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Tournament champions are listed in bold.
| Year | District 1 | District 2 | District 3 | District 4 | District 5 |
|---|---|---|---|---|---|
| 2024 | Three Rivers (Glenwod Springs) | North Boulder | Dry Creek (Centennial) | ||
| 2023 | Three Rivers (Glenwood Springs) | North Boulder | Academy (Colorado Springs) | ||
| 2022 | Three Rivers (Glenwood Springs) | South Boulder | Academy (Colorado Springs) | ||
| 2021 | Delta | North Boulder | Tri-Lakes (Monument) | ||
| 2020 | |||||
| 2019 | Colorado River Valley (Rifle) | North Boulder | Colorado Springs | ||
| 2018 | Colorado River Valley (Rifle) | North Boulder | Southwest Colorado Youth Baseball (Cortez) | Academy (Colorado Springs) | |
| 2017 | Monument (Grand Junction) | North Boulder | Pine River (Bayfield) | Academy (Colorado Springs) | |
| 2016 | Grand Mesa (Grand Junction) | North Boulder | Southwest Colorado Youth Baseball (Cortez) | Academy (Colorado Springs) | |
| 2015 | Three Rivers (Carbondale) | North Boulder | Southwest Colorado Youth Baseball (Cortez) | Academy (Colorado Springs) | |
| 2014 | Three Rivers (Carbondale) | North Boulder | Grand County Youth (Fraser) | Youth Baseball of Southwestern Colorado (Durango) | Academy (Colorado Springs) |
| 2013 | Monument (Grand Junction) | North Boulder | Steamboat (Steamboat Springs) | Youth Baseball of Southwestern Colorado (Durango) | Ken-Caryl (Littleton) |
| 2012 | Monument (Grand Junction) | South Boulder | Steamboat (Steamboat Springs) | Colorado Springs | |
| 2011 | Palisade | North Boulder | Steamboat (Steamboat Springs) | Academy (Colorado Springs) | |
| 2010 | Orchard Mesa (Grend Junction) | North Boulder | Steamboat (Steamboat Springs) | Academy (Colorado Springs) | |
| 2009 | Grand Mesa (Grand Junction) | North Boulder | Steamboat (Steamboat Springs) | Colorado Springs | |
| 2008 | Grand Mesa (Grand Junction) | South Boulder | Steamboat (Steamboat Springs) | Academy (Colorado Springs) | |
| 2007 | Monument (Grand Junction) | Northern Lights (Thornton) | Craig | Tri-Lakes (Monument) | |
| 2006 | Grand Mesa (Grand Junction) | North Boulder | Eagle Valley (Eagle) | Academy (Colorado Springs) | |
| 2005 | Grand Mesa (Grand Junction) | South Boulder | Grand County Youth (Fraser) | Academy (Colorado Springs) | |
| 2004 | Monument (Grand Junction) | North Boulder | Grand County Youth (Fraser) | Academy (Colorado Springs) | |
| 2003 | Fruita-Redlands | South Boulder | Eagle Valley (Eagle) | Academy (Colorado Springs) | |
| 2002 | Grand Mesa (Grand Junction) | North Boulder | Steamboat (Steamboat Springs) | Academy (Colorado Springs) | |
| 2001 | Grand Mesa (Grand Junction) | North Boulder | Craig | Academy (Colorado Springs) | |
| 2000 | Three Rivers (Carbondale) | North Boulder | Platte Canyon (Bailey) | Academy (Colorado Springs) | |
| 1999 | Grand Mesa (Grand Junction) | North Boulder | Rocky Mountain (Idaho Springs) | Southwest Denver | |
| 1998 | Grand Mesa (Grand Junction) | South Boulder | Eagle Valley (Eagle) | El Paso County (Colorado Springs) | |
| 1997 | Grand Mesa (Grand Junction) | (Unknown league) | Rocky Mountain (Idaho Springs) | El Paso County (Colorado Springs) | |
| 1996 | Grand Mesa (Grand Junction) | Hidden Lake (Arvada) | Eagle Valley (Eagle) | Arapahoe (Aurora) | |
| 1995 | Grand Mesa (Grand Junction) | Sherrelwood (Westminster) | Eagle Valley (Eagle) | Academy (Colorado Springs) | |
| 1994 | Grand Mesa (Grand Junction) | Northglenn | Summit County Youth (Dillon) | Colorado Springs | |
| 1993 | Grand Mesa (Grand Junction) | North Boulder | Westminster | Centennial (Englewood) | |
| 1992 | Fruita-Redlands | North Boulder | American West (Westminster) | Dry Creek (Denver) | |
| 1991 | Grand Mesa (Grand Junction) | North Boulder | Shaw Heights (Westminster) | Arapahoe (Aurora) | |
| 1990 | Grand Mesa (Grand Junction) | North Boulder | Westminster | Arapahoe (Aurora) | |
| 1989 | Grand Mesa American (Grand Junction) | Niwot | Sherrelwood (Westminster) | Arapahoe (Aurora) | |
| 1988 | Fruita-Redlands | South Boulder | Shaw Heights (Westminster) | Cherry Creek (Englewood) | |
| 1987 | Grand Mesa (Grand Junction) | North Boulder | Sherrelwood (Westminster) | El Paso County (Colorado Springs) | Cherry Creek (Englewood) |
| 1986 | Grand Mesa (Grand Junction) | Thunderbird (Boulder) | Shaw Heights (Westminster) | El Paso County (Colorado Springs) | Cherokee (Englewood) |
| 1985 | Grand Mesa (Grand Junction) | Thunderbird (Boulder) | Perl Mack Berkeley (Denver) | El Paso County (Colorado Springs) | Cherokee (Englewood) |
| 1984 | Cortez | North Boulder | Shaw Heights (Westminster) | El Paso County (Colorado Springs) | Cherokee (Englewood) |
| 1983 | Grand Mesa (Grand Junction) | Thunderbird (Boulder) | Shaw Heights (Westminster) | El Paso County (Colorado Springs) | Cherokee (Englewood) |
| 1982 | Fruita-Redlands | North Boulder | Perl Mack Berkeley (Denver) | El Paso County (Colorado Springs) | Southeast Denver |
| 1981 | Grand Mesa (Grand Junction) | Thunderbird (Boulder) | Shaw Heights (Westminster) | El Paso County (Colorado Springs) | Comanche (Littleton) |
| 1980 | Monument (Grand Junction) | North Boulder | Shaw Heights (Westminster) | El Paso County (Colorado Springs) | |
| 1979 | Grand Mesa (Grand Junction) | Flatirons (Boulder) | Perl Mack Berkeley (Denver) | El Paso County (Colorado Springs) | |
| 1978 | Monument (Grand Junction) | North Boulder | Southeast Denver | El Paso County (Colorado Springs) | |
| 1977 | Grand Mesa (Grand Junction) | North Boulder | Apache (Littleton) | El Paso County (Colorado Springs) | |
| 1976 | Monument (Grand Junction) | North Boulder | El Paso County (Colorado Springs) | ||
| 1975 | Grand Mesa (Grand Junction) | North Boulder | Southeast Denver | ||
| 1974 | Orchard Mesa (Grand Junction) | North Boulder | Perl Mack Berkeley (Denver) | ||
| 1973 | Grand Mesa (Grand Junction) | Northglenn | Apache (Littleton) | ||
| 1972 | Orchard Mesa (Grand Junction) | Flatirons (Boulder) | Southeast Denver | ||
| 1971 | Orchard Mesa (Grand Junction) | Thunderbird (Boulder) | Perl Mack Berkeley (Denver) | ||
| 1970 | Cortez | Perl Mack Berkeley (Denver) | |||
| 1969 | Orchard Mesa (Grand Junction) | Southeast Denver | |||
| 1968 | Grand Mesa (Grand Junction) | Flatirons (Boulder) | |||
| 1967 | Orchard Mesa (Grand Junction) | Skyline (Boulder) | |||
| 1966 | Orchard Mesa (Grand Junction) | Skyline (Boulder) | |||
| 1965 | Cortez | Fort Collins American | |||
| 1964 | Cortez | Thunderbird (Boulder) | |||
| 1963 | Lowry Air Force Base (Denver) | ||||
| 1962 | Skyline (Boulder) | ||||
| 1961 | Lamar | ||||
| 1960 | South Boulder | ||||
| 1959 | North Boulder | ||||
| 1958 | North Boulder | ||||
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