| 2025 | Campbell County | 1:37.85 | Buffalo | 1:37.17 | |
| 2024 | Campbell County | 1:40.27 | Lander | 1:34.95 | |
| 2023 | Cheyenne Central | 1:39.30 | Lander | 1:35.28 | |
| 2022 | Cheyenne Central | 1:37.50 | Lander | 1:33.67 | |
| 2021 | Cheyenne South | 1:38.38 | Lander | 1:38.52 | |
| 2020 | Laramie | 1:37.40 | Lander | 1:37.53 | |
| 2019 | Kelly Walsh | 1:38.00 | Lander | 1:34.05 | |
| 2018 | Kelly Walsh | 1:36.82 | Lander | 1:39.06 | |
| 2017 | Campbell County | 1:37.31 | Lander | 1:39.20 | |
| 2016 | Kelly Walsh | 1:37.46 | Lander | 1:42.16 | |
| 2015 | Kelly Walsh | 1:37.58 | Lander | 1:40.32 | |
| 2014 | Cheyenne Central | 1:35.90 | Rawlins | 1:43.64 | |
| 2013 | Campbell County | 1:36.57 | Lander | 1:43.09 | |
| 2012 | Campbell County | 1:36.28 | Buffalo | 1:44.90 | |
| 2011 | Kelly Walsh | 1:37.28 | Lander | 1:42.77 | |
| 2010 | Laramie | 1:38.18 | Buffalo | 1:43.64 | |
| 2009 | Campbell County | 1:38.36 | Lander | 1:45.17 | |
| 2008 | Campbell County | 1:39.43 | Sublette | 1:45.76 | |
| 2007 | Campbell County | 1:38.48 | Rawlins | 1:41.77 | |
| 2006 | Kelly Walsh | 1:41.24 | Rawlins | 1:44.87 | |
| 2005 | Green River | 1:40.32 | Rawlins | 1:48.71 | |
| 2004 | Green River | 1:38.51 | Lander | 1:45.60 | |
| 2003 | Kelly Walsh | 1:41.08 | Worland | 1:43.37 | |
| 2002 | Green River | 1:38.50 | Worland | 1:42.85 | |
| 2001 | Green River | 1:37.86 | Lander | 1:41.77 | |
| 2000 | Green River | 1:40.65 | Lander | 1:42.22 | |
| 1999 | Campbell County | 1:37.82 | Lander | 1:44.43 | |
| 1998 | Campbell County | 1:38.96 | Lander | 1:40.46 | |
| 1997 | Laramie | 1:38.17 | Lander | 1:40.98 | |
| 1996 | Laramie | 1:38.07 | Powell | 1:44.40 | |
| 1995 | Green River | 1:40.35 | Rawlins | 1:42.00 | |
| 1994 | Campbell County | 1:39.85 | Lander | 1:44.87 | |
| 1993 | Campbell County | 1:38.89 | Worland | 1:45.18 | |
| 1992 | Green River | 1:41.12 | Worland | 1:46.11 | |
| 1991 | Campbell County | 1:39.20 | Powell | 1:45.06 | |
| 1990 | Campbell County | 1:42.68 | Lyman | 1:46.23 | |
| 1989 | Campbell County | 1:41.17 | Lyman | 1:46.74 | |
| 1988 | Evanston | 1:41.55 | Douglas | 1:49.39 | |
| 1987 | Laramie | 1:43.94 | Evanston | 1:42.92 | |
| 1986 | Sheridan | 1:43.67 | Evanston | 1:48.05 | |
| 1985 | Campbell County | 1:41.39 | Newcastle | 1:51.17 | |
| 1984 | Campbell County | 1:43.91 | Big Piney | 1:50.30 | |
| 1983 | Cheyenne Central | 1:54.425 | Douglas | 2:01.582 | **races in meters |
| 1982 | Sheridan | 1:43.822 | Douglas | 1:52.151 | |
| 1981 | Sheridan | 1:43.655 | Newcastle | 1:48.543 | |
| 1980 | Rawlins | 1:54.803 | Lyman | 2:05.878 | **races in meters |
| 1979 | Laramie | 1:45.626 | Newcastle | 2:05.334 | **Class A races in meters |
| 1978 | Cheyenne Central | 1:45.35 | Glenrock | 2:06.789 | **Class A races in meters |
| 1977 | Cheyenne Central | 1:47.140 | Green River | 1:49.003 | |
| 1976 | Cheyenne East | 1:45.29 | Green River | 1:53.37 | |
| 1975 | Cheyenne East | 1:45.27 | Glenrock | 1:53.76 | |
| 1974 | Sheridan | 1:47.60 | Green River | 1:57.00 | |
| 1973 | Sheridan | 1:49.5 | Glenrock | 1:55.6 | |
| 1972 | Powell | 1:48.6 | Newcastle | 1:52.7 | |
| 1971 | Laramie | 1:47.7 | Thermopolis | 1:53.1 | |
| 1970 | Rock Springs | 1:50.9 | Thermopolis | 1:58.3 | |
| 1969 | Rock Springs | 1:50.8 | - | - | |
| 1968 | Powell | 1:52.7 | - | - | |
| 1967 | Rock Springs | 1:54.4 | - | - | |
| 1966 | Cheyenne Central | 1:54.6 | - | - | |
| 1965 | Laramie | 1:52.7 | - | - | |
| 1964 | Cheyenne Central | 1:51.5 | - | - | |
| 1963 | Natrona | 1:55.1 | - | - | |
| 1962 | Rock Springs | 1:58.7 | - | - | |
| 1961 | Rock Springs | 2:13.7 | - | - | |
| 1960 | Rock Springs | 2:02.1 | - | - | |
| 1959 | Natrona | 2:12.2 | - | - | **relay races in meters |
| 1958 | Cheyenne Central | 2:17.3 | - | - | **relay races in meters |
| 1957 | Cheyenne Central | 2:04.5 | - | - | |
| 1956 | Natrona | 2:06.5 | - | - | |
| 1955 | Cheyenne Central | 1:34.4 | - | - | **was 150-yard medley relay |
| 1954 | Natrona | 1:34.7 | - | - | **was 150-yard medley relay |
| 1953 | Meet canceled | | - | - | |
| 1952 | Cheyenne Central | 1:34.0 | - | - | **was 150-yard medley relay |
| 1951 | Cheyenne Central | 2:10.7 | - | - | |
| 1950 | Natrona | 2:06.5 | - | - | |
| 1949 | Natrona | 2:16.9 | - | - | |
| 1948 | Not contested | | - | - | |