| Wkt |
| 2 | 158 | JA Sharam (109) & JW Jamieson-Black (88) | Old Cheltonians v Old Cliftonians | College Ground, Cheltenham | 2024 |
| 1 | 146 | GDL Sandbach (78) & CJL Sandbach (126) | Old Cheltonians v Old Cholmeleians | College Ground, Cheltenham | 2014 |
| 5 | 142 | BJ Ringrose (87) & JC Soames (56) | Old Cheltonians v Bradfield Waifs | College Ground, Cheltenham | 2022 |
| 1 | 141 | STJ Cowley (61) & DEA Lawrence (78) | Old Cheltonians v Old Amplefordians | College Ground, Cheltenham | 2001 |
| 5 | 140 | BJ Ringrose (146) & JH Jamieson-Black (60) | Old Cheltonians v Old Amplefordians | Ampleforth College, Ampleforth | 2024 |
| 3 | 136 | GJ Mitchell (61) & JW Jamieson-Black (76) | Old Cheltonians v Downside Wanderers | Downside School, Stratton-on-the-Fosse | 2021 |
| 1 | 129* | MJ Cawdron (81*) & CJL Sandbach (45*) | Old Cheltonians v Shrewsbury Saracens | College Ground, Cheltenham | 2006 |
| 2 | 124 | GHF Key (67) & JW Jamieson-Black (75) | Old Cheltonians v Marlborough Blues | College Ground, Cheltenham | 2023 |
| 2 | 120 | GC Roberts (44) & JW Jamieson-Black (83) | Old Cheltonians v Old Wykehamists | Ridding Field, Winchester | 2025 |
| 1 | 117 | GS Brooksbank (47) & CJL Sandbach (71) | Old Cheltonians v Eton Ramblers | Upper Club, Eton College | 2006 |
| 4 | 117 | BJ Ringrose (80) & JH Jamieson-Black (83) | Old Cheltonians v Old Merchant Taylors | Merchant Taylors' School Ground, Northwood | 2022 |
| 2 | 115 | CJL Sandbach (126) & GJ Brothwood (61) | Old Cheltonians v Old Cholmeleians | College Ground, Cheltenham | 2014 |
| 4 | 114 | JW Jamieson-Black (93) & BJ Ringrose (59) | Old Cheltonians v Shrewsbury Saracens | Shrewsbury School, Shrewsbury | 2022 |
| 2 | 112 | JRJ Gunn (50) & JW Jamieson-Black (124*) | Old Cheltonians v Haileybury Hermits | College Ground, Cheltenham | 2023 |
| 3 | 110* | DN Brettell (92*) & KGD Thomas (60*) | Old Cheltonians v Felsted Robins | Felsted School Ground, Dunmow | 1982 |
| 7 | 108* | TFG Richardson (71*) & GS Brooksbank (33*) | Old Cheltonians v Uppingham Rovers | College Ground, Cheltenham | 2011 |
| 3 | 104 | DEA Lawrence (72) & JD Hampshire (20) | Old Cheltonians v Old Brightonians | Brighton College Ground, Brighton | 1999 |
| 5 | 100 | TC Harris (52) & DR Fulton (37) | Old Cheltonians v Old Merchant Taylors | Durrants Sports Ground, Croxley Green | 1998 |
| 2 | 100 | MJ Cawdron (87) & DEA Lawrence (28) | Old Cheltonians v Old Alleynians | College Ground, Cheltenham | 2007 |
| 4 | 99 | BJ Ringrose (146) & GDL Sandbach (34) | Old Cheltonians v Old Amplefordians | Ampleforth College, Ampleforth | 2024 |
| 2 | 98 | DEA Lawrence (55) & JP Mills (55) | Old Cheltonians v Harrow Wanderers | College Ground, Cheltenham | 2008 |
| 5 | 98* | [unknown] & [unknown] | Old Cheltonians v Old Merchant Taylors | College Ground, Cheltenham | 2015 |
| 4 | 98 | JC Soames (71) & BJ Ringrose (38) | Old Cheltonians v Old Cliftonians | College Ground, Cheltenham | 2024 |
| 2 | 97 | [unknown] & [unknown] | Old Cheltonians v Harrow Wanderers | Harrow School Cricket Ground, Harrow-on-the-Hill | 2012 |
| 5 | 95 | D Thomas (63) & SW Davies (39) | Old Cheltonians v Old Wellingtonians | College Ground, Cheltenham | 1995 |
| 4 | 93 | KMW Stovold (137) & WGL Sandbach (17) | Old Cheltonians v Uppingham Rovers | College Ground, Cheltenham | 2011 |
| 2 | 93 | [unknown] & [unknown] | Old Cheltonians v Old Merchant Taylors | College Ground, Cheltenham | 2015 |
| 4 | 92 | MJ Cawdron (116) & TMB Brierley (28) | Old Cheltonians v Eton Ramblers | Upper Club, Eton College | 2005 |
| 5 | 91 | IEW Sanders (70) & DA Fischel (35) | Old Cheltonians v Old Wykehamists | Ridding Field, Winchester | 1993 |
| 9 | 90* | TFG Richardson (46*) & GS Brooksbank (33*) | Old Cheltonians v Oundle Rovers | College Ground, Cheltenham | 2010 |
