| 29 May 1988 | First Round | Old Wykehamists v Sherborne Pilgrims | Ridding Field, Winchester | Results |
| 29 May 1988 | First Round | Haileybury Hermits v Old Cliftonians | Haileybury College Ground, Hertford | Results |
| 29 May 1988 | First Round | Old Alleynians v Stowe Templars | Dulwich College Ground, Dulwich | Results |
| 29 May 1988 | First Round | Bradfield Waifs v Old Merchant Taylors | Bradfield College, Reading | Results |
| 29 May 1988 | First Round | Lancing Rovers v Old Blundellians | Lancing College Ground, Lancing | Results |
| 29 May 1988 | First Round | Oundle Rovers v Radley Rangers | Oundle School Ground, Oundle | Results |
| 05 Jun 1988 | First Round | Old Whitgiftians v Downside Wanderers | Whitgift School, Croydon | Results |
| 29 May 1988 | First Round | Old Brightonians v Uppingham Rovers | Brighton College Ground, Brighton | Results |
| 29 May 1988 | First Round | Old Amplefordians v Old Cheltonians | Ampleforth College, Ampleforth | Results |
| 29 May 1988 | First Round | Charterhouse Friars v Repton Pilgrims | Charterhouse School, Godalming | Results |
| 29 May 1988 | First Round | Old Wellingtonians v St Edward's Martyrs | Wellington College, Crowthorne | Results |
| 29 May 1988 | First Round | Eton Ramblers v Harrow Wanderers | Upper Club, Eton College | Results |
| 29 May 1988 | First Round | Shrewsbury Saracens v Old Cholmeleians | Shrewsbury School, Shrewsbury | Results |
| 29 May 1988 | First Round | Old Westminsters v Felsted Robins | Vincent Square, Westminster | Results |
| 29 May 1988 | First Round | Rugby Meteors v Old Tonbridgians | Rugby School Ground, Rugby | Results |
| 29 May 1988 | First Round | Old Malvernians v Marlborough Blues | Malvern College Ground, Malvern | Results |
| 12 Jun 1988 | Second Round | Old Wykehamists v Old Cliftonians | Ridding Field, Winchester | Results |
| 19 Jun 1988 | Second Round | Old Alleynians v Bradfield Waifs | Dulwich College Ground, Dulwich | Results |
| 19 Jun 1988 | Second Round | Old Blundellians v Oundle Rovers | Blundell's School, Tiverton | Results |
| 19 Jun 1988 | Second Round | Downside Wanderers v Old Brightonians | Downside School, Stratton-on-the-Fosse | Results |
| 19 Jun 1988 | Second Round | Old Amplefordians v Charterhouse Friars | Ampleforth College, Ampleforth | Results |
| 19 Jun 1988 | Second Round | Old Wellingtonians v Eton Ramblers | Wellington College, Crowthorne | Results |
| 12 Jun 1988 | Second Round | Shrewsbury Saracens v Felsted Robins | Shrewsbury School, Shrewsbury | Results |
| 19 Jun 1988 | Second Round | Old Tonbridgians v Marlborough Blues | Tonbridge School Ground, Tonbridge | Results |
| 10 Jul 1988 | Quarter-Final | Bradfield Waifs v Old Wykehamists | Bradfield College, Reading | Results |
| 03 Jul 1988 | Quarter-Final | Oundle Rovers v Old Brightonians | Oundle School Ground, Oundle | Results |
| 03 Jul 1988 | Quarter-Final | Old Amplefordians v Old Wellingtonians | Ampleforth College, Ampleforth | Results |
| 03 Jul 1988 | Quarter-Final | Shrewsbury Saracens v Old Tonbridgians | Shrewsbury School, Shrewsbury | Results |
| 17 Jul 1988 | Semi-Final | Bradfield Waifs v Oundle Rovers | Bradfield College, Reading | Results |
| 24 Jul 1988 | Semi-Final | Old Amplefordians v Shrewsbury Saracens | Ampleforth College, Ampleforth | Results |
| 07 Aug 1988 | Final | Oundle Rovers v Shrewsbury Saracens | Vincent Square, Westminster | Results |
| 05 Jun 1988 | First Round (Replay) | Marlborough Blues v Old Malvernians | Marlborough College Ground, Marlborough | Results |
| 05 Jun 1988 | First Round (Replay) | Radley Rangers v Oundle Rovers | Radley College Bigside Ground, Abingdon | Results |
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