| He was Tom to Paul's Jerry | 30 |
| He was traded between Chicago teams in 1992 | 43 |
| He was translated into Latin | 28 |
| He was TV sleuth Jones | 22 |
| He was TV's Kotter | 22 |
| He was Ugarte in "Casablanca" | 39 |
| He was voted into the Hall of Fame the same year as Tony | 56 |
| He was well-preserved | 21 |
| He was Will Hunting, Private Ryan, and Mr. Ripley | 49 |
| He was wrapped up in finances | 29 |
| He was, in old Rome | 19 |
| He was, in Rome | 15 |
| He was, to Cato | 15 |
| He was, to Cicero | 17 |
| He was, to Horace | 17 |
| He was: L. | 10 |
| He was: Lat. | 12 |
| He wasn't afraid of Virginia Woolf | 38 |
| He wasn't too "Suave" | 35 |
| He watched Rome burn | 20 |
| He wears #1 in "42" | 29 |
| He wears a conical cap | 22 |
| He wears a green hat on "South Park" | 46 |
| He wears a red suit | 19 |
| He wears a tooth | 16 |
| He wears a yellow coat and pants | 32 |
| He wears green and eats mushrooms | 33 |
| He wears the white hat | 22 |
| He wears very little clothing | 29 |
| He wed a White House widow | 26 |
| He went afloat with Noah | 24 |
| He went after Capone | 20 |
| He went down in the Valley of Elah | 34 |
| He went down to Georgia | 23 |
| He went down with a Ford | 24 |
| He went down with the Scharnhorst | 33 |
| He went east of Eden | 20 |
| He went for baroque | 19 |
| He went from Love Boat to the House | 41 |
| He went on a lot of trips in the 1960s | 38 |
| He went over the wall | 21 |
| He went through a Blue Period | 29 |
| He went through Hell | 20 |
| He went to camp in a 1987 movie | 31 |
| He went to Harvard with Al Gore | 31 |
| He went to town | 15 |
| He went to town in a Capra film title | 37 |
| He went to town in a movie | 26 |
| He went to Washington | 21 |
| He whittles while he works | 26 |
| He who "always rings twice" | 37 |
| He who cometh | 13 |
| He who cometh, in an O'Neill play | 37 |
| He who first "jumped the shark" | 41 |
| He who hesitates is lost, but ... | 33 |
| He who hesitates is lost, but also... | 37 |
| He who is without sin? | 22 |
| He who regrets | 14 |
| He who ___ remain nameless | 26 |
| He won 13 Gold Glove Awards | 27 |
| He won 26 Oscars | 16 |
| He won 26 Oscars, including an Academy Honorary Award (consisting of one full-sized and seven miniature statuettes) for the film depicted in this puzzle's starred answers | 174 |
| He won a Best Actor in a Supporting Role Oscar for "Breakfast on Pluto" | 81 |
| He won a Best Supporting Actor Oscar for "The Usual Suspects" | 71 |
| He won a Nobel Peace Prize and a Grammy | 39 |
| He won a Tony for playing P.T. Barnum | 37 |
| He won a Tony for playing Todd | 30 |
| He won an Emmy for hosting the Tonys | 36 |
| He won an Oscar for "Splendor in the Grass" | 53 |
| He won an Oscar for directing Heath and Jake | 44 |
| He won an Oscar for directing Jake and Heath | 44 |
| He won an Oscar for his role in "The Paper Chase" | 59 |
| He won an Oscar for Mitch | 25 |
| He won an Oscar for playing Bugsy Siegel | 40 |
| He won an Oscar for playing Mohandas | 36 |
| He won Best Actor the same year that Halle won Best Actress | 59 |
| He won Best Director the same year Reese won Best Actress | 57 |
| He won comedy and drama Emmys for the same role | 47 |
| He won in Zaire: 1974 | 21 |
| He won laurels for comedy | 25 |
| He won laurels in comedy | 24 |
| He won seven gold medals in Munich | 34 |
| He won the Best Actor Oscar for playing both Kid Shelleen and his desperado twin | 80 |
| He won the Best Actor Oscar for portraying Frank Slade | 54 |
| He won the Best Supporting Actor Oscar for "The Godfather Part II" | 76 |
| He won the Kentuck Derby four times | 35 |
| He won the Manila thriller | 26 |
| He won the NHL's top rookie award while still a teenager | 60 |
| He won the Nobel Peace Prize three years after Lech | 51 |
| He won the Pulitzer for Drama the same year that Hemingway won for Fiction | 74 |
| He won the Pulitzer for Novel the same year that Thornton won for Drama | 71 |
| He won't break your bones | 29 |
| He won't get it for you wholesale | 37 |
| He won't go to war | 22 |
| He won't kid himself | 24 |
| He won't quit | 17 |
| He won't shut up | 20 |
| He wooed Merope | 15 |
| He woos Jo but marries Amy | 26 |
| He wore #1 in Brooklyn | 22 |