| 31 May 1987 | First Round | Sherborne Pilgrims v Rugby Meteors | Sherborne School, Sherborne | Results |
| 21 Jun 1987 | Second Round | Uppingham Rovers v Sherborne Pilgrims | Middle Field Pitch 1, Uppingham School | Results |
| 31 May 1987 | First Round | Uppingham Rovers v Old Whitgiftians | Middle Field Pitch 1, Uppingham School | Results |
| 31 May 1987 | First Round | Harrow Wanderers v Eton Ramblers | Harrow School Cricket Ground, Harrow-on-the-Hill | Results |
| 14 Jun 1987 | First Round | Old Wellingtonians v Charterhouse Friars | Wellington College, Crowthorne | Results |
| 31 May 1987 | First Round | Downside Wanderers v Haileybury Hermits | Downside School, Stratton-on-the-Fosse | Results |
| 31 May 1987 | First Round | Shrewsbury Saracens v Old Westminsters | Shrewsbury School, Shrewsbury | Results |
| 31 May 1987 | First Round | Old Cheltonians v Repton Pilgrims | College Ground, Cheltenham | Results |
| 31 May 1987 | First Round | Stowe Templars v Old Brightonians | Stowe School Ground, Stowe | Results |
| 31 May 1987 | First Round | Old Merchant Taylors v Old Tonbridgians | Durrants Sports Ground, Croxley Green | Results |
| 31 May 1987 | First Round | Lancing Rovers v Old Cholmeleians | Lancing College Ground, Lancing | Results |
| 31 May 1987 | First Round | Old Amplefordians v Felsted Robins | Ampleforth College, Ampleforth | Results |
| 31 May 1987 | First Round | Old Blundellians v Old Malvernians | Blundell's School, Tiverton | Results |
| 31 May 1987 | First Round | Old Alleynians v Marlborough Blues | Dulwich College Ground, Dulwich | Results |
| 31 May 1987 | First Round | Bradfield Waifs v Old Cliftonians | Bradfield College, Reading | Results |
| 31 May 1987 | First Round | Radley Rangers v St Edward's Martyrs | Radley College Bigside Ground, Abingdon | Results |
| 31 May 1987 | First Round | Oundle Rovers v Old Wykehamists | Oundle School Ground, Oundle | Results |
| 21 Jun 1987 | Second Round | Harrow Wanderers v Old Wellingtonians | Harrow School Cricket Ground, Harrow-on-the-Hill | Results |
| 21 Jun 1987 | Second Round | Haileybury Hermits v Shrewsbury Saracens | Haileybury College Ground, Hertford | Results |
| 21 Jun 1987 | Second Round | Repton Pilgrims v Old Brightonians | Repton School Ground, Repton | Results |
| 21 Jun 1987 | Second Round | Old Merchant Taylors v Lancing Rovers | Durrants Sports Ground, Croxley Green | Results |
| 21 Jun 1987 | Second Round | Felsted Robins v Old Malvernians | Felsted School Ground, Dunmow | Results |
| 21 Jun 1987 | Second Round | Marlborough Blues v Old Cliftonians | Marlborough College Ground, Marlborough | Results |
| 21 Jun 1987 | Second Round | Radley Rangers v Old Wykehamists | Radley College Bigside Ground, Abingdon | Results |
| 05 Jul 1987 | Quarter-Final | Uppingham Rovers v Old Wellingtonians | Middle Field Pitch 1, Uppingham School | Results |
| 05 Jul 1987 | Quarter-Final | Shrewsbury Saracens v Repton Pilgrims | Shrewsbury School, Shrewsbury | Results |
| 05 Jul 1987 | Quarter-Final | Old Merchant Taylors v Old Malvernians | Durrants Sports Ground, Croxley Green | Results |
| 05 Jul 1987 | Quarter-Final | Old Cliftonians v Radley Rangers | Clifton College Close Ground, Clifton | Results |
| 26 Jul 1987 | Semi-Final | Shrewsbury Saracens v Uppingham Rovers | Shrewsbury School, Shrewsbury | Results |
| 26 Jul 1987 | Semi-Final | Old Cliftonians v Old Merchant Taylors | Clifton College Close Ground, Clifton | Results |
| 09 Aug 1987 | Final | Old Cliftonians v Shrewsbury Saracens | Vincent Square, Westminster | Results |
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