| 8 | Old Cliftonians v Oundle Rovers | Clifton College Close Ground, Clifton | 1989 |
| 8 | Old Cliftonians v Harrow Wanderers | Clifton College Close Ground, Clifton | 1994 |
| 8 | Old Cliftonians v Felsted Robins | Felsted School Ground, Dunmow | 1995 |
| 8 | Old Cliftonians v Marlborough Blues | Marlborough College Ground, Marlborough | 2010 |
| 7 | Old Cliftonians v Old Amplefordians | Ampleforth College, Ampleforth | 1969 |
| 7 | Old Cliftonians v Old Merchant Taylors | Durrants Sports Ground, Croxley Green | 1976 |
| 7 | Old Cliftonians v Old Merchant Taylors | Durrants Sports Ground, Croxley Green | 1980 |
| 7 | Old Cliftonians v Harrow Wanderers | Harrow School Cricket Ground, Harrow-on-the-Hill | 1998 |
| 7 | Old Cliftonians v Old Bedfordians | Bedford School Ground, Bedford | 2025 |
| 6 | Old Cliftonians v Charterhouse Friars | Clifton College Close Ground, Clifton | 1971 |
| 6 | Old Cliftonians v Shrewsbury Saracens | Clifton College Close Ground, Clifton | 1979 |
| 6 | Old Cliftonians v Oundle Rovers | Clifton College Close Ground, Clifton | 1986 |
| 6 | Old Cliftonians v Radley Rangers | Clifton College Close Ground, Clifton | 1987 |
| 6 | Old Cliftonians v Repton Pilgrims | Clifton College Close Ground, Clifton | 1992 |
| 6 | Old Cliftonians v Old Whitgiftians | Clifton College Close Ground, Clifton | 2000 |
| 6 | Old Cliftonians v Old Wykehamists | Ridding Field, Winchester | 2008 |
| 6 | Old Cliftonians v Charterhouse Friars | Clifton College Close Ground, Clifton | 2017 |
| 6 | Old Cliftonians v Lancing Rovers | Clifton College Close Ground, Clifton | 2022 |
| 6 | Old Cliftonians v Old Malvernians | Clifton College Close Ground, Clifton | 2023 |
| 5 | Old Cliftonians v Downside Wanderers | Clifton College Close Ground, Clifton | 1972 |
| 5 | Old Cliftonians v Old Brightonians | Clifton College Close Ground, Clifton | 1975 |
| 5 | Old Cliftonians v Old Malvernians | Clifton College Close Ground, Clifton | 1982 |
| 5 | Old Cliftonians v Old Merchant Taylors | Clifton College Close Ground, Clifton | 1985 |
| 5 | Old Cliftonians v Shrewsbury Saracens | Vincent Square, Westminster | 1987 |
| 5 | Old Cliftonians v Charterhouse Friars | Charterhouse School, Godalming | 1993 |
| 5 | Old Cliftonians v Repton Pilgrims | Clifton College Close Ground, Clifton | 1994 |
| 5 | Old Cliftonians v Old Wellingtonians | Wellington College, Crowthorne | 1995 |
| 5 | Old Cliftonians v Eton Ramblers | Clifton College Close Ground, Clifton | 2017 |
| 5 | Old Cliftonians v Old Cheltonians | College Ground, Cheltenham | 2024 |
| 4 | Old Cliftonians v Old Wykehamists | Ridding Field, Winchester | 1970 |
| 4 | Old Cliftonians v Old Tonbridgians | Tonbridge School Ground, Tonbridge | 1977 |
| 4 | Old Cliftonians v Rugby Meteors | Rugby School Ground, Rugby | 1983 |
| 4 | Old Cliftonians v Marlborough Blues | Marlborough College Ground, Marlborough | 1984 |
| 4 | Old Cliftonians v Repton Pilgrims | Repton School Ground, Repton | 1985 |
| 4 | Old Cliftonians v Harrow Wanderers | Clifton College Close Ground, Clifton | 1990 |
| 4 | Old Cliftonians v Lancing Rovers | Clifton College Close Ground, Clifton | 1993 |
| 4 | Old Cliftonians v Old Tonbridgians | Vincent Square, Westminster | 1994 |
| 4 | Old Cliftonians v Haileybury Hermits | Clifton College Close Ground, Clifton | 1995 |
| 4 | Old Cliftonians v Bradfield Waifs | Bradfield College, Reading | 1997 |
| 4 | Old Cliftonians v Old Blundellians | Clifton College Close Ground, Clifton | 2004 |
| 4 | Old Cliftonians v Old Merchant Taylors | Durrants Sports Ground, Croxley Green | 2005 |
| 4 | Old Cliftonians v Repton Pilgrims | Clifton College Close Ground, Clifton | 2006 |
| 4 | Old Cliftonians v Old Wellingtonians | Clifton College Close Ground, Clifton | 2007 |
| 4 | Old Cliftonians v Old Cranleighans | The Lowers, Cranleigh School | 2008 |
| 4 | Old Cliftonians v Oundle Rovers | Clifton College Close Ground, Clifton | 2009 |
| 4 | Old Cliftonians v Old Merchant Taylors | Clifton College Close Ground, Clifton | 2011 |
| 4 | Old Cliftonians v Old Wykehamists | Clifton College Close Ground, Clifton | 2012 |
| 4 | Old Cliftonians v Old Cranleighans | Clifton College Close Ground, Clifton | 2016 |
| 4 | Old Cliftonians v Shrewsbury Saracens | Clifton College Close Ground, Clifton | 2018 |
| 4 | Old Cliftonians v Old Amplefordians | Clifton College Close Ground, Clifton | 2023 |
| 4 | Old Cliftonians v Uppingham Rovers | Upper Field, Uppingham School | 2023 |
