

1997

Playwriting, Paula Vogel

1996

Lifetime Achievement: Robert Patrick
Lifetime Achievement, Susan Miller

1995

Playwriting, Victor Lodato

1994

Playwriting, Lisa Kron
Lifetime Achievement, Doric Wilson