| 7-39 | JA Jamieson-Black | Old Cheltonians v Downside Wanderers | Downside School, Stratton-on-the-Fosse | 2021 |
| 5-9 | CJ Hall | Old Cheltonians v Haileybury Hermits | College Ground, Cheltenham | 2011 |
| 5-66 | AD Marsh | Old Cheltonians v Felsted Robins | Felsted School Ground, Dunmow | 1982 |
| 4-9 | DR Hewson | Old Cheltonians v Shrewsbury Saracens | College Ground, Cheltenham | 2006 |
| 4-15 | JH Law | Old Cheltonians v Old Cholmeleians | College Ground, Cheltenham | 2014 |
| 4-20 | IEW Sanders | Old Cheltonians v Old Wykehamists | Ridding Field, Winchester | 1993 |
| 4-22 | GH Burt | Old Cheltonians v Old Alleynians | College Ground, Cheltenham | 2013 |
| 4-22 | JA Jamieson-Black | Old Cheltonians v Haileybury Hermits | Haileybury College Ground, Hertford | 2021 |
| 4-29 | AL Garstin | Old Cheltonians v Old Alleynians | College Ground, Cheltenham | 1972 |
| 4-30 | P Gent | Old Cheltonians v Haileybury Hermits | Haileybury College Ground, Hertford | 1992 |
| 4-30 | BJ Ringrose | Old Cheltonians v Old Wykehamists | Ridding Field, Winchester | 2025 |
| 4-33 | NCP Winstanley | Old Cheltonians v Marlborough Blues | Marlborough College Ground, Marlborough | 1970 |
| 4-33 | GF Hill | Old Cheltonians v Harrow Wanderers | College Ground, Cheltenham | 2008 |
| 4-33 | FGE Watson-Smyth | Old Cheltonians v Charterhouse Friars | Charterhouse School, Godalming | 2024 |
| 4-34 | BR Passenger | Old Cheltonians v Lancing Rovers | Lancing College Ground, Lancing | 2000 |
| 4-35 | IEW Sanders | Old Cheltonians v Old Amplefordians | Ampleforth College, Ampleforth | 1988 |
| 4-35 | ME Snape | Old Cheltonians v Haileybury Hermits | Haileybury College Ground, Hertford | 1994 |
| 4-43 | AM Mason | Old Cheltonians v Old Amplefordians | Ampleforth College, Ampleforth | 2022 |
| 4-44 | GS Brooksbank | Old Cheltonians v Repton Pilgrims | Repton School Ground, Repton | 2012 |
| 4-44 | AWH Kay | Old Cheltonians v Old Cranleighans | Jubilee, Cranleigh School | 2014 |
| 4-45 | NCP Winstanley | Old Cheltonians v Old Cholmeleians | College Ground, Cheltenham | 1969 |
| 4-49 | MJ Cawdron | Old Cheltonians v Eton Ramblers | College Ground, Cheltenham | 2013 |
| 4-55 | ME Snape | Old Cheltonians v Harrow Wanderers | College Ground, Cheltenham | 1997 |
| 4-58 | GS Brooksbank | Old Cheltonians v Oundle Rovers | Oundle School Ground, Oundle | 2001 |
| 4-67 | SJC Johnston | Old Cheltonians v Old Amplefordians | College Ground, Cheltenham | 2001 |
| 3-? | DN Brettell | Old Cheltonians v Charterhouse Friars | Charterhouse School, Godalming | 1984 |
| 3-14 | IEW Sanders | Old Cheltonians v Harrow Wanderers | Harrow School Cricket Ground, Harrow-on-the-Hill | 1990 |
| 3-16 | TG Lynch-Staunton | Old Cheltonians v Felsted Robins | Felsted School Ground, Dunmow | 1982 |
| 3-17 | BJ Ringrose | Old Cheltonians v Harrow Wanderers | College Ground, Cheltenham | 2014 |
| 3-17 | JPB Coley | Old Cheltonians v Old Amplefordians | Ampleforth College, Ampleforth | 2024 |
| 3-19 | JA Shackleton | Old Cheltonians v Oundle Rovers | College Ground, Cheltenham | 2019 |
| 3-21 | JA Shackleton | Old Cheltonians v Felsted Robins | College Ground, Cheltenham | 2010 |
| 3-22 | BJ Ringrose | Old Cheltonians v Stowe Templars | Stowe School Ground, Stowe | 2015 |
| 3-22 | MH Dymoke | Old Cheltonians v Charterhouse Friars | Charterhouse School, Godalming | 2024 |
| 3-23 | JA Shackleton | Old Cheltonians v Harrow Wanderers | College Ground, Cheltenham | 2014 |
| 3-23 | JA Shackleton | Old Cheltonians v Bradfield Waifs | College Ground, Cheltenham | 2022 |
| 3-24 | GJ Brothwood | Old Cheltonians v Stowe Templars | Stowe School Ground, Stowe | 2015 |
| 3-25 | GS Brooksbank | Old Cheltonians v Eton Ramblers | Upper Club, Eton College | 2005 |
| 3-28 | Raisul Islam | Old Cheltonians v Shrewsbury Saracens | College Ground, Cheltenham | 2006 |
| 3-29 | J Boyle | Old Cheltonians v Haileybury Hermits | College Ground, Cheltenham | 2023 |
| 3-31 | MJ Cawdron | Old Cheltonians v Harrow Wanderers | College Ground, Cheltenham | 2008 |
| 3-31 | JW Jamieson-Black | Old Cheltonians v Oundle Rovers | College Ground, Cheltenham | 2019 |
| 3-32 | P Gent | Old Cheltonians v Old Wykehamists | Ridding Field, Winchester | 1993 |
| 3-32 | D Thomas | Old Cheltonians v Old Wellingtonians | College Ground, Cheltenham | 1995 |
| 3-33 | JW Jamieson-Black | Old Cheltonians v Old Merchant Taylors | Merchant Taylors' School Ground, Northwood | 2022 |
| 3-34 | RK Johnston | Old Cheltonians v Old Cliftonians | Clifton College Close Ground, Clifton | 1978 |
| 3-34 | SW Davies | Old Cheltonians v Sherborne Pilgrims | Sherborne School, Sherborne | 1983 |
| 3-34 | RTJ Howell | Old Cheltonians v Oundle Rovers | Oundle School Ground, Oundle | 2003 |
| 3-34 | GS Brooksbank | Old Cheltonians v Uppingham Rovers | College Ground, Cheltenham | 2011 |
| 3-34 | GDL Sandbach | Old Cheltonians v Shrewsbury Saracens | Shrewsbury School, Shrewsbury | 2022 |
| 3-36 | MJH Gallimore | Old Cheltonians v Radley Rangers | Radley College Bigside Ground, Abingdon | 1973 |
| 3-36 | SM Powdrill | Old Cheltonians v Old Alleynians | College Ground, Cheltenham | 1974 |
| 3-36 | MJ Cawdron | Old Cheltonians v Lancing Rovers | Lancing College Ground, Lancing | 1997 |
| 3-37 | RK Johnston | Old Cheltonians v Old Alleynians | College Ground, Cheltenham | 1974 |
| 3-39 | DR Fulton | Old Cheltonians v Old Tonbridgians | College Ground, Cheltenham | 1991 |
| 3-39 | MJ Cawdron | Old Cheltonians v Old Wellingtonians | Wellington College, Crowthorne | 2008 |
| 3-39 | J Boyle | Old Cheltonians v Charterhouse Friars | Charterhouse School, Godalming | 2024 |
| 3-40 | AF Duncliffe-Vines | Old Cheltonians v Charterhouse Friars | Charterhouse School, Godalming | 2013 |
| 3-40 | JH Jamieson-Black | Old Cheltonians v Old Merchant Taylors | College Ground, Cheltenham | 2015 |
| 3-42 | DR Hewson | Old Cheltonians v Harrow Wanderers | Harrow School Cricket Ground, Harrow-on-the-Hill | 1995 |
| 3-42 | DEA Lawrence | Old Cheltonians v Charterhouse Friars | Charterhouse School, Godalming | 2004 |
| 3-42 | GDL Sandbach | Old Cheltonians v Old Cliftonians | College Ground, Cheltenham | 2024 |
| 3-43 | BR Passenger | Old Cheltonians v Old Cholmeleians | College Ground, Cheltenham | 2003 |
| 3-43 | JH Law | Old Cheltonians v Old Wellingtonians | Wellington College, Crowthorne | 2015 |
| 3-43 | BJ Ringrose | Old Cheltonians v Old Merchant Taylors | Merchant Taylors' School Ground, Northwood | 2022 |
| 3-44 | CJ Hall | Old Cheltonians v Felsted Robins | College Ground, Cheltenham | 2010 |
| 3-44 | J Boyle | Old Cheltonians v Old Merchant Taylors | Merchant Taylors' School Ground, Northwood | 2022 |
| 3-46 | ME Snape | Old Cheltonians v Harrow Wanderers | Harrow School Cricket Ground, Harrow-on-the-Hill | 1995 |
| 3-46 | GDL Sandbach | Old Cheltonians v Marlborough Blues | College Ground, Cheltenham | 2023 |
| 3-47 | JC Soames | Old Cheltonians v Old Millfieldians | Millfield School, Street | 2023 |
| 3-50 | DR Hewson | Old Cheltonians v Eton Ramblers | Upper Club, Eton College | 2005 |
| 3-51 | BJ Ringrose | Old Cheltonians v Shrewsbury Saracens | Shrewsbury School, Shrewsbury | 2022 |
| 3-57 | FGE Watson-Smyth | Old Cheltonians v Old Cliftonians | College Ground, Cheltenham | 2024 |
| 3-60 | AM Mason | Old Cheltonians v Marlborough Blues | College Ground, Cheltenham | 2023 |
| 3-65 | GP Tyndall | Old Cheltonians v Rugby Meteors | College Ground, Cheltenham | 2002 |
