| Extras |
| 51 | Radley Rangers v Old Cranleighans | Radley College Bigside Ground, Abingdon | 2025 |
| 43 | Old Tonbridgians v Old Cranleighans | Church Road, Wimbledon | 2013 |
| 33 | Eton Ramblers v Old Cranleighans | Jubilee, Cranleigh School | 2011 |
| 31 | Stowe Templars v Old Cranleighans | The Lowers, Cranleigh School | 2013 |
| 30 | Oundle Rovers v Old Cranleighans | Oundle School Ground, Oundle | 2017 |
| 29 | Old Cliftonians v Old Cranleighans | The Lowers, Cranleigh School | 2008 |
| 28 | Old Malvernians v Old Cranleighans | Malvern College Ground, Malvern | 2010 |
| 26 | Felsted Robins v Old Cranleighans | Felsted School Ground, Dunmow | 2013 |
| 26 | Haileybury Hermits v Old Cranleighans | The Lowers, Cranleigh School | 2014 |
| 25 | Charterhouse Friars v Old Cranleighans | Jubilee, Cranleigh School | 2014 |
| 25 | Old Wellingtonians v Old Cranleighans | Wellington College, Crowthorne | 2022 |
| 25 | Marlborough Blues v Old Cranleighans | Jubilee, Cranleigh School | 2024 |
| 23 | Harrow Wanderers v Old Cranleighans | Jubilee, Cranleigh School | 2007 |
| 23 | Old Malvernians v Old Cranleighans | Old Deer Park, Richmond | 2008 |
| 23 | Haileybury Hermits v Old Cranleighans | The Lowers, Cranleigh School | 2009 |
| 22 | Old Tonbridgians v Old Cranleighans | Tonbridge School Ground, Tonbridge | 2009 |
| 22 | Downside Wanderers v Old Cranleighans | Downside School, Stratton-on-the-Fosse | 2022 |
| 21 | Old Tonbridgians v Old Cranleighans | Tonbridge School Ground, Tonbridge | 2015 |
| 20 | Old Alleynians v Old Cranleighans | Jubilee, Cranleigh School | 2008 |
| 20 | Old Cliftonians v Old Cranleighans | Jubilee, Cranleigh School | 2025 |
| 19 | Lancing Rovers v Old Cranleighans | Jubilee, Cranleigh School | 2008 |
| 19 | Old Wykehamists v Old Cranleighans | Ridding Field, Winchester | 2016 |
| 18 | Harrow Wanderers v Old Cranleighans | Jubilee, Cranleigh School | 2016 |
| 17 | Old Cheltonians v Old Cranleighans | College Ground, Cheltenham | 2008 |
| 17 | Old Cliftonians v Old Cranleighans | Clifton College Close Ground, Clifton | 2016 |
| 17 | Eton Ramblers v Old Cranleighans | Jubilee, Cranleigh School | 2018 |
| 17 | Old Bedfordians v Old Cranleighans | Bedford School Ground, Bedford | 2018 |
| 17 | Bradfield Waifs v Old Cranleighans | Jubilee, Cranleigh School | 2019 |
| 16 | Bradfield Waifs v Old Cranleighans | Church Road, Wimbledon | 2014 |
| 16 | Eton Ramblers v Old Cranleighans | Upper Club, Eton College | 2015 |
| 16 | Old Malvernians v Old Cranleighans | Arundel Castle Cricket Club Ground, Arundel | 2016 |
| 16 | Oundle Rovers v Old Cranleighans | Jubilee, Cranleigh School | 2021 |
| 16 | Uppingham Rovers v Old Cranleighans | Jubilee, Cranleigh School | 2022 |
| 16 | Haileybury Hermits v Old Cranleighans | Jubilee, Cranleigh School | 2024 |
