Middlesbrough Player of the Year Award Winners from 1966 to 2025
This is a list of Middlesbrough Player of the Year from 1969 to 2025.
Middlesbrough Player of the Season is voted by Middlesbrough club supporters.
| Year | Winner |
|---|
| 1966 | 
| Gordon Jones |
| 1967 | | Not Awarded |
| 1968 |
| Dickie Rooks |
| 1969 |
| Dickie Rooks |
| 1970 |
| George Smith |
| 1971 |
| Gordon Jones |
| 1972 | 
| Jim Platt |
|
| Stuart Boam |
| 1973 |
| Willie Maddren |
| 1974 | 
| Graeme Souness |
| 1975 | | Not Awarded |
| 1976 | | Not Awarded |
| 1977 | | Not Awarded |
| 1978 |
| Stan Cummins |
| 1979 |
| Stuart Boam |
| 1980 |
| David Armstrong |
| 1981 |
| Jim Platt |
| 1982 | | Not Awarded |
| 1983 | | Not Awarded |
| 1984 | | Not Awarded |
| 1985 |
| Tony Mowbray |
| 1986 |
| Tony Mowbray |
| 1987 | | Not Awarded |
| 1988 | | Not Awarded |
| 1989 | | Not Awarded |
| 1990 | | Not Awarded |
| 1991 |
| Ian Baird |
| 1992 | | Not Awarded |
| 1993 |
| John Hendrie |
| 1994 | | Not Awarded |
| 1995 | | Not Awarded |
| 1996 | | Not Awarded |
| 1997 | 
| Juninho Paulista |
| 1998 | | Not Awarded |
| 1999 | 
| Hamilton Ricard |
| 2000 | | Not Awarded |
| 2001 | | Not Awarded |
| 2002 |
| Gareth Southgate |
| 2003 | | Not Awarded |
| 2004 | 
| George Boateng |
| 2005 |
| Stewart Downing |
| 2006 | 
| Yakubu Aiyegbeni |
| 2007 |
| Jonathan Woodgate |
| 2008 |
| David Wheater |
| 2009 | 
| Tuncay Şanlı |
| 2010 |
| Barry Robson |
| 2011 |
| Joe Bennett |
| 2012 |
| Barry Robson |
| 2013 |
| Grant Leadbitter |
| 2014 |
| George Friend |
| 2015 |
| George Friend |
| 2016 |
| Adam Clayton |
| 2017 |
| Ben Gibson |
| 2018 | 
| Adama Traoré |
| 2019 | 
| Darren Randolph |
| 2020 |
| Jonny Howson |
| 2021 |
| Paddy McNair |
| 2022 |
| Jonny Howson |
| 2023 |
| Chuba Akpom |
| 2024 |
| Rav van den Berg |
| 2025 |
| Hayden Hackney |
| | |
