The John Cahill Medal, named after the Port Adelaide Football Club's ten time premiership coach and inaugural AFL coach John Cahill, is awarded to the club player adjudged best and fairest for the season.The voting system as of the 2017 AFL season, consists of each member of the coaching committee giving each player a ranking from zero to five after each match.
|^||Denotes current player|
|+||Player won Magarey Medal in same season|
|Season||Best and fairest||Ref.|
|1878||Thomas Smith (2)|
|1879||Thomas Smith (3)|
|1881||John Sidoli (2)|
|1890||Charlie Fry (2)|
|1891||Harry Phillips (2)|
|1892||Harry Phillips (3)|
|Harry Phillips (4)|
|1899||Stan Malin +|
|1900||John Quinn Sr.|
|1904||Lewis Corston (2)|
|1905||John Quinn Sr. (2)|
|1906||Ted Strawns (2)|
|1907||Jack Mack +|
|1909||Sinclair Dickson (2)|
|1910||Sampson Hosking +|
|1912||Harold Oliver (2)|
|1914||Jack Ashley +|
|1915||Harry Eaton (2)|
|1919||Jack Ashley (2)|
|1921||Charlie Adams + (2)|
|1924||Les Dayman (2)|
|1925||Peter Bampton +|
|1928||Les Dayman (3)|
|1932||Ernest Mucklow (2)|
|1935||Jack Dermody (2)|
|1936||Albert Hollingworth (2)|
|1938||Bob Quinn + (2)|
|1945||Bob Quinn + (3)|
|1947||Bob Quinn (4)|
|1949||Dick Russell (2)|
|1951||Dick Russell (3)|
|1955||Fos Williams (2)|
|1956||Edward Whelan +|
|1959||Geof Motley (2)|
|1960||Neville Hayes (2)|
|1963||Geof Motley (3)|
|1964||Jeff Potter + (2)|
|1965||Geof Motley (4)|
|1967||Jeff Potter + (3)|
|1968||John Cahill (2)|
|1969||Jeff Potter (4)|
|1970||John Cahill (3)|
|1971||Russell Ebert +|
|1972||Russell Ebert (2)|
|1973||John Cahill (4)|
|1974||Russell Ebert + (3)|
|1975||Peter Woite +|
|1976||Russell Ebert + (4)|
|1977||Russell Ebert (5)|
|1980||Stephen Clifford (2)|
|1981||Russell Ebert (6)|
|1983||Stephen Clifford (3)|
|1984||Craig Bradley (2)|
|1985||Craig Bradley (3)|
|1986||Martin Leslie +|
|1990||Scott Hodges +|
|1992||Nathan Buckley +|
|1996||Scott Hodges (2)|
|2004||Warren Tredrea (2)|
|2005||Warren Tredrea (3)|
|2008||Kane Cornes (2)|
|2009||Warren Tredrea (4)|
|2010||Kane Cornes (3)|
|2011||Travis Boak ^|
|2012||Kane Cornes (4)|
|2014||Robbie Gray ^|
|2015||Robbie Gray ^ (2)|
|2016||Robbie Gray ^ (3)|
|2018||Justin Westhoff ^|
|2019||Travis Boak ^ (2)|
|2020||Darcy Byrne-Jones ^|
|^||Denotes current player|
|Russell Ebert||6||1971, 1972, 1974, 1976, 1977, 1981|
|John Cahill||4||1966, 1968, 1970, 1973|
|Kane Cornes||4||2007, 2008, 2010, 2012|
|Geof Motley||4||1958, 1959, 1963, 1965|
|Harry Phillips||4||1888, 1891, 1892, 1893|
|Jeff Potter||4||1961, 1964, 1967, 1969|
|Bob Quinn||4||1937, 1938, 1945, 1947|
|Warren Tredrea||4||2001, 2004, 2005, 2009|
|Craig Bradley||3||1982, 1984, 1985|
|Stephen Clifford||3||1978, 1980, 1983|
|Les Dayman||3||1923, 1924, 1928|
|Robbie Gray ^||3||2014, 2015, 2016|
|Dick Russell||3||1948, 1949, 1951|
|Thomas Smith||3||1877, 1888, 1889|
|Charlie Adams||2||1920, 1921|
|Jack Ashley||2||1914, 1919|
|Travis Boak ^||2||2011, 2019|
|Lewis Corston||2||1902, 1904|
|Jack Dermody||2||1933, 1935|
|Sinclair Dickson||2||1908, 1909|
|Harry Eaton||2||1913, 1915|
|Charlie Fry||2||1886, 1890|
|Neville Hayes||2||1957, 1960|
|Scott Hodges||2||1990, 1996|
|Albert Hollingworth||2||1934, 1936|
|Ernest Mucklow||2||1929, 1932|
|Harold Oliver||2||1911, 1912|
|John Quinn Sr.||2||1900, 1905|
|John Sidoli||2||1880, 1881|
|Ted Strawns||2||1901, 1906|
|Fos Williams||2||1950, 1955|
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