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| Award | Year (↑) | Category | Nominee / Winner | Person |
|---|---|---|---|---|
| Daytime Emmy Awards | 1997 | Outstanding Talk Show | Winner | |
| RATTY Award | 1998 | Best Host for a News, Talk or Informational Series | Winner | Oprah Winfrey |
| Daytime Emmy Awards | 1998 | Outstanding Talk Show | Nominee | |
| People's Choice Award | 1998 | Favorite Female Television Performer | Winner | Oprah Winfrey |
| Daytime Emmy Awards | 1998 | Outstanding Talk Show Host | Winner | Oprah Winfrey |
| Daytime Emmy Awards | 1998 | Outstanding Multiple-Camera Editing | Winner | John Strolla, Mike Mabbott, Joseph Puglise, Tim Drover, Rich Mikan, Neil Coleman |
| Daytime Emmy Awards | 1999 | Outstanding Makeup | Nominee | Roosevelt Cartwright |
| EW's All Time Greatest/Worst Lists | 1999 | 100 Greatest TV Moments (#15) | Winner | 'The Oprah Winfrey Show' Goes National |
| Daytime Emmy Awards | 1999 | Outstanding Talk Show | Nominee | |
| Daytime Emmy Awards | 1999 | Outstanding Main Title Design | Nominee | |
| Daytime Emmy Awards | 1999 | Outstanding Hairstyling | Nominee | Andre Walker |
| Daytime Emmy Awards | 1999 | Outstanding Lighting Direction | Winner | Tara Denise; Dennis Size |
| Daytime Emmy Awards | 1999 | Outstanding Directing in a Talk Show | Nominee | Joseph C. Terry |
| TV Guide Award (televised) | 1999 | Favorite Daytime Talk Show | Nominee | |
| People's Choice Award | 1999 | Favorite Female Television Performer | Nominee | Oprah Winfrey |
| Daytime Emmy Awards | 1999 | Outstanding Multiple Camera Editing | Nominee | |
| Daytime Emmy Awards | 2000 | Outstanding Achievement in Multiple Camera Editing | Winner | |
| TV Guide Award (televised) | 2000 | Favorite Daytime Talk Show | Nominee | |
| Daytime Emmy Awards | 2001 | Outstanding Achievement in Lighting Direction | Nominee | Tara Denise |
| TV Guide Award (televised) | 2001 | Favorite Talk/Variety Star | Nominee | Oprah Winfrey |
| Daytime Emmy Awards | 2001 | Outstanding Achievement in Multiple Camera Editing | Winner | |
| TV Guide's All Time Greatest/Worst Lists | 2002 | 50 Greatest TV Shows (#49) | Winner | |
| Daytime Emmy Awards | 2002 | Outstanding Achievement in Multiple Camera Editing | Nominee | |
| People's Choice Award | 2002 | Favorite Female Television Performer | Nominee | Oprah Winfrey |
| Daytime Emmy Awards | 2003 | Outstanding Achievement in Hairstyling | Winner | |
| Daytime Emmy Awards | 2003 | Outstanding Achievement in Lighting Direction | Winner | |
| Daytime Emmy Awards | 2003 | Outstanding Achievement in Makeup | Nominee | |
| Daytime Emmy Awards | 2003 | Outstanding Achievement in Multiple Camera Editing | Winner | |
| TV Guide Award (televised) | 2004 | Greatest TV Moments of 2004 (#1) | Winner | Oprah gives away cars |
| Online Television Academy Award | 2004 | Best Talk or Service Series | Nominee | |
| Online Television Academy Award | 2004 | Best Host for a Talk or Service Series | Nominee | Oprah Winfrey |
| TV Times Readers' Choice | 2004 | Best Daily/Syndicated Talk Show (#1) | Voted | |
| Daytime Emmy Awards | 2004 | Outstanding Achievement in Multiple Camera Editing | Nominee | |
| Daytime Emmy Awards | 2004 | Outstanding Achievement in Hairstyling | Nominee | |
| Daytime Emmy Awards | 2004 | Outstanding Achievement in Lighting Direction | Nominee | |
| People's Choice Award | 2004 | Favorite Female Television Performer | Nominee | Oprah Winfrey |
| GLAAD Media Award | 2004 | Outstanding Television Talk Show | Winner | |
| Daytime Emmy Awards | 2004 | Outstanding Achievement in Makeup | Nominee | |
| People's Choice Award | 2004 | Favorite Talk Show Host | Winner | Oprah Winfrey |
| Online Television Academy Award | 2005 | Best Host for a Talk or Service Series | Nominee | Oprah Winfrey |
| TV Times Readers' Choice | 2005 | Best Daily/Syndicated Talk Show (#2) | Voted | |
| E!'s 101 Lists | 2005 | 101 Craziest TV Moments (#1) | Winner | Tom Cruise jumps on Oprah Winfrey's couch |
| Golden Gasm Award | 2005 | Most Memorable Moment, Unscripted | Winner | Tom Cruise goes nuts |
| GLAAD Media Award | 2005 | Outstanding Television Talk Show Episode | Winner | |
| Daytime Emmy Awards | 2005 | Outstanding Achievement in Art Direction/Set Decoration/Scenic Design | Winner | |
| Daytime Emmy Awards | 2005 | Outstanding Achievement in Lighting Direction | Winner | |
| Golden Gasm Award | 2005 | Most Annoying Male | Nominee | Tom Cruise |
| Daytime Emmy Awards | 2005 | Outstanding Achievement in Hairstyling | Nominee | |
| Daytime Emmy Awards | 2005 | Outstanding Achievement in Multiple Camera Editing | Winner | |
| Tubey Award | 2005 | Best Advertisement for Converting to Scientology | Winner | Tom Cruise |
