| Inns | HS |
| 191 | 39 | Old Cholmeleians v Old Malvernians | Highgate School Ground, Highgate | 2004 |
| 187-9 | 47* | Old Cholmeleians v Old Hurst Johnians | Hurstpierpoint College Ground, Hurstpierpoint | 2017 |
| 186 | 46 | Old Cholmeleians v Harrow Wanderers | Harrow School Cricket Ground, Harrow-on-the-Hill | 1992 |
| 180 | 46 | Old Cholmeleians v Old Cheltonians | College Ground, Cheltenham | 2003 |
| 179 | 44 | Old Cholmeleians v Old Malvernians | Highgate School Ground, Highgate | 2006 |
| 175-8 | 48* | Old Cholmeleians v Uppingham Rovers | Upper Field, Uppingham School | 1986 |
| 173-7 | 49 | Old Cholmeleians v Downside Wanderers | Highgate School Ground, Highgate | 1980 |
| 170 | 46 | Old Cholmeleians v Felsted Robins | Felsted School Ground, Dunmow | 1986 |
| 158 | 40 | Old Cholmeleians v Old Wellingtonians | Wellington College, Crowthorne | 2010 |
| 149-9 | 38 | Old Cholmeleians v Old Blundellians | Blundell's School, Tiverton | 1994 |
| 147-4 | 35* | Old Cholmeleians v Rugby Meteors | Rugby School Ground, Rugby | 1978 |
| 143 | 46 | Old Cholmeleians v Old Wykehamists | Highgate School Ground, Highgate | 1980 |
| 139 | 47 | Old Cholmeleians v Marlborough Blues | Harman Drive, Brondesbury | 2017 |
| 134 | 25 | Old Cholmeleians v Repton Pilgrims | Highgate School Ground, Highgate | 1989 |
| 131 | 35 | Old Cholmeleians v Stowe Templars | Stowe School Ground, Stowe | 2013 |
| 130 | 25 | Old Cholmeleians v Old Wellingtonians | Highgate School Ground, Highgate | 2007 |
| 128 | 33 | Old Cholmeleians v Old Whitgiftians | Whitgift School, Croydon | 1979 |
| 128 | 25 | Old Cholmeleians v Old Brightonians | Brighton College Ground, Brighton | 2024 |
| 125-8 | 29 | Old Cholmeleians v Uppingham Rovers | Highgate School Ground, Highgate | 1996 |
| 121 | 23 | Old Cholmeleians v Marlborough Blues | Marlborough College Ground, Marlborough | 2012 |
| 120 | 32 | Old Cholmeleians v Old Cliftonians | Clifton College Close Ground, Clifton | 1985 |
| 116 | 22 | Old Cholmeleians v Felsted Robins | Highgate School Ground, Highgate | 1998 |
| 104-5 | 25* | Old Cholmeleians v Marlborough Blues | Highgate School Ground, Highgate | 2002 |
| 104 | 19 | Old Cholmeleians v Harrow Wanderers | Harrow School Cricket Ground, Harrow-on-the-Hill | 2021 |
| 102-9 | 21 | Old Cholmeleians v Repton Pilgrims | Repton School Ground, Repton | 1976 |
| 99-5 | 36 | Old Cholmeleians v Downside Wanderers | Tivoli Road, Hornsey | 2016 |
| 95 | 22 | Old Cholmeleians v Charterhouse Friars | Highgate School Ground, Highgate | 1977 |
| 94 | 21 | Old Cholmeleians v Old Merchant Taylors | Highgate School Ground, Highgate | 1999 |
| 88 | 24 | Old Cholmeleians v Eton Ramblers | Upper Club, Eton College | 1990 |
| 86-9 | 15 | Old Cholmeleians v Eton Ramblers | Highgate School Ground, Highgate | 2001 |
