| 100% | CLEMENS | 7 | Pitcher Roger who won the AL Cy Young Award in 1986, 1987, 1991, 1997, 1998, and 2001, and the NL Cy Young Award in 2004 |
| 59% | JOHNSON | 7 | Pitcher Randy who won the AL Cy Young Award in 1995, and the NL Cy Young Award in 1999, 2000, 2001, and 2002 |
| 58% | MARTINEZ | 8 | Pitcher Pedro who won the NL Cy Young Award in 1997, and the AL Cy Young Award in 1999 and 2000 |
| 55% | SCHERZER | 8 | Pitcher Max who won the AL Cy Young Award in 2013, and the NL Cy Young Award in 2016 |
| 46% | PEDRO | 5 | Pitcher Martínez who won the Cy Young Award in 1997, 1999, and 2000 |
| 45% | FELIXHERNANDEZ | 14 | Mariners starting pitcher who won the AL Cy Young Award in 2010 with only 13 wins: 2 wds. |
| 44% | TIMLINCECUM | 11 | Giants starting pitcher who won the NL Cy Young Award in 2009 with only 15 wins: 2 wds. |
| 44% | JACOBDEGROM | 11 | Mets starting pitcher who won the NL Cy Young Award in 2018 with only 10 wins: 2 wds. |
| 42% | DONNEWCOMBE | 11 | Dodgers pitcher who won both the Cy Young Award and MVP honors in 1956: 2 wds. |
| 42% | CLAYTONKERSHAW | 14 | Dodgers pitcher who won both the Cy Young Award and MVP honors in 2014: 2 wds. |
| 42% | SANDYKOUFAX | 11 | Dodgers pitcher who won both the Cy Young Award and MVP honors in 1963: 2 wds. |
| 38% | SHANE | 5 | Pitcher Bieber who won the 2020 AL Cy Young Award |
| 38% | OREL | 4 | Pitcher Hershiser who won the Cy Young Award in 1988 |
| 38% | GREG | 4 | Pitcher Maddux who won the Cy Young Award in four consecutive years |
| 38% | TREVORBAUER | 11 | Cincinnati Reds starting pitcher who led the National League in ERA and won the 2020 Cy Young Award (2 wds.) |
| 37% | JACOB | 5 | Mets pitcher deGrom who won the 2018 and 2019 Cy Young Award |
| 36% | DALLASKEUCHEL | 13 | Astros pitcher who won the 2015 AL Cy Young Award: 2 wds. |
| 36% | SPAHN | 5 | Braves pitcher who won the 1957 Cy Young Award |
| 35% | CCSABATHIA | 10 | Double-initialed current Yankees pitcher who won the 2007 AL Cy Young Award: 3 wds. |
| 34% | SHANEBIEBER | 11 | Cleveland Indians starting pitcher who won the American League Triple Crown and the 2020 Cy Young Award (2 wds.) |
| 32% | PAT | 3 | Rafter who won the US Open Men's Singles championship in 1997 and 1998 |
| 32% | MIKETROUT | 9 | LA Angel who won the AL MVP award in 2014, 2016, and 2019: 2 wds. |
| 32% | GREG | 4 | Pitcher Maddux who won four straight Cy Young Awards |
| 32% | ALEXRODRIGUEZ | 13 | Former NY Yankee who won the AL MVP award in 2003, 2005, and 2007: 2 wds. |
| 32% | YOGIBERRA | 9 | Former NY Yankee who won the AL MVP award in 1951, 1954, and 1955: 2 wds. |
| 32% | MARKDAVIS | 9 | Padres relief pitcher who won the Cy Young in 1989: 2 wds. |
| 32% | ROLLIEFINGERS | 13 | Brewers relief pitcher who won the Cy Young in 1981: 2 wds. |
| 32% | ERICGAGNE | 9 | Dodgers relief pitcher who won the Cy Young in 2003: 2 wds. |
| 32% | DRYSDALE | 8 | Don who won the 1962 Cy Young award |
| 32% | GOODEN | 6 | Met who won the 1985 Cy Young Award |