29 wins & 65 nominations
- 2001 Nominee American Comedy Award
- Funniest Male Performer in a TV Series (Leading Role) Network, Cable or Syndication
- 1999 Nominee American Comedy Award
- Funniest Male Performer in a TV Series (Leading Role) Network, Cable or Syndication
- 1996 Winner American Comedy Award
- Funniest Male Performer in a TV Series (Leading Role) Network, Cable or Syndication
- 1995 Winner American Comedy Award
- Funniest Male Performer in a TV Series (Leading Role) Network, Cable or Syndication
- 2020 Nominee Daytime Emmy
- Outstanding Young Adult Program
Shared with: R. Lee Fleming Jr. · Shelley Zimmerman · Rebecca Glashow · Brin Lukens · Joe Davola · Don Dunn · Scott Levine · Tom Russo · Brian Sher · Stella Bulochnikov · Aron Levitz · Eric Lehrman · Kailey Marsh · William H. Brown · Seth M. Sherwood · Pornsak Pichetshote · Lance W. Lanfear
- 1999 Nominee DGA Award
- Outstanding Directorial Achievement in Comedy Series
For episode "Merry Christmas, Mrs. Moskowitz".
- 2006 Winner Primetime Emmy
- Outstanding Voice-Over Performance
For playing "Sideshow Bob". For episode "The Italian Bob". - 2001 Nominee Primetime Emmy
- Outstanding Comedy Series
Shared with: David Angell · Peter Casey · David Lee · Dan O'Shannon · Mark Reisman · Jon Sherman · Rob Hanning · Sam Johnson · Chris Marcil · Lori Kirkland Baker · Gayle Abrams · Eric Zicklin · Bob Daily · David Lloyd · Maggie Blanc
- 2002 Nominee Golden Globe
- Best Performance by an Actor in a Television Series - Comedy or Musical
- 2001 Winner Golden Globe
- Best Performance by an Actor in a Television Series - Comedy or Musical
- 1999 Nominee Golden Globe
- Best Performance by an Actor in a Television Series - Comedy or Musical
- 1998 Nominee Golden Globe
- Best Performance by an Actor in a Television Series - Comedy or Musical
- 2002 Winner Golden Satellite Award
- Best Performance by an Actor in a Series, Comedy or Musical
- 1999 Nominee People's Choice Award
- Favorite Male TV Performer
- 1994 Winner People's Choice Award
- Favorite Male Performer in a New TV Series
- 2015 Winner Razzie Award
- Worst Supporting Actor
Kelsey Grammer's equal nomination for his role in Legends of Oz: Dorothy's Return (2013) makes him the seventh actor to be nominated for a Razzie Award for portraying an animated character for little, some, or all of the duration of a motion picture (following Kim Basinger, Ahmed Best, Macaulay Culkin, Charlton Heston, Rene Russo, and Adam Sandler), as well as the second actor (following Sandler) to be nominated for his performance in a full-length animated feature film.
- 2020 Winner Young Artist Award
- Icon Award
- 2015 Winner OFTA TV Hall of Fame
- Actors and Actresses
- 2015 Winner BTVA Television Voice Acting Award
- Best Male Vocal Performance in a Television Series in a Guest Role - Comedy/Musical
As the voice of "Sideshow Bob".
- 2017 Nominee National Film Award
- Global Contribution to motion picture
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