| Inns | HS |
| 254-8 | 49* | Old Cheltonians v Eton Ramblers | College Ground, Cheltenham | 2013 |
| 205 | 42 | Old Cheltonians v Old Wellingtonians | Wellington College, Crowthorne | 2008 |
| 193-8 | 46* | Old Cheltonians v Oundle Rovers | College Ground, Cheltenham | 2010 |
| 188 | 36 | Old Cheltonians v Sherborne Pilgrims | College Ground, Cheltenham | 2018 |
| 176-9 | 43 | Old Cheltonians v Old Wellingtonians | College Ground, Cheltenham | 1980 |
| 174-9 | 46 | Old Cheltonians v Old Cliftonians | Clifton College Close Ground, Clifton | 1982 |
| 169 | 41 | Old Cheltonians v Old Wellingtonians | Wellington College, Crowthorne | 2015 |
| 147-8 | 32 | Old Cheltonians v Old Cliftonians | Clifton College Close Ground, Clifton | 1978 |
| 146 | 30 | Old Cheltonians v Charterhouse Friars | Charterhouse School, Godalming | 2013 |
| 145 | 42 | Old Cheltonians v Old Wykehamists | Ridding Field, Winchester | 1985 |
| 138 | 25 | Old Cheltonians v Oundle Rovers | Oundle School Ground, Oundle | 2003 |
| 135 | 39 | Old Cheltonians v Old Alleynians | College Ground, Cheltenham | 1979 |
| 132 | unknown | Old Cheltonians v Marlborough Blues | Marlborough College Ground, Marlborough | 1970 |
| 121 | 35 | Old Cheltonians v Lancing Rovers | Lancing College Ground, Lancing | 2000 |
| 119 | 37 | Old Cheltonians v Bradfield Waifs | Bradfield College, Reading | 1996 |
| 114 | 39 | Old Cheltonians v Charterhouse Friars | Charterhouse School, Godalming | 2004 |
| 113 | 38 | Old Cheltonians v Old Malvernians | Malvern College Ground, Malvern | 2011 |
| 112 | 42 | Old Cheltonians v Haileybury Hermits | Haileybury College Ground, Hertford | 1994 |
| 109 | 31 | Old Cheltonians v Sherborne Pilgrims | Sherborne School, Sherborne | 1983 |
| 107 | 32 | Old Cheltonians v Old Alleynians | College Ground, Cheltenham | 1972 |
| 101 | 43 | Old Cheltonians v Old Wellingtonians | Wellington College, Crowthorne | 2002 |
| 98 | 39 | Old Cheltonians v Radley Rangers | College Ground, Cheltenham | 1978 |
| 95 | 15 | Old Cheltonians v Old Alleynians | College Ground, Cheltenham | 1974 |
| 93 | 29 | Old Cheltonians v Repton Pilgrims | College Ground, Cheltenham | 1987 |
| 90-5 | 21* | Old Cheltonians v Old Cholmeleians | College Ground, Cheltenham | 1969 |
| 90 | 22 | Old Cheltonians v Harrow Wanderers | College Ground, Cheltenham | 1997 |
| 84 | 28 | Old Cheltonians v Old Tonbridgians | College Ground, Cheltenham | 1981 |
| 83 | 24 | Old Cheltonians v Old Cliftonians | Clifton College Close Ground, Clifton | 2009 |
| 79 | 38 | Old Cheltonians v Charterhouse Friars | Charterhouse School, Godalming | 2024 |
| 72 | 23 | Old Cheltonians v Harrow Wanderers | Harrow School Cricket Ground, Harrow-on-the-Hill | 1990 |
