| 100% | RIO | 3 | City that Fred Astaire was "flying down to" in a 1934 hit |
| 43% | RIO | 3 | Title city in a Fred Astaire hit |
| 41% | THE | 3 | "Candle in ___ Wind," a hit by Elton John that was a tribute to Princess Diana |
| 39% | MIAMI | 5 | City that might be ONION in a cryptogram |
| 39% | EQUITABLY | 9 | In a way that is fair to all |
| 38% | KEEPITPG | 8 | "Tone down that PDA, there are kids around," and a hint to five answers in this puzzle |
| 38% | TEXARKANA | 9 | City that rhymes with "Rosanna" in a #1 George Strait country hit |
| 38% | AARE | 4 | River that loops around a once medieval city believed to have been founded in 1191 by Berthold V, Duke of Zähringen |
| 38% | ODESSA | 6 | City that was home to the first car in Russia |
| 38% | ROME | 4 | City that took more than a day to be built |
| 37% | MALIBU | 6 | Hit song by American artist Miley Cyrus which depicts a city in California that is known for its celebrity homes and the sandy Zuma Beach |
| 37% | MISSINGYOU | 10 | Tribute to Marvin Gaye written by Lionel Richie and sung by 50-Across that was a Top 10 hit in 1984 (2 wds.) |
| 37% | TROY | 4 | City that fell to a giant-wooden-horse-based invasion, in myth |
| 37% | GRAPE | 5 | Fruit in a vineyard that is used to make 12a |
| 37% | BOLOGNA | 7 | City in Italy that is also a sausage |
| 37% | FRISBEE | 7 | A flying disc that can be used in competitions |
| 36% | NAGANO | 6 | Japanese city that was host to the Winter Olympics held in 1998 |
| 36% | OGDEN | 5 | City in Utah that is home to Weber State University |
| 36% | PROVO | 5 | City in Utah that is home to Brigham Young University |
| 36% | FLEDGLING | 9 | A baby bird that is ready to fly the nest |
| 36% | GOINGGOINGGONE | 14 | 2022 Luke Combs No. 1 country hit that begins, "Some things in life are meant to fly / And others, they were born to run" (3 wds.) |
| 36% | OSLO | 4 | Norwegian capital city that was host to the Winter Olympics held in 1952 |
| 36% | TSO | 3 | General in a Chinese chicken dish that is popular in New York City |
| 36% | KITE | 4 | Flier that might be of a variety in the shaded squares |
| 36% | RBI | 3 | In baseball, the plays that allow a run to be scored |
| 36% | ALCATRAZ | 8 | Island in California that used to be a prison |
| 35% | CORTINA | 7 | ___ d'Ampezzo, Italian city that was host to the Winter Olympics held in 1956 |
| 35% | LEICESTER | 9 | English Midlands city that is home to the largest outdoor covered market in Europe |
| 35% | GOTHAM | 6 | ___ City, fictional city in DC Comics that is home to Batman |
| 35% | CATNIP | 6 | A herb that is minty in flavour and causes euphoria to felines |