| 100% | APAIR | 5 | "Isn't it rich? / Are we ___?" (opening lyrics of "Send in the Clowns") (2 wds.) |
| 74% | WEA | 3 | "Isn't it rich, Are ___ pair" ("Send in the Clowns" lyrics): 2 wds. |
| 54% | WEA | 3 | "Are ___ pair?" ("Send in the Clowns" lyric): 2 wds. |
| 53% | WEA | 3 | "Aren't ___ pair?" ("Send In the Clowns" lyric): 2 wds. |
| 49% | JOHNMCENROE | 11 | 4 time US Open champion in the Open Era from USA who was nicknamed "Superbrat": 2 wds. |
| 49% | PETESAMPRAS | 11 | 5 time US Open champion in the Open Era from USA who was nicknamed "Pistol": 2 wds. |
| 48% | ROGERFEDERER | 12 | 5 time US Open champion in the Open Era from Switzerland who is nicknamed "Swiss Maestro": 2 wds. |
| 47% | ISNT | 4 | Opening word of "Send in the Clowns" |
| 45% | USEDTO | 6 | Was in the habit of: 2 wds. |
| 43% | PARKPLACE | 9 | Second-most expensive property in the US edition of 15-Across: 2 wds. |
| 42% | TOMKITE | 7 | '92 US Open Champion who was inducted into the World Golf Hall of Fame in 2004 |
| 41% | POTALAPALACE | 12 | Iconic dzong fortress in the city of Lhasa which is a World Heritage Site since 1994: 2 wds. |
| 41% | ASHRAM | 6 | In the Mahabharata, it's stated that a youthful Krishna was sent to see Sand?pan? Muni at one of these |
| 41% | RACHELHILSON | 12 | "This Is Us" actress who plays Victor's friend Mia in the Hulu teen drama "Love, Victor": 2 wds. |
| 40% | WEA | 3 | "Are ___ pair?" ("Send in the Clowns" lyric) |
| 40% | FIRE | 4 | "We Didn't Start the ___," Billy Joel hit which was parodied in season 2 of "The Office" |
| 40% | DAMONEVANS | 10 | Actor who played Lionel Jefferson in the '70s sitcom "The Jeffersons" which is one of the longest-running sitcoms: 2 wds. |
| 40% | EARHOLE | 7 | Opening in the side of a batting helmet (2 wds.) |
| 40% | ALA | 3 | In the style of: 2 wds. |
| 40% | ASTO | 4 | In the matter of: 2 wds. |
| 40% | ALA | 3 | In the manner of: 2 wds. |
| 40% | ASTO | 4 | In the matter of: 2 wds |
| 39% | FRANKSINATRA | 12 | Actor in the Best Picture winner "From Here to Eternity" who was nominated for seven Album of the Year Grammys: 2 wds. |
| 39% | STEVIEWONDER | 12 | Soul singer whose 1976 album "Songs in the Key of Life" spent its first 13 weeks atop the Billboard 200: 2 wds. |
| 39% | GAMEOFTHRONES | 13 | Fantasy drama set in the fictional continents of Westeros and Essos which will air its final season this year (2019): 3 wds. |
| 39% | ISNTITPOOR | 10 | "Send In the Clowns" opening |
| 39% | NORMADESMOND | 12 | Character portrayed by actress Patti LuPone in the musical "Sunset Boulevard" which was based on a 1950 film of the same title: 2 wds. |
| 38% | AIDS | 4 | There are over 1.2 million people in the US who are living with this disease, 1 in 8 of them don't know they have it yet |
| 38% | ALA | 3 | In the style of, on a menu: 2 wds. |
| 38% | ALA | 3 | In the manner of, on a menu: 2 wds. |