| 1919 Vin Hilton - Dayton CC | 1920 Vin Hilton - Miami Valley GC | 1921 Vin Hilton - MIami Valley GC |
| 1922 Howard Jordan - Community GC | 1923 Vin Hilton - Dayton CC | 1924 Jack Parrott - Community GC |
| 1925 Paul Morgan - MIami Valley GC | 1926 Jim Herr - MacGregor GC | 1927 Harry Lindsay - MacGregor GC |
| 1928 Ralph Brown - MIami Valley GC | 1929 Bob Kepler - Meadowbrook CC | 1930 Bob Kepler - Dayton CC |
| 1931 Bob Kepler - Moraine Park GC | 1932 Bob Kepler - MacGregor GC | 1933 Bob Servis - Miami Valley GC |
| 1934 Lt. Ken Rogers - Fairmount CC | 1935 Bob Servis - Northmoor GC | 1936 Jim Flynn - Community CC |
| 1937 Joe Higgins - Dayton CC | 1938 Joe Zotkiewicz - Miami Valley GC | 1939 Paul Genung - Walnut Grove CC |
| 1940 Paul Genung - Madden GC | 1941 Lt. Ben Schriever - Northmoor GC | 1942 Joe Higgins - Dayton CC |
| 1943-45 No Tournament | 1946 Don Shock - Community GC | 1947 Don Shock - Walnut Grove CC |
| 1948 Dick Tang - Miami Valley GC | 1949 Jack Zimmerman - Madden GC | 1950 Denny Walters - Moraine CC |
| 1951 Jack Cleary - D.P. & L. GC | 1952 Andy Augaitis - Community GC | 1953 Pat Schwab - Dayton CC |
| 1954 Jack Zimmerman - Meadowbrook CC | 1955 Bill Wheeler - Madden GC | 1956 John Blesi - Miami Valley GC |
| 1957 Bobby Zimmerman - Walnut Grove CC | 1958 Jack Zimmerman - WPAFB GC | 1959 Gordon Waldespuhl - NCR CC (South) |
| 1960 Dudley Kircher - Moraine CC | 1961 Jim MacFadyen - D. P. & L. GC | 1962 Nick Ungard - Community GC |
| 1963 Carl Yung - Madden GC | 1964 Barry Baumgardner - Community GC | 1965 Danny Robison - Madden GC |
| 1966 Dave Wilson - Kitthawk GC (Hawk) | 1967 Al Lewis - Community GC | 1968 Ted Ritter - Madden GC |
| 1969 George Welsh - Kittyhawk GC (Eagle) | 1970 John Fisher - WPAFB GC | 1971 Bob Shawen - Community GC |
| 1972 Dave Wilson - Madden GC | 1973 Walter Law - Kittyhawk GC (Hawk) | 1974 Jim Shively - Community GC |
| 1975 Asey Jackson - Larch Tree GC | 1976 Dave Wilson - Madden GC | 1977 Jim Awsumb - Kittyhawk GC (Eagle) |
| 1978 James "Skip" Snow - Community GC | 1979 Jim Neff - Madden GC | 1980 Mike Glendenning - Kittyhawk GC (Hawk) |
| 1981 No Tournament | 1982 Mike Glendenning - Kittyhawk GC (Eagle) | 1983 Richard Haire - Madden GC |
| 1984 Jim Neff - Community GC | 1985 Dave Eby - Kittyhawk GC | 1986 Brian Hodgson - Community GC |
| 1987 Richard Haire - Madden GC | 1988 Jim Shively - Kittyhawk GC | 1989 Mike Dempsey - Community GC |
| 1990 Mike Dempsey - Madden GC | 1991 Don Block - Kittyhawk GC | 1992 Mike Suttman - Madden GC |
| 1993 Carl Bidwell | 1994 Bob Jones | 1995 Bob Jones |
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| Metropolitan Champions |
| 1996 Greg Lawrence - Yankee, Cassel, Shaker | 1997 Matt Ehlinger - Yankee, Cassel, Shaker | 1998 Dale Shires - Twin Base GC & Dayton CC |
| 1999 Bob Eardley - Northwood Hills CC | 2000 Mike Suttman - Wildwood GC | 2001 Mike Suttman - Walnut Grove CC |
| 2002 Pete Samborsky - NCR CC (South) | 2003 Ron Eubel - Greene CC | 2004 Marty Miller - Browns Run CC |
| 2005 Bob Jones - Cassel Hills GC | 2006 Pete Samborsky - Greene CC | 2007 Pete Samborsky - Troy CC |
| 2008 Pete Samborsky - Piqua CC | 2009 Michael Bernard - Miami Valley GC | 2010 Jeff Scohy - Windy Knoll GC |
| 2011 Pete Samborsky - Sycamore Creek CC | 2012 Ryan Reichley - Greene CC | 2013 Nick Scott - Miami Valley GC |
| 2014 Zach Yinger - Piqua CC | 2015 Pete Betzold - Beavercreek CC | 2016 Josh Gilkison - CC of the North |
| 2017 Josh Gilkison - Heatherwoode GC | 2018 Nick Paxson - Sugar Valley GC | 2019 Austin Schoonmaker - Dayton CC |
| 2020 Austin Schoonmaker - Piqua CC | 2021 Bryce Haney - GC @ Yankee Trace | 2022 Mikkel Mathiesen - CC of the North |
| 2023 Mikkel Mathiesen - Heatherwoode GC | 2024 Tyler Goecke - Maimi Valley GC | |
First Presented in 1919, this Silver Loving Cup donated by the Daily and Sunday News was presented to Dayton County Club for Vin Hilton's first recorded Dayton Area Amateur Championship. Mr. Hilton then went on to win the 1920 & 1921 championship. We assume retiring the first trophy. In 1922, Howard Jordan won the championship and his name was engraved onto a new trophy that was also donated by the Daily and Sunday News. The second trophy was then award to Vin Hilton for his fourth win and Jack Parrott in 1924 before both trophies where lost for decades!