| 100% | MARGARETFARRAR | 14 | First New York Times crossword editor, 1942-69 |
| 64% | WENG | 4 | 1970s New York Times crossword editor Will |
| 52% | MARGARETFARRAR | 14 | First puzzle editor of The New York Times |
| 50% | OREO | 4 | Most common cookie in New York Times crosswords |
| 50% | BLOG | 4 | The New York Times crossword's "Wordplay," for one |
| 50% | OREO | 4 | Most common cookie in the New York Times crossword |
| 49% | OREO | 4 | Most common commercial name in New York Times crosswords |
| 49% | ALEX | 4 | "I'd like 'The New York Times Crossword' for $200, ___" |
| 49% | APP | 3 | What many use to solve the New York Times crossword |
| 49% | ARTS | 4 | New York Times section that has the crossword |
| 48% | ALEX | 4 | "I'll take 'The New York Times Crossword Puzzle' for $200, ___" |
| 48% | APP | 3 | What some people use to solve a New York Times crossword |
| 48% | THREE | 5 | Shortest allowable number of letters for a New York Times crossword answer |
| 47% | OREO | 4 | Snack that's the most-used brand name in New York Times crosswords |
| 47% | LIU | 3 | The New York Times Connections editor Wyna |
| 46% | RACHELMADDOW | 12 | MSNBC host who co-constructed a New York Times crossword in 2018: 2 wds. |
| 46% | MELINDAGATES | 12 | Billionaire philanthropist who co-constructed a New York Times crossword in 2018: 2 wds. |
| 46% | ANA | 3 | De Armas who name-checked the New York Times crossword on "S.N.L." |
| 46% | ERA | 3 | Most common answer in New York Times crosswords (more than 6% of all puzzles) |
| 46% | ARTS | 4 | Section of The New York Times where the crossword appears |
| 46% | WORLD | 5 | New York newspaper that published the first crossword |
| 46% | NATASHALYONNE | 13 | "Russian Doll" actress who co-constructed a New York Times crossword in 2019: 2 wds. |
| 46% | TWENTYFIVE | 10 | With 26-Down, the place of today's puzzle among all New York Times crosswords |
| 45% | WORLD | 5 | New York paper that published the very first crossword (1913) |
| 45% | WORLD | 5 | New York ___, newspaper that published the first crossword puzzle (1913) |
| 43% | MENWALKONMOON | 13 | New York Times headline of 7/21/69 |
| 43% | DANADELANY | 10 | "China Beach" star who coauthored a New York Times Sunday crossword in 2011: 2 wds. |
| 41% | EASIEST | 7 | Like Monday crosswords, among all New York Times crosswords |
| 40% | QADDAFI | 7 | "Wrong" way to spell a world leader's name in a New York Times crossword, according to a 1999 episode of "The West Wing" |
| 40% | STYLE | 5 | New York Times section |