| Extras |
| 45 | Old Whitgiftians v Old Cliftonians | Clifton College Close Ground, Clifton | 2000 |
| 41 | Old Whitgiftians v Radley Rangers | Whitgift School, Croydon | 1992 |
| 36 | Old Whitgiftians v Haileybury Hermits | Haileybury College Ground, Hertford | 2012 |
| 34 | Old Whitgiftians v Old Wykehamists | Ridding Field, Winchester | 1998 |
| 34 | Old Whitgiftians v Marlborough Blues | Marlborough College Ground, Marlborough | 2005 |
| 34 | Old Whitgiftians v Old Cholmeleians | Whitgift School, Croydon | 2008 |
| 31 | Old Whitgiftians v Radley Rangers | Whitgift School, Croydon | 2014 |
| 28 | Old Whitgiftians v Marlborough Blues | Marlborough College Ground, Marlborough | 1995 |
| 28 | Old Whitgiftians v Stowe Templars | Stowe School Ground, Stowe | 2001 |
| 26 | Old Whitgiftians v Marlborough Blues | Marlborough College Ground, Marlborough | 2003 |
| 25 | Old Whitgiftians v Felsted Robins | Whitgift School, Croydon | 2004 |
| 24 | Old Whitgiftians v Old Alleynians | Croham Manor Road, Croydon | 1990 |
| 24 | Old Whitgiftians v Haileybury Hermits | Haileybury College Ground, Hertford | 2007 |
| 24 | Old Whitgiftians v Old Wellingtonians | Wellington College, Crowthorne | 2015 |
| 23 | Old Whitgiftians v Old Cholmeleians | Whitgift School, Croydon | 1979 |
| 21 | Old Whitgiftians v Downside Wanderers | Whitgift School, Croydon | 1988 |
| 20 | Old Whitgiftians v Downside Wanderers | Downside School, Stratton-on-the-Fosse | 1979 |
| 20 | Old Whitgiftians v Charterhouse Friars | Whitgift School, Croydon | 1993 |
| 20 | Old Whitgiftians v Old Merchant Taylors | Whitgift School, Croydon | 1998 |
| 19 | Old Whitgiftians v Rugby Meteors | Whitgift School, Croydon | 1980 |
| 19 | Old Whitgiftians v Felsted Robins | Whitgift School, Croydon | 1996 |
| 19 | Old Whitgiftians v Sherborne Pilgrims | Whitgift School, Croydon | 2008 |
| 19 | Old Whitgiftians v Old Wellingtonians | Whitgift School, Croydon | 2010 |
| 18 | Old Whitgiftians v Old Blundellians | Blundell's School, Tiverton | 1977 |
| 18 | Old Whitgiftians v Lancing Rovers | Croham Manor Road, Croydon | 1982 |
| 17 | Old Whitgiftians v Eton Ramblers | Whitgift School, Croydon | 2009 |
| 15 | Old Whitgiftians v Uppingham Rovers | Croham Manor Road, Croydon | 1972 |
| 15 | Old Whitgiftians v Bradfield Waifs | Bradfield College, Reading | 2000 |
| 15 | Old Whitgiftians v Uppingham Rovers | Middle Field Pitch 1, Uppingham School | 2006 |
| 14 | Old Whitgiftians v Old Westminsters | Whitgift School, Croydon | 1993 |
| 14 | Old Whitgiftians v Old Merchant Taylors | Durrants Sports Ground, Croxley Green | 2010 |
