| Runs |
Wkts |
| 665 | 16 | Old Merchant Taylors v Old Cheltonians | Merchant Taylors' School Ground, Northwood | 2022 |
| 625 | 17 | Old Cheltonians v Marlborough Blues | College Ground, Cheltenham | 2023 |
| 609 | 20 | Shrewsbury Saracens v Old Cheltonians | Shrewsbury School, Shrewsbury | 2022 |
| 602 | 12 | Old Cheltonians v Rugby Meteors | College Ground, Cheltenham | 2002 |
| 592 | 17 | Old Cheltonians v Old Cliftonians | College Ground, Cheltenham | 2024 |
| 587 | 14 | Old Cheltonians v Felsted Robins | College Ground, Cheltenham | 2010 |
| 571 | 16 | Old Cheltonians v Old Wellingtonians | College Ground, Cheltenham | 1995 |
| 570 | 17 | Old Cheltonians v Old Alleynians | College Ground, Cheltenham | 2007 |
| 535 | 16 | Old Cheltonians v Uppingham Rovers | College Ground, Cheltenham | 2011 |
| 531 | 18 | Harrow Wanderers v Old Cheltonians | Harrow School Cricket Ground, Harrow-on-the-Hill | 2012 |
| 522 | 16 | Old Cheltonians v Old Amplefordians | College Ground, Cheltenham | 2001 |
| 519 | 13 | Eton Ramblers v Old Cheltonians | Upper Club, Eton College | 2006 |
| 516 | 12 | Old Cheltonians v Old Merchant Taylors | College Ground, Cheltenham | 2015 |
| 513 | 18 | Oundle Rovers v Old Cheltonians | Oundle School Ground, Oundle | 2001 |
| 510 | 16 | Old Cheltonians v Haileybury Hermits | College Ground, Cheltenham | 2023 |
| 501 | 17 | Old Amplefordians v Old Cheltonians | Ampleforth College, Ampleforth | 2022 |
| 498 | 16 | Old Millfieldians v Old Cheltonians | Millfield School, Street | 2023 |
| 493 | 20 | Old Wykehamists v Old Cheltonians | Ridding Field, Winchester | 2025 |
| 490 | 16 | Old Cranleighans v Old Cheltonians | Jubilee, Cranleigh School | 2014 |
| 487 | 18 | Old Cheltonians v Eton Ramblers | College Ground, Cheltenham | 2013 |
| 486 | 14 | Old Brightonians v Old Cheltonians | Brighton College Ground, Brighton | 1999 |
| 486 | 12 | Marlborough Blues v Old Cheltonians | Marlborough College Ground, Marlborough | 2017 |
| 484 | 15 | Old Cheltonians v Old Tonbridgians | College Ground, Cheltenham | 1991 |
| 471 | 16 | Old Cheltonians v Marlborough Blues | College Ground, Cheltenham | 1993 |
| 459 | 15 | Haileybury Hermits v Old Cheltonians | Haileybury College Ground, Hertford | 1977 |
| 454 | 16 | Lancing Rovers v Old Cheltonians | Lancing College Ground, Lancing | 1997 |
| 446 | 18 | Old Cheltonians v Bradfield Waifs | College Ground, Cheltenham | 2022 |
| 445 | 17 | Stowe Templars v Old Cheltonians | Stowe School Ground, Stowe | 2015 |
| 439 | 15 | Old Cheltonians v Old Wellingtonians | College Ground, Cheltenham | 1980 |
| 431 | 20 | Old Cheltonians v Old Cholmeleians | College Ground, Cheltenham | 2003 |
