| 100% | JULIAROBERTS | 12 | "Pretty Woman" actress who was in the back seat during Gwen Stefani's "Carpool Karaoke" segment: 2 wds. |
| 73% | JANEKRAKOWSKI | 13 | "30 Rock" actress who was in the back seat during Lin-Manuel Miranda's "Carpool Karaoke" segment: 2 wds. |
| 67% | MISSYELLIOTT | 12 | "Work It" rapper who was in the back seat during Michelle Obama's "Carpool Karaoke" segment: 2 wds. |
| 42% | JULIAROBERTS | 12 | "Pretty Woman" actress who was People's Most Beautiful Person five times, most recently in 2017: 2 wds. |
| 41% | MEGANFOX | 8 | American actress who was in the music video of Eminem's "Love the Way You Lie": 2 wds. |
| 41% | JULIAROBERTS | 12 | "Pretty Woman" actress who played the title role in 2000's "Erin Brockovich": 2 wds. |
| 39% | SANDRABULLOCK | 13 | Actress who was EW's only two-time Entertainer of the Year, in 2009 and 2013: 2 wds. |
| 39% | SELMABLAIR | 10 | "Cruel Intentions" actress who was one of Glamour's 2023 Women of the Year: 2 wds. |
| 39% | JULIAROBERTS | 12 | "Pretty Woman" actress who plays Amanda in "Leave the World Behind": 2 wds. |
| 39% | KRISTENBELL | 11 | Actress who is the narrator in "Gossip Girl": 2 wds. |
| 38% | RENEEZELLWEGER | 14 | "Cold Mountain" Oscar winner who was Harvard's Hasty Pudding Woman of the Year in 2009: 2 wds. |
| 37% | CHARLIZETHERON | 14 | "Monster" Oscar winner who was Harvard's Hasty Pudding Woman of the Year in 2008: 2 wds. |
| 37% | SHERILYNFENN | 12 | Actress who is known for playing Audrey Horne in the cult TV series "Twin Peaks": 2 wds. |
| 36% | GLENNCLOSE | 10 | Actress who played Alex Forrest, the "other woman," in "Fatal Attraction": 2 wds. |
| 36% | GERALDINEPAGE | 13 | "The Trip to Bountiful" actress who was the voice of villainous Madame Medusa in Disney's "The Rescuers": 2 wds. |
| 36% | OCTAVIASPENCER | 14 | "The Help" Oscar winner who was Harvard's Hasty Pudding Woman of the Year in 2017: 2 wds. |
| 36% | KRISTENBELL | 11 | Actress who has voiced Elsa's younger sister, Anna who is the Princess of Arendelle in the musical fantasy film, "Frozen": 2 wds. |
| 36% | HALLEBERRY | 10 | "Swordfish" actress who was the first runner-up in the Miss USA pageant in 1986: 2 wds. |
| 36% | LAURAPREPON | 11 | Actress who played Alex Vause, an inmate in the TV series "Orange Is the New Black": 2 wds. |
| 36% | NATASHALYONNE | 13 | Actress who played Nicky Nichols, an inmate in the TV series "Orange Is the New Black": 2 wds. |
| 36% | MIAWASIKOWSKA | 13 | Actress who played the daughter of 14- and 32-Across in "The Kids Are All Right": 2 wds. |
| 35% | DREWBARRYMORE | 13 | "The Wedding Singer" actress who was People's Most Beautiful Person in 2007: 2 wds. |
| 35% | LAURENGRAHAM | 12 | "Gilmore Girls" actress who will be honored in the Hollywood Walk of Fame's Class of 2025 (2 wds.) |
| 35% | LETITIAWRIGHT | 13 | Actress who plays Shuri in the Marvel Cinematic Universe and has been on "Black Mirror": 2 wds. |
| 35% | CAITLYNJENNER | 13 | Transgender rights activist who was named Glamour Woman of the Year in 2015: 2 wds. |
| 35% | GRETATHUNBERG | 13 | Swedish environmental activist who was named Glamour Woman of the Year in 2019: 2 wds. |
| 35% | ETHELWATERS | 11 | Harlem Renaissance singer and actress who was the first African American to star in her own TV show: 2 wds. |
| 35% | MOLLYSHANNON | 12 | "Saturday Night Live" actress who will be honored in the Hollywood Walk of Fame's Class of 2025 (2 wds.) |
| 35% | FLORENCEPUGH | 12 | "Little Women" actress who plays Jean Tatlock in the new film "Oppenheimer": 2 wds. |
| 35% | KATEUPTON | 9 | "The Other Woman" actress who's been on the cover of the Sports Illustrated Swimsuit Issue four times: 2 wds. |