| 100% | GERE | 4 | "Dr. T and the Women" star, 2000 |
| 57% | WHAT | 4 | "___ Women Want?" 2000 romantic comedy starring Mel Gibson and Helen Hunt, with a question in the title |
| 51% | CECILIA | 7 | ___ Payne-Gaposchkin, British astronomer and the woman who first explained the chemical composition of stars |
| 50% | AMYADAMS | 8 | Star of Enchanted and The Woman in the Window |
| 49% | CLAIM | 5 | The —, 2000 film drama starring Peter Mullan and Milla Jovovich |
| 49% | CELL | 4 | The —, 2000 film thriller starring Jennifer Lopez and Vince Vaughn |
| 49% | GIFT | 4 | The —, 2000 mystery film starring Cate Blanchett and Giovanni Ribisi |
| 49% | PERFECTSTORM | 12 | The —, 2000 action film starring George Clooney and Mark Wahlberg |
| 49% | YARDS | 5 | The —, 2000 crime drama starring Mark Wahlberg and Joaquin Phoenix |
| 49% | DISH | 4 | The —, 2000 comedy-drama film starring Sam Neill and Billy Mitchell |
| 49% | PATRIOT | 7 | The —, 2000 historical film drama starring Mel Gibson and Heath Ledger |
| 49% | ATEAM | 5 | The —, 1980s US television series starring George Peppard and Mr T |
| 47% | DRE | 3 | Dr. ___, rapper and producer who is one of the richest hip hop stars |
| 47% | DREWBARRYMORE | 13 | Star and producer of the 2000 hit film "Charlie's Angels": 2 wds. |
| 47% | WHITE | 5 | Mike —, writer and star of the 2000 film comedy Chuck and Buck |
| 45% | YAM | 3 | The woman kept ___mering on and on, she wouldn't stop talking |
| 44% | MGS | 3 | Music’s Booker T and the — |
| 43% | WEBB | 4 | World Golf Hall of Famer Karrie who won the 2000 and 2001 U.S. Women's Open |
| 43% | VIOLA | 5 | Actress Davis of Fences and The Woman King |
| 43% | ALDA | 4 | And the Band Played On star |
| 43% | DRT | 3 | "__ & the Women": 2000 Gere film |
| 43% | DRT | 3 | "__ & the Women": 2000 Altman film |
| 42% | GERE | 4 | Dr. Travis's portrayer in "Dr. T & the Women" |
| 42% | QUINTABRUNSON | 13 | "Abbott Elementary" creator and star who was one of Glamour's 2023 Women of the Year: 2 wds. |
| 42% | SHONE | 5 | The woman had no trouble and excelled |
| 42% | HORNE | 5 | Star of the 1981 one-woman show The Lady and Her Music |
| 41% | HAVEAHEART | 10 | Don't be cruel, and what the starred answers do |
| 41% | FAWCETT | 7 | Gere's wife in "Dr. T & the Women" |
| 41% | ALGIERS | 7 | The Women of __, works by Picasso and Delacroix |
| 41% | CHRISTINE | 9 | __ and the Queens, bilingual French pop star |