Copa San Isidro de Curuguaty Winners Winners

| Year_ | Winner | Runners_up | Aggregate_ | _1st_leg | _2nd_leg |
|---|---|---|---|---|---|
| 1956 | Trinidad | Liga Central | 4-2 | 2-1 | 2-1 |
| 1959 | Fray Bentos | Villeta | 7-1 | 3-0 | 4-1 |
| 1963 | Colonia | Ypacaraí | 3-3 [1] | 0-1 | 3-2 |
| 1966 | Tacuarembó | Coronel Oviedo | 4-1 | 2-0 | 2-1 |
| 1978 | Federación Misionera | Melo | 4-0 | 1-0 | 3-0 |
| 1980 | Federación Misionera | Tacuarembó | 5-5, 3-2 p | 2-1 | 3-4 |
| 1982 | Maldonado | Villarrica | 1-1, 4-3 p | 1-0 | 0-1 |
| 1984 | San Pedro | Rocha | 4-3 | 1-3 | 3-0 |
| 1988 | Paysandú | Paranaense | 4-3 | 1-2 | 3-1 |
| 1990 | Ypacaraí | Florida | 2-1 | 1-0 | 1-1 |
| 1992 | Liga del Sud | Minas | 6-1 | 2-0 | 4-1 |
| 1994 | Maldonado | Caaguazú | 9-2 | 4-0 | 5-2 |
| 1996 | Paranaense | Maldonado Interior | 3-3 [2] | 2-2 | 1-1 |
| 1998 | Itauguá | Melo | 4-3 | 1-1 | 3-2 |