Goran Pandev - six-time winner of the award
Macedonian Footballer of the Year - the annual award of the best professional footballers of Macedonia, was held from 2004 to 2014 (the prize was not awarded in 2005) under the auspices of the Football Federation of Macedonia . Four times was awarded separately the best player of the championship of Macedonia and the best Macedonian, performing abroad. The greatest number of times (6) was awarded to Goran Pandev .
| Year | Player | Club | Note |
|---|---|---|---|
| 2004 | Aleksandar Vasosky Goran Pandev |  Wardar Lazio | Championship of Macedonia Foreign leagues |
| 2006 | Artim Position Goran Pandev | Shkendiya Lazio | Championship of Macedonia Foreign leagues [1] |
| 2007 | Goran Pandev | Lazio | |
| 2008 | Goran Pandev | Lazio | |
| 2009 | Goran Pandev | Lazio | |
| 2010 | Goran Pandev | International | |
| 2011 | Ferhan Hasani Ivan Trichkovsky | Shkendiya APOEL | Championship of Macedonia Foreign leagues [2] [3] |
| 2012 | Agim Ibraimi |  Maribor | |
| 2013 | Dejan Blazhevsky Nikolche Nowsky | Horizon Mainz 05 | Championship of Macedonia Foreign Leagues [4] |
| 2014 | Agim Ibraimi | Maribor |