| 1966 Grammy winner for "If He Walked Into My Life |
| Emmy winner as Gotti |
| Cry of surprise |
| Surprise attack |
| Grammy winner Blige |
| 2000 Best Song Oscar winner |
| Australian winner of 11 Grand Slam tournaments |
| Quaint exclamation of surprise |
| Five-time Kentucky Derby winner |
| A pageant winner's title |
| Academy Award winner with notable eyebrows |
| 'Arthur' Oscar winner John |
| 'Blue Sky' Oscar winner Jessica |
| Flash ___ (group that arranges a surprise performance in a public space) |
| Surprises unpleasantly, and a hint to each starred answer's first two + last two letters |
| Les Misérables" Oscar winner Hathaway |
| Surprised question |
| Actor Jannings, winner of the first Best Actor Oscar |
| Actor who supposedly "destroyed the periodic table, because he only recognizes the element of surprise |
| Oscar-winner Witherspoon |
| Golden Globe winner Sedgwick |
| Surprised shouts |
| A Fish Called Wanda" Oscar winner |
| Against a Vegas worker? (Surprise! Did you expect a clue about selling heirlooms?) |
| 1977 Cy Young Award winner Sparky |
| Cause to be unpleasantly surprised |
| Winner of tennis's Grand Slam in 1962 and 1969 |
| Dallas Buyers Club" Oscar winner Jared |
| Academy Award winner Jared who's playing another Joker soon, because lord knows there haven't been enough of those |
| Disraeli" Oscar winner, George |