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The age is taken at the date of the start of the race.
| Year | Race | Rider | Age | |
|---|---|---|---|---|
| 2022 | Giro d'Italia | PONOMAR Andrii | 19y + 243d | 117 |
| 2022 | La Vuelta ciclista a España | BRENNER Marco | 19y + 357d | 73 |
| 2022 | La Vuelta ciclista a España | AYUSO Juan | 19y + 337d | 3 |
| 2021 | Giro d'Italia | PONOMAR Andrii | 18y + 245d | 67 |
| 2013 | Tour de France | VAN POPPEL Danny | 19y + 338d | DNF |
| 2007 | Giro d'Italia | ROVNY Ivan | 19y + 224d | DNF |
| 1995 | Giro d'Italia | GIACOMELLI Sandro | 19y + 163d | DNF |
| 1982 | Giro d'Italia | AIARDI Giorgio | 19y + 279d | 77 |
| 1980 | Vuelta a España | CHOZAS Eduardo | 19y + 292d | 36 |
| 1978 | Vuelta a España | CIPOLLINI Cesare | 19y + 130d | DNF |
| 1975 | Vuelta a España | COELHO Manuel | 19y + 255d | 51 |
| 1971 | Vuelta a España | LOYSCH Roger | 19y + 167d | DNF |
| 1964 | Vuelta a España | CRISTINA Custodio Leonardo | 19y + 176d | DNF |
| 1961 | Vuelta a España | PACHECO José Joaquim | 19y + 71d | DNF |
| 1959 | Vuelta a España | DOS SANTOS João Henrique Roque | 19y + 113d | DNF |
| 1955 | Vuelta a España | GIESELER Edi | 19y + 103d | DNF |
| 1947 | Vuelta a España | ALONSO Félix | 19y + 126d | DNF |
| 1946 | Giro d'Italia | ZANAZZI Valeriano | 19y + 337d | 39 |
| 1946 | Giro d'Italia | COLOMBO Dante | 19y + 78d | DNF |
| 1945 | Vuelta a España | MORAN Andrés | 19y + 113d | DNF |
| 1942 | Vuelta a España | MIRÓ Agustín | 19y + 281d | DNF |
| 1936 | Giro d'Italia | BIZZI Olimpio | 19y + 289d | DNF |
| 1936 | Giro d'Italia | MASSA Domenico | 18y + 296d | DNF |
| 1935 | Giro d'Italia | BINI Aldo | 19y + 292d | DNF |
| 1935 | Vuelta a España | TUERO Americo | 19y + 17d | 19 |