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Award Years for Chesley Award
| 1980's: | - | - | - | - | 1984 | - | 1986 | 1987 | 1988 | 1989 |
| 1990's: | 1990 | 1991 | 1992 | 1993 | 1994 | 1995 | 1996 | 1997 | 1998 | 1999 |
| 2000's: | 2000 | 2001 | 2002 | 2003 | 2004 | 2005 | 2006 | 2007 | 2008 | 2009 |
| 2010's: | 2010 | - | - | - | - | - | - | - | - | - |
| Best Cover Illustration - Hardcover | ||
| * | Cover (Rusalka by C. J. Cherryh) | Keith Parkinson |
| Best Cover Illustration - Paperback | ||
| * | Cover (Gryphon) | Stephen Hickman |
| Best Cover Illustration - Magazine | ||
| * | Cover (MZB Fantasy Magazine Autumn 1989) | Frank Kelly Freas and Laura Brodian Kelly Freas |
| Best Interior Illustration | ||
| * | Interior (The Dragonlover's Guide to Pern by Anne McCaffrey and Jody Lynn Nye) | Todd Cameron Hamilton |
| Best Unpublished Illustration - Color | ||
| * | Windsor McKay City | Tom Kidd |
| Best Unpublished Illustration - Monochrome | ||
| * | The Guardian | Ruth Thompson |
| Best 3D Art | ||
| * | Wave Born (bronze) | Arlin Robins |
| Best Art Direction | ||
| * | DAW Books | Betsy Wollheim and Sheila Gilbert |
| Award for Artistic Achievement | ||
| * | body of work | Don Maitz |
| Special Award | ||
| * | Contributions to ASFA | David A. Cherry |