The Chairman’s Challenge is a competition format at the discretion of the Millbrook Golf Club Chairman. The most recent competition was a Stableford Competition played off the White Tees
Previous Winners
| 2021 | A. Gill |
| 2020 | M. Baron |
| 2019 | R. Sears |
| 2018 | J. Byrne |
| 2017 | A. Richmond |
| 2016 | P. Masters |
| 2015 | J. Hawksby |
| 2014 | C. Binch |
| 2013 | C. Binch |
| 2012 | C. Mead |
| 2011 | A. Brown |
| 2010 | C. Binch |
| 2009 | C. Binch |
| 2008 | A. MacArthur |
| 2007 | M. Thompson |
| 2006 | T. Roberts |
| 2005 | D. Steele |
| 2004 | J. French |
| 2003 | R. Dearn |
| 2002 | G. Aspery |
| 2001 | W. Hastings |
| 2000 | A. Wilkinson |
| 1999 | M. Miles |
| 1998 | D. Steele |