| 5 | Harrow Wanderers v Shrewsbury Saracens | Shrewsbury School, Shrewsbury | 2022 |
| 4 | Harrow Wanderers v Old Cliftonians | Clifton College Close Ground, Clifton | 1994 |
| 4 | Harrow Wanderers v Bradfield Waifs | Bradfield College, Reading | 2023 |
| 3 | Harrow Wanderers v Old Amplefordians | Harrow School Cricket Ground, Harrow-on-the-Hill | 1969 |
| 3 | Harrow Wanderers v Old Malvernians | Burton's Court, Chelsea | 1975 |
| 3 | Harrow Wanderers v Old Westminsters | Harrow School Cricket Ground, Harrow-on-the-Hill | 1980 |
| 3 | Harrow Wanderers v Sherborne Pilgrims | Sherborne School, Sherborne | 1985 |
| 3 | Harrow Wanderers v Marlborough Blues | Harrow School Cricket Ground, Harrow-on-the-Hill | 1989 |
| 3 | Harrow Wanderers v Haileybury Hermits | Haileybury College Ground, Hertford | 1991 |
| 3 | Harrow Wanderers v Old Cheltonians | Harrow School Cricket Ground, Harrow-on-the-Hill | 1995 |
| 3 | Harrow Wanderers v Haileybury Hermits | Harrow School Cricket Ground, Harrow-on-the-Hill | 1998 |
| 3 | Harrow Wanderers v Old Brightonians | Harrow School Cricket Ground, Harrow-on-the-Hill | 2003 |
| 3 | Harrow Wanderers v Shrewsbury Saracens | Shrewsbury School, Shrewsbury | 2003 |
| 3 | Harrow Wanderers v Old Malvernians | Harrow School Cricket Ground, Harrow-on-the-Hill | 2015 |
| 2 | Harrow Wanderers v Charterhouse Friars | Charterhouse School, Godalming | 1967 |
| 2 | Harrow Wanderers v Old Malvernians | Burton's Court, Chelsea | 1968 |
| 2 | Harrow Wanderers v Rugby Meteors | Harrow School Cricket Ground, Harrow-on-the-Hill | 1974 |
| 2 | Harrow Wanderers v Marlborough Blues | Harrow School Cricket Ground, Harrow-on-the-Hill | 1975 |
| 2 | Harrow Wanderers v Old Tonbridgians | Harrow School Cricket Ground, Harrow-on-the-Hill | 1980 |
| 2 | Harrow Wanderers v Old Cholmeleians | Harrow School Cricket Ground, Harrow-on-the-Hill | 1982 |
| 2 | Harrow Wanderers v Repton Pilgrims | Harrow School Cricket Ground, Harrow-on-the-Hill | 1986 |
| 2 | Harrow Wanderers v Eton Ramblers | Harrow School Cricket Ground, Harrow-on-the-Hill | 1987 |
| 2 | Harrow Wanderers v Old Tonbridgians | Tonbridge School Ground, Tonbridge | 1990 |
| 2 | Harrow Wanderers v Downside Wanderers | Harrow School Cricket Ground, Harrow-on-the-Hill | 1990 |
| 2 | Harrow Wanderers v Old Malvernians | Vincent Square, Westminster | 1990 |
| 2 | Harrow Wanderers v Old Merchant Taylors | Harrow School Cricket Ground, Harrow-on-the-Hill | 1991 |
| 2 | Harrow Wanderers v Old Cliftonians | Clifton College Close Ground, Clifton | 1992 |
| 2 | Harrow Wanderers v Old Merchant Taylors | Harrow School Cricket Ground, Harrow-on-the-Hill | 1993 |
| 2 | Harrow Wanderers v Old Cheltonians | College Ground, Cheltenham | 1997 |
| 2 | Harrow Wanderers v Repton Pilgrims | Repton School Ground, Repton | 2001 |
| 2 | Harrow Wanderers v Old Whitgiftians | Whitgift School, Croydon | 2003 |
| 2 | Harrow Wanderers v Old Tonbridgians | Bank of England Ground, Roehampton | 2003 |
| 2 | Harrow Wanderers v Felsted Robins | Harrow School Cricket Ground, Harrow-on-the-Hill | 2005 |
| 2 | Harrow Wanderers v Repton Pilgrims | Harrow School Cricket Ground, Harrow-on-the-Hill | 2005 |
| 2 | Harrow Wanderers v Old Cheltonians | College Ground, Cheltenham | 2008 |
| 2 | Harrow Wanderers v Old Wykehamists | Ridding Field, Winchester | 2012 |
| 2 | Harrow Wanderers v Shrewsbury Saracens | Denis Compton Oval, Shenley | 2012 |
| 2 | Harrow Wanderers v Old Cheltonians | College Ground, Cheltenham | 2014 |
| 2 | Harrow Wanderers v Old Alleynians | Dulwich College Ground, Dulwich | 2022 |
| 2 | Harrow Wanderers v Downside Wanderers | Downside School, Stratton-on-the-Fosse | 2024 |
| 2 | Harrow Wanderers v Old Tonbridgians | Tonbridge School Ground, Tonbridge | 2024 |
