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| World Series | |||
| Year | Result | League | Owner |
| 2025 | Mariners over Brewers in 7 | AL | Kyle Vickroy |
| 2024 | Cubs over Astros in 6 | NL | Gerard Donahue |
| 2023 | Diamondbacks over Orioles in 5 | NL | Connor Anderson |
| 2022 | Brewers over Red Sox in 7 | NL | Bill Schuyler |
| 2021 | Orioles over Brewers in 6 | AL | Tim Olson |
| 2020 | Rockies over Angels in 6 | NL | Dave Troeber |
| 2019 | Brewers over Yankees in 6 | NL | Bill Schuyler |
| 2018 | Mets over Athletics in 5 | NL | Mike Taylor |
| 2017 | Brewers over Red Sox in 6 | NL | Bill Schuyler |
| 2016 | Brewers over Tigers in 4 | NL | Bill Schuyler |
| 2015 | White Sox over Cubs in 5 | AL | Dave Slaughter |
| 2014 | Reds over Orioles in 7 | NL | Earl Knipfel |
| 2013 | Pirates over Mariners in 5 | NL | Ted Mortensen |
| 2012 | Reds over White Sox in 5 | NL | Earl Knipfel |
| 2011 | Twins over Pirates in 7 | AL | Dave Schoenfeld |
| 2010 | Angels over Cubs in 5 | AL | Frank Aluzzi |
| 2009 | Twins over Cubs in 5 | AL | Dave Schoenfeld |
| 2008 | Padres over Mariners in 6 | NL | Earl Knipfel |
| 2007 | Padres over Orioles in 6 | NL | Earl Knipfel |
| 2006 | Tigers over Mets in 6 | AL | Scott Debye |
| 2005 | Mets over Tigers in 7 | NL | Mike Taylor |
| 2004 | Mets over Devil Rays in 4 | NL | Mike Taylor |
| 2003 | Mets over Twins in 7 | NL | Mike Taylor |
| 2002 | Mets over Tigers in 6 | NL | Mike Taylor |
| 2001 | Red Sox over Cubs in 6 | AL | Ray Scattone |
| 2000 | Astros over Red Sox in 4 | NL | Kelly Anderson |
| 1999 | Red Sox over Astros in 5 | AL | Ray Scattone |
| 1998 | Mariners over Astros in 7 | AL | Doug English |
| 1997 | Brewers over Cubs in 6 | AL | Bill Schuyler |
| 1996 | Astros over Royals in 5 | NL | Kelly Anderson |
| 1995 | Mets over Tigers in 6 | NL | Jeff Yaguda |
| 1994 | Mets over Brewers in 7 | NL | Jeff Yaguda |
| 1993 | Padres over Mariners in 6 | NL | Scott Daniel |
| 1992 | Cubs over Twins in 6 | NL | Gerard Donahue |
| 1991 | Pirates over Tigers in 7 | NL | Dan McBride |
| 1990 | Tigers over Cardinals in 5 | AL | Ray Sindyla |
| 1989 | Brewers over Mets in 7 | AL | Bill Schuyler |