champion history
| Year | Championship Banner |
| 1962 |
12 yr old District 44, Section 3, Division, Western Region, and World Series Champions !! |
| 1967 | Senior District 44 Champions (Cupertino American, pre-merger) |
| 1968 | Senior District 44 & Section 4 Champions (Cupertino American, pre-merger) |
| 1969 | Senior District 44 Champions (Cupertino American, pre-merger) |
| 1971 | 12 yr old District 44, Section 4, & Division 2 Champions (Cupertino American, pre-merger) |
| 1974 | 12 yr old District 44 Champions |
| 1975 | 12 yr old District 44 Champions (Cupertino American, pre-merger) |
| 1979 | Senior 13 yr old All Stars District 44, Section 4, & Division 1 Champions (Cupertino American, pre-merger) |
| 1981 | Senior 13 yr old All Stars District 44 & Section 4 Champions (Cupertino American, pre-merger) |
| 1982 | Senior District 44, Section 4 & Division 2 Champions (Cupertino American, pre-merger) |
| 1991 | Junior District 44 Champions (Cupertino American, pre-merger) |
| 1993 | Junior District 44 Champions (Cupertino American, pre-merger) |
| 1995 | Junior District 44 Champions (Cupertino American, pre-merger) |
| 1996 | Big League District 44 Champions (Cupertino American, pre-merger) |
| 1996 | Junior District 44 Champions (Cupertino American, pre-merger) |
| 1997 | Big League District 44 Champions (Cupertino American, pre-merger) |
| 2000 | Big League District 44 Champions (Cupertino American, pre-merger) |
| 2002 | Senior District 44 Champions (Cupertino American, pre-merger) |
| 2003 | 12 yr old District 44 Champions |
| 2003 | Big League District 44 Champions (Cupertino American, pre-merger) |
| 2005 | Senior District 44 Champions (Cupertino American, pre-merger) |
| 2005 | Senior TOC District 44 Champions (Cupertino American, pre-merger) |
| 2006 | 11 yr old District 44 Champions |
| 2006 | Junior District 44 TOC Champions |
| 2006 | Senior TOC District 44 Champions (Cupertino American, pre-merger) |
| 2006 | Senior District 44 Champions (Cupertino American, pre-merger) |
| 2007 | Majors District 44 TOC Champions |
| 2007 | 12 yr old District 44, Section 5, & Division 2 Champions |
| 2007 | Junior District 44 Champions (Cupertino American, pre-merger) |
| 2007 | Senior District 44 Champions (Cupertino American, pre-merger) |
| 2007 | Big League District 44 Champions (Cupertino American, pre-merger) |
| 2007 | Senior TOC District 44 Champions (Cupertino American, pre-merger) |
| 2007 | Junior TOC District 44 Champions (Cupertino American, pre-merger) |
| 2008 | Big League District 44 Champions (Cupertino American, pre-merger) |
| 2009 | 11 yr old District 44 Champions |
| 2009 | Senior District 44 Champions (Cupertino American, pre-merger) |
| 2009 | Big League District 44 Champions (Cupertino American, pre-merger) |
| 2010 | 12 yr old District 44 Champions |
| 2013 | 10 yr old District 44 Champions |
| 2014 | 11 yr old District 44 Champions |
| 2014 | Senior TOC District 44 Champions (Cupertino American, pre-merger) |
| 2014 | Senior District 44 Champions (Cupertino American, pre-merger) |