| Inns | HS |
| 255-9 | 81 | Old Cholmeleians v Old Cheltonians | College Ground, Cheltenham | 1969 |
| 248-7 | 80 | Old Cholmeleians v Rugby Meteors | Highgate School Ground, Highgate | 1985 |
| 237-9 | 59 | Old Cholmeleians v Old Wellingtonians | Highgate School Ground, Highgate | 1978 |
| 229 | 78 | Old Cholmeleians v Sherborne Pilgrims | Sherborne School, Sherborne | 2015 |
| 228-9 | 89 | Old Cholmeleians v Old Whitgiftians | Whitgift School, Croydon | 2008 |
| 221-6 | 99 | Old Cholmeleians v Bradfield Waifs | Bradfield College, Reading | 1982 |
| 219 | 73 | Old Cholmeleians v Old Merchant Taylors | Highgate School Ground, Highgate | 2009 |
| 207 | 54* | Old Cholmeleians v Stowe Templars | Stowe School Ground, Stowe | 1969 |
| 205 | 53 | Old Cholmeleians v Repton Pilgrims | Highgate School Ground, Highgate | 1991 |
| 197-8 | 62 | Old Cholmeleians v Uppingham Rovers | Middle Field Pitch 1, Uppingham School | 2000 |
| 191 | 39 | Old Cholmeleians v Old Malvernians | Highgate School Ground, Highgate | 2004 |
| 189-6 | 90* | Old Cholmeleians v Charterhouse Friars | Charterhouse School, Godalming | 1995 |
| 187 | 60 | Old Cholmeleians v Harrow Wanderers | Harrow School Cricket Ground, Harrow-on-the-Hill | 1982 |
| 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 |
| 183-9 | 65 | Old Cholmeleians v Old Tonbridgians | Tonbridge School Ground, Tonbridge | 1997 |
| 180 | 46 | Old Cholmeleians v Old Cheltonians | College Ground, Cheltenham | 2003 |
| 179 | 44 | Old Cholmeleians v Old Malvernians | Highgate School Ground, Highgate | 2006 |
| 178 | 50 | Old Cholmeleians v Uppingham Rovers | Middle Field Pitch 1, Uppingham School | 2005 |
| 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 |
| 167 | 58 | Old Cholmeleians v Lancing Rovers | Lancing College Ground, Lancing | 1987 |
| 165 | 85 | Old Cholmeleians v Radley Rangers | Radley College Bigside Ground, Abingdon | 1970 |
| 165-4 | 76* | Old Cholmeleians v Repton Pilgrims | Repton School Ground, Repton | 1973 |
| 164-7 | 55* | Old Cholmeleians v Rugby Meteors | Highgate School Ground, Highgate | 1996 |
| 159 | 68 | Old Cholmeleians v Harrow Wanderers | Harrow School Cricket Ground, Harrow-on-the-Hill | 1981 |
| 158 | 40 | Old Cholmeleians v Old Wellingtonians | Wellington College, Crowthorne | 2010 |
| 154 | 54 | Old Cholmeleians v Uppingham Rovers | Highgate School Ground, Highgate | 2018 |
| 150 | 56 | Old Cholmeleians v St Edward's Martyrs | St Edward's School Ground, Oxford | 2019 |
