| 2026-04-04 | Best-selling 2010 Kitty Kelley celebrity biography |
| 2025-07-08 | Celebrity who sometimes put gifts under her audience members' seats |
| 2024-05-18 | Portrayer of Mrs. Which in 2018's "A Wrinkle in Time" |
| 2024-04-24 | Celebrity whose middle name is Gail, appropriately enough |
| 2024-03-31 | Who cries "You get a car, you get a car!" in a viral meme |
| 2024-02-11 | Talk show host nominated for an Academy Award |
| 2023-11-06 | Longtime show host known as the "Queen of All Media" |
| 2023-10-31 | Big name in media and philanthropy |
| 2023-10-13 | Highest-rated daytime talk show in American history |
| 2023-08-10 | Media mogul whose production company is her name in reverse |
| 2023-01-31 | One-named "Queen of All Media" |
| 2022-09-10 | Co-host of the 1970s program "People Are Talking" |
| 2022-07-22 | First Black female billionaire, informally |
| 2022-04-06 | Celeb with a good friend named Gayle |
| 2022-01-14 | Author of "What I Know for Sure," familiarly |
| 2021-07-25 | Noted book club leader |
| 2021-05-23 | High-profile interviewer of Harry and Meghan |
| 2021-02-07 | The "O" of OWN |
| 2021-01-17 | O icon |
| 2020-12-25 | Book club leader on TV |
| 2020-12-15 | Talk show queen named after a figure in Ruth |
| 2020-11-01 | Host of an Apple TV+ book club |
| 2020-06-11 | Head of Harpo Productions |
| 2019-12-30 | What the "O" of O magazine stands for |
| 2019-08-13 | Founder of Harpo Productions |
| 2019-04-11 | She played Mrs. Which in 2018's "A Wrinkle in Time" |
| 2019-04-09 | Entertainer Marx / Entertainer Winfrey |
| 2018-08-06 | The "O" of O magazine |
| 2018-03-06 | Who said "I'm black. I don't feel burdened by it .... It's part of who I am. It does not define me" |
| 2017-06-21 | The "O" of the magazine O |
| 2017-03-17 | The "O" in television's OWN |
| 2017-01-05 | She played Annie Lee in "Selma" |
| 2016-08-09 | She's got her OWN network |
| 2016-05-24 | Show on which Dr. Phil became famous, familiarly |
| 2016-05-17 | O of the magazine world |
| 2016-04-21 | TV personality with the best seller "What I Know for Sure" |
| 2016-02-10 | Celeb parodied by Maya Rudolph on "S.N.L." |
| 2015-11-10 | O, The ___ Magazine |
| 2015-07-12 | Actress in "Selma," familiarly |
| 2014-12-24 | What "O" on a newsstand stands for |
| 2014-07-26 | Voice actress in Disney's "The Princess and the Frog" |
| 2014-05-29 | Media icon with an eponymous Starbucks beverage |
| 2012-01-24 | Noted talk show retiree of 2011 |
| 2011-11-01 | What "O" stands for in the magazine business |
| 2011-07-24 | Hit TV show that ended in 2011 |
| 2010-12-05 | Long-running hit TV show based in Chicago |
| 2010-10-10 | First name in TV talk |
| 2010-04-30 | Player of Sethe in "Beloved" |
| 2010-04-15 | Co-producer of the film "Precious" |
| 2009-09-01 | TV host with a book club |
| 2009-07-19 | Big name in daytime TV |
| 2009-04-20 | Winfrey who said "I still have my feet on the ground, I just wear better shoes" |
| 2008-10-15 | She played Sofia in "The Color Purple" |
| 2008-07-29 | First name in book clubs |
| 2008-07-02 | Daytime TV staple |
| 2007-05-20 | Longtime staple of daytime TV |
| 2007-02-25 | Show taped at Chicago's Harpo Studios |
| 2006-12-11 | TV host with a book club |
| 2006-10-26 | Daily TV staple since 1986 |
| 2006-09-11 | Chicago-based TV talk show |
| 2006-07-01 | Friend of Dr. Phil |
| 2006-04-24 | First name in daytime talk |
| 2006-01-29 | Book club name |
| 2005-06-28 | Where Dr. Phil got famous |
| 2005-01-29 | Show of compassion? |
| 2004-12-06 | TV host Winfrey |
| 2004-09-26 | What "O" stands for in publishing |
| 2004-04-16 | Book club name |
| 2003-10-26 | Daytime TV staple |
| 2003-10-07 | Colleague of Dr. Phil |
| 2002-12-01 | Big fan of Dr. Phil |
| 2002-03-17 | Big name in book clubs |
| 2001-11-04 | Popular afternoon host |
| 2001-01-26 | Sofia's portrayer in "The Color Purple" |
| 2001-01-08 | TV's Winfrey |
| 2000-10-25 | Afternoon TV staple |
| 2000-10-08 | First name in daytime TV |
| 2000-06-11 | Big name in book clubs |
| 2000-05-11 | First name in TV talk |
| 2000-04-21 | Daytime TV staple |
| 1999-09-11 | Big name in book clubs |
| 1999-07-15 | Big name in daytime TV |
| 1999-03-20 | Sofia's portrayer in "The Color Purple" |
| 1999-02-22 | Big name in daytime TV |
| 1997-10-22 | Geraldo competitor |
| 1995-11-02 | Competitor of Montel |
| 1995-10-16 | TV's Winfrey |
| 1995-09-21 | Afternoon TV name |
| 1994-12-07 | Competitor of Phil |
| 1994-08-03 | Rival of Sally |
| 1994-06-24 | Chicago-based TV show |
| 1994-06-20 | Competition for Geraldo |