| 2000 Best Song Oscar winner |
| Agent noted for Oscar night bashes |
| 'Arthur' Oscar winner John |
| 2018 Best Supporting Actor Oscar nominee Driver |
| 'Blue Sky' Oscar winner Jessica |
| Actress Richards who was once married to Charlie Sheen, a role for which I believe she deserves an Oscar |
| A-list screenwriter (and crossword fan) who won an Oscar for "Schindler's List," Steven ___ |
| Actor Jannings, winner of the first Best Actor Oscar |
| Les Misérables" Oscar winner Hathaway |
| 2007 Oscar-nominated teen role for Ellen Page |
| Oscar for one |
| Oscar-winner Witherspoon |
| A Fish Called Wanda" Oscar winner |
| Dallas Buyers Club" Oscar winner Jared |
| Disraeli" Oscar winner, George |
| Disraeli" Oscar winner |
| 2005 Best Director Oscar winner Lee |
| Actress whose Oscar win was rumored to be caused by Jack Palance drunkenly misreading Vanessa Redgrave's name (not true; see Snopes) |
| Oscar winner who sang in "Idiot's Delight |
| He won an Oscar for Mitch |
| Actor Jeremy who won a Best Actor Oscar for "Reversal of Fortune |
| A veil, rather than a mirror," per Oscar Wilde |
| Abraham's Oscar feature |
| Oscar winner: 1935, 1938 |
| Oscar's roommate |
| Rambling Rose" Oscar nominee Laura |
| Actor whose attendance at a pre-Oscar party was one of his first public appearances since his 2016 split with Angelina Jolie: 2 wds. |
| Orphanage started by an Oscar-winning actress? |
| Actress Blanchett who's won two Oscars |
| Actress who won a Best Actress Oscar as Margaret Thatcher in "The Iron Lady": 2 wds. |