| 100% | RAPTORS | 7 | This Toronto team won its first NBA final in 2019 |
| 43% | TORONTO | 7 | ___ Raptors, Canadian basketball team that won their first NBA Championship in 2019 |
| 38% | RAPTORS | 7 | Toronto ___, Canadian team in NBA which plays its home games at Scotiabank Arena |
| 37% | SKY | 3 | Chicago WNBA team that won its first championship in 2021 |
| 34% | TAMPA | 5 | Home to the first N.F.L. team to win a Super Bowl in its own stadium (2021) |
| 34% | VICTORIASSECRET | 15 | Retailer that hired its first openly transgender model in 2019 |
| 34% | STLOUISBLUES | 12 | NHL team that won their first-ever Stanley Cup in 2019 (3 wds.) |
| 32% | RAPTORS | 7 | Toronto's NBA team, founded in 1995 |
| 32% | PSG | 3 | French soccer club that won its first Champions League title in 2025, for short |
| 32% | MAPLELEAFS | 10 | Toronto team with five Stanley Cup wins in the 1940s (2 wds.) |
| 31% | ERITREA | 7 | Country that won its first Olympic medal in 2004 |
| 31% | YANKEES | 7 | ← Team that won this many games in 1961 |
| 30% | LIBERAL | 7 | This federal party won all Toronto ridings in 2000 |
| 30% | RAPTORS | 7 | Toronto ___, Canadian basketball team in the NBA with a dinosaur-themed name |
| 30% | ASTROS | 6 | First M.L.B. team to use artificial turf in its stadium |
| 30% | BULLS | 5 | Chicago NBA team that won six championships in the 1990s |
| 30% | AUSTRALIANOPEN | 14 | In 2019, 27-/37-Across won her second Grand Slam title at this Melbourne tournament: 2 wds. |
| 30% | GAS | 3 | Boston's Haymarket Square had its first of this type of lamp installed in 1828 |
| 30% | OPRAHSBOOKCLUB | 14 | Literary review show revived in 2019, with 16-Across as its first selection: 3 wds. |
| 30% | CINCINNATIBENGALS | 17 | Team that hasn't won a Super Bowl in its 50-year existence |
| 30% | UTAHJAZZ | 8 | NBA team that plays its home games in Salt Lake City: 2 wds. |
| 29% | ORLANDOMAGIC | 12 | Southeastern NBA team with stars in its team logo: 2 wds. |
| 29% | JUDO | 4 | Sport in which Israel won its first Olympic medal |
| 29% | WOOLWORTH | 9 | This family opened its first 5-cent store in 1879 |
| 29% | KAWHI | 5 | ___ Leonard, LA Clippers player who was the recipient of the NBA Finals MVP in 2014 and 2019 |
| 29% | AWAY | 4 | Like the winning team in every World Series game, for the first time ever (October, 2019) |
| 29% | NETS | 4 | NBA team that has had its home base in New Jersey, Long Island, and Brooklyn |
| 28% | GAMEOFTHRONES | 13 | Fantasy drama set in the fictional continents of Westeros and Essos which will air its final season this year (2019): 3 wds. |
| 28% | INDIAN | 6 | ← Member of the only team to win this many games in a season |
| 28% | JOHNSALLEY | 10 | First NBA player to win a championship in three different decades and who is also a vegan activist: 2 wds. |