| Extras |
| 46 | Stowe Templars v Old Wykehamists | Ridding Field, Winchester | 2002 |
| 42 | Stowe Templars v Old Wykehamists | Stowe School Ground, Stowe | 1997 |
| 37 | Haileybury Hermits v Old Wykehamists | Ridding Field, Winchester | 2006 |
| 35 | Repton Pilgrims v Old Wykehamists | Repton School Ground, Repton | 1976 |
| 34 | Old Whitgiftians v Old Wykehamists | Ridding Field, Winchester | 1998 |
| 34 | Rugby Meteors v Old Wykehamists | Ridding Field, Winchester | 2022 |
| 32 | Old Eastbournians v Old Wykehamists | Ridding Field, Winchester | 2017 |
| 31 | Radley Rangers v Old Wykehamists | Radley College Bigside Ground, Abingdon | 2009 |
| 30 | Stowe Templars v Old Wykehamists | Stowe School Ground, Stowe | 1994 |
| 30 | Downside Wanderers v Old Wykehamists | Ridding Field, Winchester | 2000 |
| 28 | Oundle Rovers v Old Wykehamists | Ridding Field, Winchester | 2015 |
| 23 | Charterhouse Friars v Old Wykehamists | Ridding Field, Winchester | 2005 |
| 23 | Harrow Wanderers v Old Wykehamists | Ridding Field, Winchester | 2012 |
| 22 | Old Malvernians v Old Wykehamists | Ridding Field, Winchester | 1984 |
| 22 | Felsted Robins v Old Wykehamists | Felsted School Ground, Dunmow | 2011 |
| 22 | Stowe Templars v Old Wykehamists | Ridding Field, Winchester | 2021 |
| 21 | Old Tonbridgians v Old Wykehamists | Tonbridge School Ground, Tonbridge | 2007 |
| 21 | Old Brightonians v Old Wykehamists | Brighton College Ground, Brighton | 2017 |
| 20 | Marlborough Blues v Old Wykehamists | Ridding Field, Winchester | 1992 |
| 20 | Old Cliftonians v Old Wykehamists | Ridding Field, Winchester | 2008 |
| 20 | Charterhouse Friars v Old Wykehamists | Ridding Field, Winchester | 2013 |
| 20 | Stowe Templars v Old Wykehamists | Ridding Field, Winchester | 2014 |
| 19 | Repton Pilgrims v Old Wykehamists | Repton School Ground, Repton | 1968 |
| 19 | Lancing Rovers v Old Wykehamists | Lancing College Ground, Lancing | 1996 |
| 19 | Repton Pilgrims v Old Wykehamists | Ridding Field, Winchester | 2010 |
| 19 | Old Wellingtonians v Old Wykehamists | Wellington College, Crowthorne | 2014 |
| 18 | Bradfield Waifs v Old Wykehamists | Ridding Field, Winchester | 2018 |
| 17 | Oundle Rovers v Old Wykehamists | Ridding Field, Winchester | 1995 |
| 17 | Haileybury Hermits v Old Wykehamists | Ridding Field, Winchester | 2004 |
| 16 | Old Cheltonians v Old Wykehamists | Ridding Field, Winchester | 1993 |
| 16 | Marlborough Blues v Old Wykehamists | Ridding Field, Winchester | 1999 |
| 16 | Felsted Robins v Old Wykehamists | Ridding Field, Winchester | 2002 |
