Total Chesley Wins

19	Donato Giancola
14	Todd Lockwood
13	Michael Whelan
12	Bob Eggleton
10	Don Maitz
8	David A. Cherry, Irene Gallo, James Gurney
7	Tom Kidd
6	Stephen Hickman
5	Jamie Warren Youll
4	Alan M. Clark, Carl Lundgren, Clayburn Moore, Dean Morrissey, John Jude Palencar, John Picacio
3	James C. Christensen, Kinuko Y. Craft, Frank Frazetta, Frank Kelly Freas, Gary Lippincott, Ingrid Neilson, Omar Rayyan, Vincent Villafranca, Bob Walters, Janny Wurts
2	Rick Berry, Brom, Simon Dominic, Daniel Dos Santos, Arnie Fenner, Cathy Fenner, Matt Fertig, Marc Fishman, Brian Froud, Sheila E. Gilbert, Lucas Graciano, Dell Harris, Johnna Klukas, Alan Lee, Stephan Martiniere, Ian Miller, David Lee Pancake, Keith Parkinson, Teresa Patterson, Jon Schindehette, Wojtek Siudmak, Geoffrey Surrette, Charles Vess, Dawn Wilson, Wizards of the Coast, Betsy Wollheim

Total Chesley Nominations
[Number of wins in brackets]

50	Michael Whelan [13]
48	Bob Eggleton [12]
38	Todd Lockwood [14]
33	Donato Giancola [19]
32	Don Maitz [10]
20	Kinuko Y. Craft [3]
18	David A. Cherry [8], Stephen Hickman [6], John Picacio [4]

Chesley Never-Winners
Number of nominations without ever having won

14	Jim Burns
12	Ron Walotsky
10	Leo & Diane Dillon, Stephen Youll
9	Real Musgrave
8	Holly Bird, Jael, David Stevenson
7	John Howe, Lawrence Allen Williams
6	Jon Foster, David A. Hardy, Mark Harrison, Carol Heyer, William O'Connor, David Palumbo, Don Puckey, Ruth Sanderson

Total Chesley Losses
Number of times nominated but lost [Number of wins in bracket]

37	Michael Whelan [13]
36	Bob Eggleton [12]
24	Todd Lockwood [14]
22	Don Maitz [10]
17	Kinuko Y. Craft [3]
14	Jim Burns, Donato Giancola [19], John Picacio [4]