| 100% | JKSIMMONS | 9 | "Whiplash" Oscar winner who voices "Yellow" in M&M candy commercials: 3 wds. |
| 60% | DAVIDCROSS | 10 | "Arrested Development" actor who voices "Caramel" in M&M candy commercials: 2 wds. |
| 60% | CREESUMMER | 10 | "A Different World" actress who voices "Green" in M&M candy commercials: 2 wds. |
| 59% | BILLYWEST | 9 | Voice of Philip J. Fry on "Futurama" who also voices "Red" in M&M candy commercials: 2 wds. |
| 53% | CHARLIZETHERON | 14 | "Monster" Oscar winner who voices Morticia in "The Addams Family" (2 wds.) |
| 52% | ARIANADEBOSE | 12 | "West Side Story" Oscar winner who voices Asha in "Wish" (2 wds.) |
| 45% | LOUISGOSSETTJR | 14 | "An Officer and a Gentleman" Oscar winner who passed away in 2024 (3 wds.) |
| 45% | MAHERSHALAALI | 13 | Two-time Best Supporting Actor Oscar winner who plays Wayne Hayes in season 3 of 43-Across (2 wds.) |
| 43% | BRYANCRANSTON | 13 | "Trumbo" Best Actor Oscar nominee who voices Chief in 43-Across (2 wds.) |
| 42% | HILARYSWANK | 11 | Two-time Best Actress Oscar winner who plays Bridget in 46-Across (2 wds.) |
| 41% | BILLMURRAY | 10 | "Lost in Translation" Best Actor Oscar nominee who voices Boss in 43-Across (2 wds.) |
| 41% | NICOLEKIDMAN | 12 | Oscar winner who co-stars with Meryl Streep in "The Hours" (2 wds.) |
| 41% | CATEBLANCHETT | 13 | "Blue Jasmine" Oscar winner who plays Lilith Ritter in "Nightmare Alley" (2 wds.) |
| 41% | JAMIEFOXX | 9 | Oscar winner who plays jazz pianist Joe Gardner in 1-Across (2 wds.) |
| 41% | NICOLASCAGE | 11 | Oscar winner who stars in the 1998 film "City of Angels" (2 wds.) |
| 41% | ALLISONJANNEY | 13 | "I, Tonya" Oscar winner who plays Colonel Howell in "The Creator" (2 wds.) |
| 41% | KEVINKLINE | 10 | "A Fish Called Wanda" Oscar winner who stars in 18-Across: 2 wds. |
| 41% | JKSIMMONS | 9 | "Whiplash" Oscar winner who played 15-Across and 30-Across (3 wds.) |
| 41% | CATEBLANCHETT | 13 | "Blue Jasmine" Oscar winner who stars in 18-Across: 2 wds. |
| 41% | ANGELINAJOLIE | 13 | "Girl, Interrupted" Best Supporting Actress Oscar winner who plays Thena in Marvel's "Eternals" (2 wds.) |
| 40% | KELLYCLARKSON | 13 | "American Idol" winner who voices Delta Dawn in "Trolls World Tour" (2 wds.) |
| 40% | ADAMSANDLER | 11 | "Pixels" actor who voices Dracula in "Hotel Transylvania 3: Summer Vacation": 2 wds. |
| 40% | ADAMSANDLER | 11 | "Spanglish" actor who voices Dracula in "Hotel Transylvania 3: Summer Vacation" (2 wds.) |
| 40% | ANNEHATHAWAY | 12 | Oscar-winning actress ("Les Misérables") who voiced a macaw in "Rio": 2 wds. |
| 40% | OLYMPIADUKAKIS | 14 | "Moonstruck" Oscar winner who starred in 16-Across and 34-Across (2 wds.) |
| 40% | NATALIEPORTMAN | 14 | "Black Swan" Oscar winner who plays Jane Foster in Marvel films (2 wds.) |
| 40% | GEORGECLOONEY | 13 | Two-time Oscar winner who starred with 44-Across in "Gravity" (2 wds.) |
| 40% | MARLONBRANDO | 12 | Two-time Oscar winner who portrayed the rogue colonel in 31-Across: 2 wds |
| 40% | JULIANNEMOORE | 13 | "Still Alice" Oscar winner who plays 50-Across in a 2020 biopic (2 wds.) |
| 40% | OLIVIACOLMAN | 12 | Oscar winner who co-stars with Meryl Streep in "The Iron Lady" (2 wds.) |