| # | Tulemus | Sportlane | Võistlus | Vanuseklass | Linn | Kuupäev | ||
|---|---|---|---|---|---|---|---|---|
| 1941 | 2:14:02 | Keijo Laanesar, 1984 | Tartu rattaralli (64 km) | M40-44 | Tartu | 01.06.25 | ||
| 1942 | 2:14:10 | Kristen Sala, 1995 | Mulgi rattamaraton (47 km) | M23-34 | Viljandi | 04.05.25 | ||
| 1943 | 2:14:11 | Kaur Kannel, 2010 | Mulgi rattamaraton (47 km) | M14-15 | Viljandi | 04.05.25 | ||
| 1944 | 2:14:12 | Hardy Grünberg, 2010 | Mulgi rattamaraton (47 km) | M14-15 | Viljandi | 04.05.25 | ||
| 1945 | 2:14:13 | Margus Emmar, 1968 | Tartu rattaralli (64 km) | M55-59 | Tartu | 01.06.25 | ||
| 1946 | 2:14:14 | Roobert Teder, 2009 | Mulgi rattamaraton (47 km) | M16-17 | Viljandi | 04.05.25 | ||
| 1947 | 2:14:21 | Kirke Liping, 2010 | Tartu rattaralli (64 km) | N14-15 | Tartu | 01.06.25 | ||
| 1948 | 2:14:22 | Robert Piho, 1989 | Tartu rattaralli (64 km) | M35-39 | Tartu | 01.06.25 | ||
| 1949 | 2:14:22 | Leo Härm, 1947 | Tartu rattaralli (64 km) | M75-79 | Tartu | 01.06.25 | ||
| 1950 | 2:14:25 | Kaarel Salumäe, 1983 | Tartu rattaralli (64 km) | M40-44 | Tartu | 01.06.25 |
