| Extras |
| 64 | Old Brightonians v Haileybury Hermits | Brighton College Ground, Brighton | 2001 |
| 52 | Shrewsbury Saracens v Haileybury Hermits | Shrewsbury School, Shrewsbury | 2015 |
| 48 | Old Wykehamists v Haileybury Hermits | Ridding Field, Winchester | 2006 |
| 46 | Shrewsbury Saracens v Haileybury Hermits | Haileybury College Ground, Hertford | 2003 |
| 44 | Old Amplefordians v Haileybury Hermits | Haileybury College Ground, Hertford | 2004 |
| 40 | Old Cranleighans v Haileybury Hermits | Haileybury College Ground, Hertford | 2018 |
| 36 | Old Whitgiftians v Haileybury Hermits | Haileybury College Ground, Hertford | 2012 |
| 31 | Sherborne Pilgrims v Haileybury Hermits | Sherborne School, Sherborne | 2017 |
| 30 | St Edward's Martyrs v Haileybury Hermits | St Edward's School Ground, Oxford | 2002 |
| 30 | Oundle Rovers v Haileybury Hermits | Haileybury College Ground, Hertford | 2007 |
| 29 | Old Tonbridgians v Haileybury Hermits | Tonbridge School Ground, Tonbridge | 2006 |
| 29 | Old Merchant Taylors v Haileybury Hermits | Haileybury College Ground, Hertford | 2008 |
| 29 | Old Tonbridgians v Haileybury Hermits | Tonbridge School Ground, Tonbridge | 2019 |
| 29 | Old Wellingtonians v Haileybury Hermits | Haileybury College Ground, Hertford | 2022 |
| 28 | Oundle Rovers v Haileybury Hermits | Oundle School Ground, Oundle | 2005 |
| 28 | Downside Wanderers v Haileybury Hermits | Downside School, Stratton-on-the-Fosse | 2010 |
| 27 | Harrow Wanderers v Haileybury Hermits | Haileybury College Ground, Hertford | 1991 |
| 27 | Harrow Wanderers v Haileybury Hermits | Harrow School Cricket Ground, Harrow-on-the-Hill | 1998 |
| 26 | Old Cliftonians v Haileybury Hermits | Clifton College Close Ground, Clifton | 1994 |
| 26 | Oundle Rovers v Haileybury Hermits | Haileybury College Ground, Hertford | 2000 |
| 26 | Old Cranleighans v Haileybury Hermits | The Lowers, Cranleigh School | 2014 |
| 26 | Old Cheltonians v Haileybury Hermits | College Ground, Cheltenham | 2023 |
| 25 | Old Cheltonians v Haileybury Hermits | Haileybury College Ground, Hertford | 1992 |
| 24 | Old Whitgiftians v Haileybury Hermits | Haileybury College Ground, Hertford | 2007 |
| 24 | Uppingham Rovers v Haileybury Hermits | Haileybury College Ground, Hertford | 2021 |
| 23 | Old Blundellians v Haileybury Hermits | Blundell's School, Tiverton | 1985 |
| 23 | Old Merchant Taylors v Haileybury Hermits | War Memorial Sports Ground, Merchant Taylors' School, Northwood | 2013 |
| 22 | St Edward's Martyrs v Haileybury Hermits | St Edward's School Ground, Oxford | 1989 |
| 22 | Felsted Robins v Haileybury Hermits | Felsted School Ground, Dunmow | 1997 |
| 22 | Old Amplefordians v Haileybury Hermits | Haileybury College Ground, Hertford | 2014 |
