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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: City | Donato Giancola |
| Best Cover Illustration - Paperback | ||
| * | Cover: Tangled Webs | Todd Lockwood |
| Best Cover Illustration - Magazine | ||
| * | Cover: The Magazine of Fantasy and Science Fiction, July 2003 | Bob Eggleton |
| Best Interior Illustration | ||
| * | Crossing Into the Empire | Todd Lockwood |