| Runs |
Wkts |
| 545 | 13 | Old Cholmeleians v Repton Pilgrims | Highgate School Ground, Highgate | 1991 |
| 530 | 17 | Sherborne Pilgrims v Old Cholmeleians | Sherborne School, Sherborne | 2015 |
| 511 | 14 | Old Cholmeleians v Old Amplefordians | Highgate School Ground, Highgate | 2010 |
| 494 | 16 | Old Cholmeleians v Rugby Meteors | Highgate School Ground, Highgate | 1985 |
| 491 | 17 | Stowe Templars v Old Cholmeleians | Stowe School Ground, Stowe | 1969 |
| 482 | 18 | Old Cholmeleians v Old Merchant Taylors | Highgate School Ground, Highgate | 2009 |
| 477 | 16 | Old Cholmeleians v Old Wellingtonians | Highgate School Ground, Highgate | 1978 |
| 475 | 15 | Old Cholmeleians v Old Malvernians | Highgate School Ground, Highgate | 2006 |
| 470 | 14 | Old Alleynians v Old Cholmeleians | Dulwich College Ground, Dulwich | 1997 |
| 464 | 15 | Old Cholmeleians v Old Amplefordians | Highgate School Ground, Highgate | 2007 |
| 461 | 16 | St Edward's Martyrs v Old Cholmeleians | St Edward's School Ground, Oxford | 2023 |
| 457 | 16 | Old Whitgiftians v Old Cholmeleians | Whitgift School, Croydon | 2008 |
| 456 | 11 | Old Eastbournians v Old Cholmeleians | Eastbourne College Ground, Eastbourne | 2011 |
| 449 | 14 | Old Merchant Taylors v Old Cholmeleians | Durrants Sports Ground, Croxley Green | 1984 |
| 441 | 18 | Harrow Wanderers v Old Cholmeleians | Harrow School Cricket Ground, Harrow-on-the-Hill | 1992 |
| 435 | 15 | Old Cholmeleians v Old Wellingtonians | Highgate School Ground, Highgate | 2007 |
| 431 | 20 | Old Cheltonians v Old Cholmeleians | College Ground, Cheltenham | 2003 |
| 430 | 17 | Felsted Robins v Old Cholmeleians | Felsted School Ground, Dunmow | 1986 |
| 430 | 16 | Repton Pilgrims v Old Cholmeleians | Repton School Ground, Repton | 2025 |
| 424 | 13 | Stowe Templars v Old Cholmeleians | Stowe School Ground, Stowe | 2013 |
| 419 | 15 | Old Cheltonians v Old Cholmeleians | College Ground, Cheltenham | 2014 |
| 406 | 13 | Uppingham Rovers v Old Cholmeleians | Middle Field Pitch 1, Uppingham School | 2005 |
| 405 | 16 | Old Cholmeleians v Uppingham Rovers | Highgate School Ground, Highgate | 2018 |
| 398 | 20 | Old Blundellians v Old Cholmeleians | Blundell's School, Tiverton | 1973 |
| 395 | 13 | Uppingham Rovers v Old Cholmeleians | Middle Field Pitch 1, Uppingham School | 2000 |
| 393 | 18 | Old Cholmeleians v Marlborough Blues | Harman Drive, Brondesbury | 2017 |
| 388 | 11 | Old Cholmeleians v Old Malvernians | Highgate School Ground, Highgate | 2004 |
| 382 | 8 | Charterhouse Friars v Old Cholmeleians | Charterhouse School, Godalming | 1995 |
| 380 | 16 | Bradfield Waifs v Old Cholmeleians | Bradfield College, Reading | 1982 |
| 379 | 18 | Harrow Wanderers v Old Cholmeleians | Harrow School Cricket Ground, Harrow-on-the-Hill | 1982 |
