- Year: 2007
- Category: Photography
- Title: W
- Winner/Finalist: Finalist
- Editor(s): Patrick McCarthy, chairman and editorial director and Dennis Freedman, vice chairman and creative director
- Article(s) and Author(s): (June) (September) (November)
- Year: 2007
- Category: Photo Portfolio
- Title: W
- Winner/Finalist: Finalist
- Editor(s): Patrick McCarthy, chairman and editorial director and Dennis Freedman, vice chairman and creative director
- Article(s) and Author(s): Welcome to the Motor City, by Bruce Weber (September)
- Year: 2006
- Category: Photography
- Title: W
- Winner/Finalist: Winner
- Editor(s): Patrick McCarthy, chairman and editorial director and Edward Leida, executive vice president and design director
- Article(s) and Author(s): (July) (September) (October)
- Year: 2006
- Category: Photo Portfolio/Photo Essay
- Title: W
- Winner/Finalist: Finalist
- Editor(s): Patrick McCarthy, chairman and editorial director and Dennis Freedman, vice chairman and creative director
- Article(s) and Author(s): Domestic Bliss (July) by Steven Klein
- Year: 2005
- Category: Design
- Title: W
- Winner/Finalist: Finalist
- Editor(s): Patrick McCarthy, chairman and editorial director and Dennis Freedman, vice chairman and creative director
- Article(s) and Author(s): (July) (September) (October)
- Year: 2004
- Category: Photo Portfolio/Photo Essay
- Title: W
- Winner/Finalist: Winner
- Editor(s): Patrick McCarthy, chairman and editorial director and Dennis Freedman, vice chairman and creative director
- Article(s) and Author(s): ANOTHER EDITOR The Kate Moss Portfolio (September)
- Year: 2003
- Category (Circulation): General Excellence (250,000 to 500,000)
- Title: W
- Winner/Finalist: Finalist
- Editor(s): Patrick McCarthy, chairman and editorial director
- Article(s) and Author(s): (March) (September) (December)
- Year: 2001
- Category: Photography
- Title: W
- Winner/Finalist: Finalist
- Editor(s): Patrick McCarthy, chairman and editorial director and Dennis Freedman, vice president and creative director
- Article(s) and Author(s): (February) (March) (May)
- Year: 2001
- Category: Design
- Title: W
- Winner/Finalist: Finalist
- Editor(s): Patrick McCarthy, chairman and editorial director and Edward Leida, executive vice president and design director
- Article(s) and Author(s): (February) (March) (April)
- Year: 2000
- Category: Photography
- Title: W
- Winner/Finalist: Finalist
- Editor(s): Patrick McCarthy, chairman and editorial director and Melissa Comito, photo editor
- Article(s) and Author(s): (July) (September) (October)
- Year: 2000
- Category: Design
- Title: W
- Winner/Finalist: Finalist
- Editor(s): Patrick McCarthy, chairman and editorial director and Kirby Rodriguez, art director
- Article(s) and Author(s): (March) (September) (December)
- Year: 1998
- Category: Photography
- Title: W
- Winner/Finalist: Winner
- Editor(s): Patrick McCarthy, chairman and editorial director
- Article(s) and Author(s): (March) (April) (November)
- Year: 1997
- Category (Circulation): General Excellence (1000,000 to 4000,000)
- Title: W
- Winner/Finalist: Finalist
- Editor(s): Patrick McCarthy, executive vice president and executive editor
- Article(s) and Author(s):
