 |  | 1906 Alessandro Cagno , Itala, 52,474 in 2h50'10" |
 | | 1907 Vincenzo Lancia , Fiat, 54,733 in 2h43'08" |
 | | 1908 Felice Nazzaro , Fiat, 58,342 in 2h33'03" |
 | | 1909 Francesco Ciuppa , SPA 54,674 in 2h43'19" |
 | | 1910 Tullio Cariolato , Franco 49,612 in 2h59'59" |
 | | 1911 Mario Cortese , Lancia 50,815 in 2h55'43" |
 | | 1912 Giro di Sicilia (Cyril Snipe) , Scat |
| | | 1913 Giro di Sicilia (Felice Nazzaro) , Nazzaro |
 | | 1914 Giro di Sicilia (Ernesto Ceirano) , Scat |
 | | 1919 André Boillot , Peugeot 56,623 in 1h54'26" |
 | | 1920 Enzo Ferrari , Alfa Romeo 51,567 in 2h05'39" |
 | | 1921 Max SAILER , Mercedes 60,504 in 1h47'06" |
 | | 1922 Giulio Masetti , Fiat 66,373 in 1h37'37" |
 | | 1923 Antonio Ascari , Alfa Romeo 03,986 m 1h41'10" |
 | | 1924 Christian Werner , Mercedes 68,210 in 1h34'59" |
 | | 1925 Bartolomeo Costantini , Bugatti 73,123 in 1h28'37" |
| | | 1926 Bartolomeo Costantini , Bugatti 75,349 in 1h26'00" |
 | | 1927 Emilio Materassi , Bugatti 75,510 in 1h25'48" |
 | | 1928 Louis Chiron , Bugatti 74,972 in 1h26'29" |
 | | 1929 Nando Minoia , Bugatti 75,922 in 1h25'17" |
 | | 1930 Achille Varzi , Alfa Romeo 79,642 in 1h21'21" |
| < | | 1931 Achille Varzi , Bugatti 70,700 in 2h03'54" |
 | | 1932 Tazio Nuvolari , Alfa Romeo 81,596 in 52'56" |
 | | 1933 BACONIN Borzacchini , Alfa Romeo 79,729 in 54'11" |
 | | 1934 Pietro Ghersi , Alfa Romeo 73,636 in 58'40" |
 | | 1935 Tonino Brivio , Alfa Romeo 80,010 in 53'59" |
 | | 1936 Costantino Magistri , Lancia 67,192 in 1h04'29" |
 | | 1937 Giovanni Rocco , Maserati 121,698 in 1h02'35" |
| | 1938 Enrico Marazza , Maserati 119,721 in 1h2,52" |
 | | 1939 Luigi Villoresi , Maserati 141,808 in 2'24.6" 25 giro |
| | | 1940 Luigi Villoresi , Maserati 147,901 in 1h02'19" |
 | | 1948 Giro di Sicilia (Clemente Biondetti) , Ferrari |
| | | 1949 Giro di Sicilia (Clemente Biondetti) , Ferrari |
 | | 1950 Giro di Sicilia (Mario Bornigia) , Alfa Romeo |
 | | 1951 Giovanni Bracco , Ferrari 82,432 in 52'24" |
 | | 1952 Giulio Cabianca , Osca 84,226 in 51'17.4" |
 | | 1953 Piero Taruffi , Lancia 87,000 in 49'37" |
| | | 1954 Piero Taruffi , Lancia 93,082 in 46'04" |
 | | 1955 Stirling Moss , Mercedes 100,187 in 43'07" |
 | | 1956 Eugenio Castellotti , Ferrari 96,213 in 44'54" |
| | 1957 Gara di Regolarità (Fabio Colonna) , Fiat |
| | | 1958 Stirling Moss , Aston Martin 102,147 in 42'17" |
 | | 1959 Joakim Bonnier , Porsche 110,015 in 43'11" |
| | | 1960 Joakim Bonnier , Porsche 101,807 in 42'26" |
 | | 1961 Olivier Gendebien , Ferrari 107,840 in 40'03" |
 | | 1962 Willy Mairesse , Ferrari 107,973 in 40'00" |
 | | 1963 Mike Parkes , Ferrari 107,784 in 40'04" |
 | | 1964 Colin Davis , Porsche 104,942 in 41'10" |
 | | 1965 Nino Vaccarella , Ferrari 109,874 in 39'21" |
| | | 1966 Nino Vaccarella , Ferrari 102,209 in 41'51" |
 | | 1967 Herbert Muller , Porsche 116,285 in 37'00" |
 | | 1968 Victor Elford , Porsche 119,872 in 36'02" |
 | | 1969 Gerhard Mitter , Porsche 121,861 in 35'27" |
 | | 1970 Leo Kinnunen , Porsche 128,571 in 33'36" |
| | 1971 Victor Elford , Porsche 127,962 in 33'45" |
 | | 1972 Helmut Marko , Alfa Romeo 128,253 in 33'41" |
 | | 1973 Rolf Stommelen , Alfa Romeo 126,248 in 34'13" |
 | | 1974 Giorgio Pianta , Lola 114,883 in 37'36" |
| | | 1975 Nino Vaccarella , Alfa Romeo 120,895 in 35'44" |
 | | 1976 "Amphicar" (Eugenio Renna) , Osella 115,477 in 37'24" |
| | 1977 "Amphicar" (Eugenio Renna) , Osella 116,442 in 37'06" |