| 100% | CUBS | 4 | Team that broke their 108-year World Series drought in 2016 |
| 98% | CUBS | 4 | MLB team that broke their 108-year World Series drought in 2016 |
| 98% | CUBS | 4 | Chicago team that broke their 108-year World Series drought in 2016 |
| 75% | CUBS | 4 | They broke their 108-year World Series drought in 2016 |
| 50% | CUBS | 4 | Team that went 108 years between World Series wins |
| 50% | CUBS | 4 | Team that beat the Indians in the 2016 World Series |
| 48% | CUBS | 4 | Chicago team that won the World Series in 1907, 1908, and 2016 |
| 47% | CUBS | 4 | Chicago MLB team that won the World Series in 1907, 1908, and 2016 |
| 46% | COLORADO | 8 | & 16D MLB team that reached their first World Series in 2007 |
| 45% | NEWYORKMETS | 11 | NL East team that lost 101 games in 1967, then won the World Series two years later: 3 wds. |
| 45% | HOUSTONASTROS | 13 | AL West team that lost 111 games in 2013, then won the World Series four years later: 2 wds. |
| 45% | CHICAGOCUBS | 11 | NL Central team that lost 101 games in 2012, then won the World Series four years later: 2 wds. |
| 45% | TEXASRANGERS | 12 | AL West team that won the franchise's first-ever World Series in 2023, after 62 years: 2 wds. |
| 44% | BOSTONREDSOX | 12 | Team that won the 2018 World Series making it their ninth win and the fourth one in the 21st century: 3 wds. |
| 42% | CUBS | 4 | Team that went 107 years between World Series titles |
| 42% | GIANTS | 6 | Team that last won a World Series in 1954 |
| 42% | PIRATES | 7 | Team that last won the World Series in 1979 |
| 42% | NATS | 4 | Team that beat the ’Stros in the 2019 World Series |
| 40% | MINNESOTATWINS | 14 | Team that beat the Atlanta Braves in the 1991 World Series (2 wds.) |
| 40% | METS | 4 | New York team that won the World Series in 1969 and 1986 |
| 40% | METS | 4 | MLB team that lost to the Royals in the 2015 World Series |
| 39% | BRAVES | 6 | Team that has won the World Series three times while based in three different cities |
| 39% | METS | 4 | National League East team that won the World Series in 1969 and 1986 |
| 39% | INDIANS | 7 | Team with the longest World Series drought (71 years) |
| 38% | WHITESOX | 8 | Chicago MLB team that won the World Series in 1906, 1917, and 2005 (2 wds.) |
| 38% | DETROIT | 7 | & 17A Major League Baseball team that won the World Series in 1935, 1945, 1968 and 1984 |
| 37% | YANK | 4 | One of the players on the winning team that played the Braves in the '58 World Series |
| 37% | PADRES | 6 | One of five MLB teams that has appeared in the World Series but never won the title |