- Award Category: Best Gaming-Related Illustration Award Category Record # 153
- Award Type: Chesley Award
- Display Order: 500
| 1999 | ||
|---|---|---|
| Win | Dragonlance Classics 15th Anniversary Game Module | Todd Lockwood |
| 2000 | ||
| Win | Duelist | Brom |
| 2001 | ||
| Win | Crucible: Conquest of the Final Realm | Ian Miller |
| 2002 | ||
| Win | Shivan Dragon | Donato Giancola |
| 2003 | ||
| Win | Spider Queen | Todd Lockwood |
| 2004 | ||
| Win | Draconomicon | Todd Lockwood |
| 2005 | ||
| Win | Monte Cook's Arcana Unearthed | Mark Zug |
| 2006 | ||
| Win | Blazing Archon |
Gabor Szikszai?Gabor Szikszai
and
Zoltan Boros?Zoltan Boros
|
| 2007 | ||
| Win | Dragons of Faerun | Todd Lockwood |
| 2008 | ||
| Win | Vanguard: Saga of Heroes | Donato Giancola |
| 2009 | ||
| Win | Stoic Angel | Volkan Baga |
| 2010 | ||
| Win | Silverwing | Lucas Graciano |
| 2011 | ||
| Win | Amorphous Drake | Lucas Graciano |
| 2012 | ||
| Win | Distress | Michael C. Hayes |
| 2013 | ||
| Win | Ereshkigal, Death Mistress | David Palumbo |
| 2014 | ||
| Win | The Last Stand of Thorin Oakenshield | Lucas Graciano |
| 2015 | ||
| Win | Pharika, God of Affliction | Peter Mohrbacher |
| 2016 | ||
| Win | Fruit of the First Tree - Fate Reforged Magic Card | Ryan Yee |
| 2017 | ||
| Win | Die Young, Kaladesh card set | Ryan Yee |
| 2018 | ||
| Win | Offering Sagaborn RPG Core Rule Book | Melissa Gay |
| 2019 | ||
| Win | Frantic Search | Mitchell Malloy |
| 2020 | ||
| Win | King By His Own Hand | Charles Urbach |
| 2021 | ||
| Win | Sublime Epiphany | Lindsey Look |