| 100% | MEDALOFFREEDOM | 14 | Presidential honor awarded to 18-Across in 2012 by Barack Obama: 3 wds. |
| 46% | MEDALOFFREEDOM | 14 | Honor bestowed on 19-Across by Barack Obama in 2009 (3 wds.) |
| 46% | MEDALOFFREEDOM | 14 | Honor bestowed on 31-Across by Barack Obama in 2011 (3 wds.) |
| 34% | ANTHONYFAUCI | 12 | Medical advisor to every president since Ronald Reagan who was awarded the Presidential Medal of Freedom by George W. Bush in 2008 (2 wds.) |
| 34% | PULITZERPRIZE | 13 | Fiction award won by 18-/42-Across in 2015: 2 wds. |
| 33% | CRYSTALBALL | 11 | Nickname of the championship trophy awarded to 18-Across: 2 wds. |
| 33% | EMMYAWARD | 9 | Honor won twice by 18-Across in the 1950s for playing Schultzy on "The Bob Cummings Show": 2 wds. |
| 33% | DEBBIEALLEN | 11 | Dancer/choreographer/actress honored by the 32-Across with a Lifetime Artistic Achievement Award in 2021 (2 wds.) |
| 33% | GARTHBROOKS | 11 | Country music star honored by the 32-Across with a Lifetime Artistic Achievement Award in 2021 (2 wds.) |
| 33% | GLADYSKNIGHT | 12 | Grammy-winning singer honored by the 50-Across with a Lifetime Artistic Achievement Award in 2022 (2 wds.) |
| 33% | GEORGECLOONEY | 13 | Oscar-winning actor honored by the 50-Across with a Lifetime Artistic Achievement Award in 2022 (2 wds.) |
| 33% | HEISMANTROPHY | 13 | Award won by 15-/18-Across in December 2011: 2 wds. |
| 32% | YOGIBERRA | 9 | Quotable Yankees catcher posthumously awarded the Presidential Medal of Freedom by Barack Obama: 2 wds. |
| 32% | FATHERSDAY | 10 | Occasion to honor the Seniors in 18-Across and 32-Across (and others) (2 wds.) |
| 31% | SARAHPALIN | 10 | 18-Across's presidential running mate in 2008: 2 wds. |
| 31% | NINETRACKMIND | 13 | Debut album by 18-Across, released in January: 3 wds. |
| 31% | PULITZERPRIZE | 13 | Award won by 18-Across (2 wds.) |
| 30% | LASHANALYNCH | 12 | "No Time to Die" actress honored with a BAFTA Rising Star Award in 2022 (2 wds.) |
| 30% | CLOUDATLAS | 10 | 2012 film starring 18-Across in multiple roles: 2 wds. |
| 30% | MBE | 3 | Royal honor awarded to Adele in 2013 (abbr.) |
| 30% | PEOPLESCHOICE | 13 | Award 18-Across won in January 2016 as Favorite Breakout Artist: 2 wds. |
| 29% | SILVERSLUGGER | 13 | Hitting award won five times by 15-Across, including in 2013: 2 wds. |
| 29% | THE | 3 | With 18-Across, TV program to be hosted by James Corden in 2015 |
| 29% | BESTFOLKALBUM | 13 | 2012 Grammy won by 44-Across for 18-Across: 3 wds. |
| 28% | NEWJERSEYNETS | 13 | NBA team that moved to Brooklyn in 2012: 3 wds. |
| 28% | WILLYWONKA | 10 | Chocolate factory owner played by 18-Across in 1971: 2 wds. |
| 28% | PULITZERPRIZE | 13 | Award won by 40-Across for 18-Across (2 wds.) |
| 28% | NOBEL | 5 | Prize previously awarded to Jimmy Carter and Barack Obama |
| 28% | ACADEMYAWARDS | 13 | 18-Across and 42-Across were the first Spanish actress and actor to win these honors: 2 wds. |
| 28% | JONASSALK | 9 | Virologist who developed the first successful polio vaccine and was awarded the Presidential Medal of Freedom by Jimmy Carter in 1977 (2 wds.) |