| Year | Award | Ceremony | Nomination | Movie |
|---|
| 2015 | Primetime Emmy | Primetime Emmy Awards | Outstanding Variety Talk Series | Late Show with David Letterman (1993) |
| 2015 | People's Choice Award | People's Choice Awards, USA | Favorite Late Night Talk Show Host | |
| 2014 | People's Choice Award | People's Choice Awards, USA | Favorite Late Night Talk Show Host | |
| 2013 | OFTA Television Award | Online Film & Television Association | Best Male Performance in a Fiction Program | Late Show with David Letterman (1993) |
| 2013 | People's Choice Award | People's Choice Awards, USA | Favorite Late Night Talk Show Host | |
| 2012 | OFTA Television Award | Online Film & Television Association | Best Male Performance in a Fiction Program | Late Show with David Letterman (1993) |
| 2012 | People's Choice Award | People's Choice Awards, USA | Favorite Late Night TV Host | Late Show with David Letterman (1993) |
| 2011 | Career Achievement Award | Television Critics Association Awards | | |
| 2010 | Primetime Emmy | Primetime Emmy Awards | Outstanding Children's Nonfiction Program | When Families Grieve (2010) |
| 2010 | OFTA Television Award | Online Film & Television Association | Best Male Performance in a Fiction Program | Late Show with David Letterman (1993) |
| 2009 | Primetime Emmy | Primetime Emmy Awards | Outstanding Variety, Music or Comedy Series | Late Show with David Letterman (1993) |
| 2009 | Primetime Emmy | Primetime Emmy Awards | Outstanding Writing for a Variety, Music or Comedy Series | Late Show with David Letterman (1993) |
| 2009 | People's Choice Award | People's Choice Awards, USA | Favorite Talk Show Host | |
| 2009 | WGA Award (TV) | Writers Guild of America, USA | Comedy/Variety - (Including Talk) Series | Late Show with David Letterman (1993) |
| 2008 | Primetime Emmy | Primetime Emmy Awards | Outstanding Individual Performance in a Variety or Music Program | Late Show with David Letterman (1993) |
| 2008 | Primetime Emmy | Primetime Emmy Awards | Outstanding Writing for a Variety, Music or Comedy Program | Late Show with David Letterman (1993) |
| 2008 | OFTA Television Award | Online Film & Television Association | Best Host or Performer of a Variety, Musical, or Comedy Program | Late Show with David Letterman (1993) |
| 2007 | Primetime Emmy | Primetime Emmy Awards | Outstanding Individual Performance in a Variety or Music Program | Late Show with David Letterman (1993) |
| 2007 | Primetime Emmy | Primetime Emmy Awards | Outstanding Writing for a Variety, Music or Comedy Program | Late Show with David Letterman (1993) |
| 2007 | OFTA Television Award | Online Film & Television Association | Best Host or Performer of a Variety, Musical, or Comedy Program | Late Show with David Letterman (1993) |
| 2006 | Primetime Emmy | Primetime Emmy Awards | Outstanding Individual Performance in a Variety or Music Program | Late Show with David Letterman (1993) |
| 2006 | Primetime Emmy | Primetime Emmy Awards | Outstanding Writing for a Variety, Music or Comedy Program | Late Show with David Letterman (1993) |
| 2006 | OFTA Television Award | Online Film & Television Association | Best Host or Performer in a Miscellaneous Series or Special | Late Show with David Letterman (1993) |
| 2006 | People's Choice Award | People's Choice Awards, USA | Favorite Late Night Talk Show Host | |
| 2005 | Primetime Emmy | Primetime Emmy Awards | Outstanding Writing for a Variety, Music or Comedy Program | Late Show with David Letterman (1993) |
| 2005 | OFTA Television Award | Online Film & Television Association | Best Host or Performer of a Variety, Musical, or Comedy Program | Late Show with David Letterman (1993) |
| 2004 | Primetime Emmy | Primetime Emmy Awards | Outstanding Writing for a Variety, Music or Comedy Program | Late Show with David Letterman (1993) |
| 2003 | Primetime Emmy | Primetime Emmy Awards | Outstanding Writing for a Variety, Music or Comedy Program | Late Show with David Letterman (1993) |
| 2003 | OFTA Television Award | Online Film & Television Association | Best Host or Performer in a Variety, Musical, or Comedy Series | Late Show with David Letterman (1993) |
| 2002 | Primetime Emmy | Primetime Emmy Awards | Outstanding Writing for a Variety, Music or Comedy Program | Late Show with David Letterman (1993) |
| 2002 | OFTA Television Award | Online Film & Television Association | Best Host or Performer in a Variety, Musical, or Comedy Series | Late Show with David Letterman (1993) |
| 2002 | WGA Award (TV) | Writers Guild of America, USA | Comedy/Variety (Including Talk) - Series | Late Show with David Letterman (1993) |
| 2001 | Primetime Emmy | Primetime Emmy Awards | Outstanding Individual Performance in a Variety or Music Program | Late Show with David Letterman (1993) |
| 2001 | Primetime Emmy | Primetime Emmy Awards | Outstanding Writing for a Variety, Music or Comedy Program | Late Show with David Letterman (1993) |
| 2001 | Career Achievement Award | Television Critics Association Awards | | |
| 2001 | TV Guide Award | TV Guide Awards | Talk-Variety Star of the Year | |
| 2001 | WGA Award (TV) | Writers Guild of America, USA | Comedy/Variety (Including Talk) - Series | Late Show with David Letterman (1993) |
| 2000 | Primetime Emmy | Primetime Emmy Awards | Outstanding Writing for a Variety, Music or Comedy Program | Late Show with David Letterman (1993) |
| 2000 | OFTA Television Award | Online Film & Television Association | Best Host or Performer in a Variety, Musical, or Comedy Series | Late Show with David Letterman (1993) |
| 2000 | WGA Award (TV) | Writers Guild of America, USA | Comedy/Variety (Including Talk) - Series | Late Show with David Letterman (1993) |
| 1999 | Primetime Emmy | Primetime Emmy Awards | Outstanding Writing for a Variety or Music Program | Late Show with David Letterman (1993) |
| 1999 | American Comedy Award | American Comedy Awards, USA | Funniest Male Performer in a TV Special (Leading or Supporting) Network, Cable or Syndication | Late Show with David Letterman (1993) |
| 1999 | OFTA Television Award | Online Film & Television Association | Best Host or Performer in a Variety, Musical, or Comedy Series | Late Show with David Letterman (1993) |
| 1998 | Primetime Emmy | Primetime Emmy Awards | Outstanding Performance in a Variety or Music Program | Late Show with David Letterman (1993) |
| 1998 | Primetime Emmy | Primetime Emmy Awards | Outstanding Writing for a Variety or Music Program | Late Show with David Letterman (1993) |
| 1998 | OFTA Television Award | Online Film & Television Association | Best Host of a Talk or Service Show | Late Show with David Letterman (1993) |
| 1997 | Primetime Emmy | Primetime Emmy Awards | Outstanding Writing for a Variety or Music Program | Late Show with David Letterman (1993) |
| 1996 | Primetime Emmy | Primetime Emmy Awards | Outstanding Variety, Music or Comedy Series | Late Show with David Letterman (1993) |
| 1996 | Primetime Emmy | Primetime Emmy Awards | Outstanding Writing for a Variety or Music Program | Late Show with David Letterman: Video Special II (1996) |
| 1996 | American Comedy Award | American Comedy Awards, USA | Funniest Male Performer in a TV Series (Leading Role) Network, Cable or Syndication | Late Show with David Letterman (1993) |
| 1995 | Primetime Emmy | Primetime Emmy Awards | Outstanding Variety, Music or Comedy Series | Late Show with David Letterman (1993) |
| 1995 | Primetime Emmy | Primetime Emmy Awards | Outstanding Individual Achievement in Writing for a Variety or Music Program | Late Show with David Letterman: Video Special (1995) |
| 1995 | Career Achievement Award | Television Critics Association Awards | | |
| 1994 | Primetime Emmy | Primetime Emmy Awards | Outstanding Individual Achievement in Writing in a Variety or Music Program | Late Show with David Letterman (1993) |
| 1994 | Career Achievement Award | Television Critics Association Awards | | |
| 1993 | Primetime Emmy | Primetime Emmy Awards | Outstanding Variety, Music or Comedy Series | Late Night with David Letterman (1982) |
| 1993 | Primetime Emmy | Primetime Emmy Awards | Outstanding Writing in a Variety or Music Program | Late Night with David Letterman (1982) |
| 1993 | Career Achievement Award | Television Critics Association Awards | | |
| 1992 | Primetime Emmy | Primetime Emmy Awards | Outstanding Individual Achievement in Writing in a Variety or Music Program | Late Night with David Letterman (1982) |
| 1992 | Primetime Emmy | Primetime Emmy Awards | Outstanding Variety, Music or Comedy Program (Series) | Late Night with David Letterman (1982) |
| 1991 | Primetime Emmy | Primetime Emmy Awards | Outstanding Variety, Music or Comedy Program | Late Night with David Letterman (1982) |
| 1991 | Primetime Emmy | Primetime Emmy Awards | Outstanding Writing in a Variety or Music Program | Late Night with David Letterman (1982) |
| 1990 | Primetime Emmy | Primetime Emmy Awards | Outstanding Variety, Music or Comedy Series | Late Night with David Letterman (1982) |
| 1990 | Primetime Emmy | Primetime Emmy Awards | Outstanding Writing in a Variety or Music Program | Late Night with David Letterman (1982) |
| 1989 | Primetime Emmy | Primetime Emmy Awards | Outstanding Variety, Music or Comedy Program | Late Night with David Letterman (1982) |
| 1989 | Primetime Emmy | Primetime Emmy Awards | Outstanding Writing in a Variety or Music Program | Late Night with David Letterman (1982) |
| 1988 | Primetime Emmy | Primetime Emmy Awards | Outstanding Variety, Music or Comedy Program | Late Night with David Letterman (1982) |
| 1988 | Primetime Emmy | Primetime Emmy Awards | Outstanding Variety, Music or Comedy Program | Late Night with David Letterman (1982) |
| 1988 | Primetime Emmy | Primetime Emmy Awards | Outstanding Writing in a Variety or Music Program | Late Night with David Letterman (1982) |
| 1987 | Primetime Emmy | Primetime Emmy Awards | Outstanding Variety, Music or Comedy Program | Late Night with David Letterman (1982) |
| 1986 | Primetime Emmy | Primetime Emmy Awards | Outstanding Variety, Music or Comedy Program | Late Night with David Letterman (1982) |
| 1985 | Primetime Emmy | Primetime Emmy Awards | Outstanding Variety, Music or Comedy Program | Late Night with David Letterman (1982) |
| 1985 | Primetime Emmy | Primetime Emmy Awards | Outstanding Writing in a Variety or Music Program | Late Night with David Letterman (1982) |
| 1985 | Primetime Emmy | Primetime Emmy Awards | Outstanding Writing in a Variety or Music Program | Late Night with David Letterman (1982) |
| 1984 | Primetime Emmy | Primetime Emmy Awards | Outstanding Variety, Music or Comedy Program | Late Night with David Letterman (1982) |
| 1984 | Primetime Emmy | Primetime Emmy Awards | Outstanding Writing in a Variety or Music Program | Late Night with David Letterman (1982) |
| 1984 | Primetime Emmy | Primetime Emmy Awards | Outstanding Writing in a Variety or Music Program | Late Night with David Letterman (1982) |
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