| 1924 Summer Olympics |
Cuba
|
Ramón Fonst
|
Fencing
|
|
|
| 1928 Summer Olympics |
Cuba
|
José Barrientos
|
Athletics
|
|
|
| 1948 Summer Olympics |
Cuba
|
Raúl García-Ordóñez
|
Basketball
|
|
|
| 1952 Summer Olympics |
Cuba
|
Fico López
|
Basketball
|
|
|
| 1956 Summer Olympics |
Cuba
|
Manuel Sanguily
|
Swimming
|
|
|
| 1960 Summer Olympics |
Cuba
|
José Yáñez
|
Wrestling
|
|
|
| 1964 Summer Olympics |
Cuba
|
Ernesto Varona
|
Weightlifting
|
|
|
| 1968 Summer Olympics |
Cuba
|
Héctor Ramírez
|
Artistic Gymnastics
|
|
|
| 1972 Summer Olympics |
Cuba
|
Teófilo Stevenson
|
Boxing
|
|
|
| 1976 Summer Olympics |
Cuba
|
Teófilo Stevenson
|
Boxing
|
|
|
| 1980 Summer Olympics |
Cuba
|
Teófilo Stevenson
|
Boxing
|
|
|
| 1992 Summer Olympics |
Cuba
|
Héctor Milián
|
Wrestling
|
|
|
| 1996 Summer Olympics |
Cuba
|
Rolando Tucker
|
Fencing
|
|
|
| 2000 Summer Olympics |
Cuba
|
Félix Savón
|
Boxing
|
|
|
| 2004 Summer Olympics |
Cuba
|
Iván Pedroso
|
Athletics
|
|
85 |
| 2008 Summer Olympics |
Cuba
|
Mijaín López
|
Wrestling
|
|
45 |
| 2010 Summer Youth Olympics |
Cuba
|
Wilfredo León
|
Volleyball
|
|
|
| 2012 Summer Olympics |
Cuba
|
Mijaín López
|
Wrestling
|
|
50 |
| 2014 Summer Youth Olympics |
Cuba
|
Javier Ibáñez
|
Boxing
|
|
52 |
| 2016 Summer Olympics |
Cuba
|
Mijaín López
|
Wrestling
|
|
56 |
| 2018 Summer Youth Olympics |
Cuba
|
Jordan Díaz
|
Athletics
|
|
54 |
| 2020 Summer Olympics |
Cuba
|
Yaimé Pérez
|
Athletics
|
|
54 |
| 2020 Summer Olympics |
Cuba
|
Mijaín López
|
Wrestling
|
|
54 |