| PIMENTO PEPPERS Won 25, Lost 40 | |||||||
|---|---|---|---|---|---|---|---|
| YEAR | ROUND | OPPONENT | SCORE | ||||
| 1922 | Sectional | N | Prairie Creek | L | 5 | 45 | |
| 1923 | Sectional | N | Clay City | L | 21 | 35 | |
| 1924 | Sectional | N | Otter Creek | W | 17 | 8 | |
| Sectional | N | Terre Haute Glenn | L | 13 | 16 | ||
| 1925 | Sectional | N | West Terre Haute | W | 20 | 18 | |
| Sectional | N | Terre Haute Garfield | L | 5 | 30 | ||
| 1926 | Sectional | N | Concannon | W | 35 | 16 | |
| Sectional | N | Honey Creek | W | 22 | 18 | ||
| Sectional | N | Terre Haute Garfield | L | 14 | 23 | ||
| 1927 | Sectional | N | Fontanet | W | 23 | 5 | |
| Sectional | N | Honey Creek | W | 31 | 14 | ||
| Sectional | N | Terre Haute Gerstmeyer | L | 19 | 29 | ||
| 1928 | Sectional | N | Honey Creek | L | 14 | 20 | |
| 1929 | Sectional | N | Terre Haute Normal | L | 12 | 25 | |
| 1930 | Sectional | N | Terre Haute Gerstmeyer | W | 25 | 19 | |
| Sectional | N | Terre Haute Wiley | L | 10 | 30 | ||
| 1931 | Sectional | N | Terre Haute Gerstmeyer | W | 18 | 17 | |
| Sectional | N | Terre Haute Normal | L | 11 | 19 | ||
| 1932 | Sectional | N | Otter Creek | W | 24 | 16 | |
| Sectional | N | Terre Haute Gerstmeyer | L | 18 | 19 | ||
| 1933 | Sectional | N | Riley | L | 21 | 37 | |
| 1934 | Sectional | N | Riley | W | 24 | 23 | |
| Sectional | N | West Terre Haute | L | 23 | 27 | ||
| 1935 | Sectional | N | Terre Haute Garfield | L | 11 | 40 | |
| 1936 | Sectional | N | Terre Haute Normal | L | 22 | 36 | |
| 1937 | Sectional | N | West Terre Haute | W | 29 | 26 | |
| Sectional | N | Terre Haute Glenn | W | 36 | 20 | ||
| Sectional | N | Concannon | W | 30 | 28 | ||
| Sectional | N | Terre Haute Wiley | L | 26 | 48 | ||
| 1938 | Sectional | N | Otter Creek | L | 27 | 37 | |
| 1939 | Sectional | N | Otter Creek | L | 21 | 31 | |
| 1940 | Sectional | N | Terre Haute Garfield | L | 13 | 27 | |
| 1941 | Sectional | N | Terre Haute Glenn | W | 29 | 14 | |
| Sectional | N | Honey Creek | L | 19 | 23 | ||
| 1942 | Sectional | N | Terre Haute Garfield | W | 27 | 25 | |
| Sectional | N | Riley | W | 39 | 32 | ||
| Sectional | N | Terre Haute Wiley | L | 23 | 34 | ||
| 1943 | Sectional | N | Terre Haute Gerstmeyer | L | 20 | 35 | |
| 1944 | Sectional | N | Terre Haute Wiley | W | 31 | 28 | |
| Sectional | N | Terre Haute Garfield | L | 40 | 42 | ||
| 1945 | Sectional | N | Riley | W | 42 | 33 | |
| Sectional | N | Terre Haute Wiley | L | 27 | 30 | ||
| 1946 | Sectional | N | Blackhawk | W | 39 | 38 | |
| Sectional | N | West Terre Haute | W | 42 | 31 | ||
| Sectional | N | Terre Haute Normal | L | 28 | 43 | ||
| 1947 | Sectional | N | Terre Haute Wiley | L | 26 | 59 | |
| 1948 | Sectional | N | Blackhawk | W | 48 | 32 | |
| Sectional | N | Terre Haute Wiley | L | 43 | 63 | ||
| 1949 | Sectional | N | Blackhawk | L | 35 | 37 | |
| 1950 | Sectional | N | West Terre Haute | W | 53 | 44 | |
| Sectional | N | Terre Haute Glenn | L | 44 | 72 | ||
| 1951 | Sectional | N | Prairie Creek | W | 48 | 42 | |
| Sectional | N | Terre Haute Wiley | L | 28 | 66 | ||
| 1952 | Sectional | N | Prairie Creek | W | 65 | 41 | |
| Sectional | N | Terre Haute Glenn | L | 36 | 44 | ||
| 1953 | Sectional | N | Terre Haute Glenn | L | 38 | 62 | |
| 1954 | Sectional | N | Terre Haute Gerstmeyer | L | 45 | 69 | |
| 1955 | Sectional | N | Terre Haute Wiley | L | 40 | 45 | |
| 1956 | Sectional | N | Prairie Creek | L | 34 | 58 | |
| 1957 | Sectional | N | Blackhawk | W | 60 | 48 | |
| Sectional | N | Terre Haute Gerstmeyer | L | 50 | 82 | ||
| 1958 | Sectional | N | Pleasantville | L | 64 | 65 | |
| 1959 | Sectional | N | Prairie Creek | L | 42 | 68 | |
| 1960 | Sectional | at | Sullivan | L | 35 | 60 | |
| 1961 | Sectional | at | Sullivan | L | 21 | 42 | |