| 100% | BRAVES | 6 | Team that has won the World Series three times while based in three different cities |
| 54% | YANKEES | 7 | Team that has won the World Series a record 27 times |
| 50% | LICEY | 5 | Tigres del ___, Dominican team that has won the Caribbean World Series nine times |
| 47% | PIRATES | 7 | Team that last won the World Series in 1979 |
| 46% | PADRES | 6 | One of five MLB teams that has appeared in the World Series but never won the title |
| 43% | YANKEES | 7 | The New York ___, MLB team that has won the most number of World Series championships with 27 wins |
| 42% | METS | 4 | New York ___, Queens-based MLB team that has won two World Series titles |
| 40% | BOSTONREDSOX | 12 | Team that won the 2018 World Series making it their ninth win and the fourth one in the 21st century: 3 wds. |
| 40% | TOM | 3 | ___ Curren, American surfer who has won the world championship three times |
| 40% | GIANTS | 6 | Team that last won a World Series in 1954 |
| 40% | CUBS | 4 | Chicago team that won the World Series in 1907, 1908, and 2016 |
| 40% | METS | 4 | New York team that won the World Series in 1969 and 1986 |
| 40% | DCUNITED | 8 | Washington team that has won the MLS Cup four times (2 wds.) |
| 40% | BRAVES | 6 | Only MLB team to win three World Series titles for three different cities |
| 40% | CUBS | 4 | Chicago MLB team that won the World Series in 1907, 1908, and 2016 |
| 40% | METS | 4 | National League East team that won the World Series in 1969 and 1986 |
| 40% | ELKS | 4 | Edmonton ___ (Canadian Football League team that has won the Grey Cup 14 times) |
| 40% | THEBLACKHAWKS | 13 | Chicago NHL team that has won the Stanley Cup six times (2 wds.) |
| 39% | METS | 4 | MLB team that had the worst regular-season record of any team to play in the World Series |
| 39% | SANJOSESHARKS | 13 | NHL team based in California that has never won the Stanley Cup: 2 wds. |
| 39% | MINNESOTAWILD | 13 | NHL team based in St. Paul that has never won the Stanley Cup: 2 wds. |
| 39% | BUFFALOSABRES | 13 | NHL team based in New York that has never won the Stanley Cup: 2 wds. |
| 39% | WHITESOX | 8 | Chicago MLB team that won the World Series in 1906, 1917, and 2005 (2 wds.) |
| 39% | ONCE | 4 | How many times the Washington Nationals have won the World Series |
| 39% | TWO | 3 | Number of times the Twins have won the World Series, appropriately |
| 39% | AWAY | 4 | Like the winning team in every World Series game, for the first time ever (October, 2019) |
| 39% | DETROIT | 7 | & 17A Major League Baseball team that won the World Series in 1935, 1945, 1968 and 1984 |
| 38% | TWICE | 5 | How many times the Minnesota Twins have won the World Series, appropriately |
| 38% | ASTROS | 6 | Texas team that won the 2017 World Series |