| 31 May 1998 | First Round | Bradfield Waifs v Downside Wanderers | Bradfield College, Reading | Results |
| 31 May 1998 | First Round | Old Cholmeleians v St Edward's Martyrs | Highgate School Ground, Highgate | Results |
| 31 May 1998 | First Round | Old Wellingtonians v Old Brightonians | Wellington College, Crowthorne | Results |
| 31 May 1998 | First Round | Rugby Meteors v Sherborne Pilgrims | Rugby School Ground, Rugby | Results |
| 31 May 1998 | First Round | Uppingham Rovers v Charterhouse Friars | Middle Field Pitch 1, Uppingham School | Results |
| 31 May 1998 | First Round | Stowe Templars v Old Tonbridgians | Stowe School Ground, Stowe | Results |
| 31 May 1998 | First Round | Old Wykehamists v Old Whitgiftians | Ridding Field, Winchester | Results |
| 31 May 1998 | First Round | Old Merchant Taylors v Old Cheltonians | Durrants Sports Ground, Croxley Green | Results |
| 31 May 1998 | First Round | Marlborough Blues v Felsted Robins | Marlborough College Ground, Marlborough | Results |
| 31 May 1998 | First Round | Harrow Wanderers v Haileybury Hermits | Harrow School Cricket Ground, Harrow-on-the-Hill | Results |
| 31 May 1998 | First Round | Old Cliftonians v Lancing Rovers | Clifton College Close Ground, Clifton | Results |
| 31 May 1998 | First Round | Eton Ramblers v Old Blundellians | Upper Club, Eton College | Results |
| 31 May 1998 | First Round | Old Malvernians v Old Amplefordians | Malvern College Ground, Malvern | Results |
| 31 May 1998 | First Round | Oundle Rovers v Repton Pilgrims | Oundle School Ground, Oundle | Results |
| 31 May 1998 | First Round | Old Alleynians v Old Westminsters | Dulwich College Ground, Dulwich | Results |
| 31 May 1998 | First Round | Radley Rangers v Shrewsbury Saracens | Radley College Bigside Ground, Abingdon | Results |
| 21 Jun 1998 | Second Round | Old Brightonians v Old Tonbridgians | Brighton College Ground, Brighton | Results |
| 21 Jun 1998 | Second Round | Old Whitgiftians v Old Merchant Taylors | Whitgift School, Croydon | Results |
| 21 Jun 1998 | Second Round | Old Cholmeleians v Felsted Robins | Highgate School Ground, Highgate | Results |
| 21 Jun 1998 | Second Round | Harrow Wanderers v Old Cliftonians | Harrow School Cricket Ground, Harrow-on-the-Hill | Results |
| 21 Jun 1998 | Second Round | Charterhouse Friars v Bradfield Waifs | Charterhouse School, Godalming | Results |
| 21 Jun 1998 | Second Round | Eton Ramblers v Old Malvernians | Upper Club, Eton College | Results |
| 21 Jun 1998 | Second Round | Oundle Rovers v Rugby Meteors | Oundle School Ground, Oundle | Results |
| 21 Jun 1998 | Second Round | Old Alleynians v Radley Rangers | Dulwich College Ground, Dulwich | Results |
| 05 Jul 1998 | Quarter-Final | Old Tonbridgians v Old Merchant Taylors | Tonbridge School Ground, Tonbridge | Results |
| 05 Jul 1998 | Quarter-Final | Felsted Robins v Harrow Wanderers | Felsted School Ground, Dunmow | Results |
| 05 Jul 1998 | Quarter-Final | Bradfield Waifs v Eton Ramblers | Bradfield College, Reading | Results |
| 05 Jul 1998 | Quarter-Final | Rugby Meteors v Radley Rangers | Rugby School Ground, Rugby | Results |
| 19 Jul 1998 | Semi-Final | Old Tonbridgians v Felsted Robins | Tonbridge School Ground, Tonbridge | Results |
| 19 Jul 1998 | Semi-Final | Bradfield Waifs v Rugby Meteors | Bradfield College, Reading | Results |
| 02 Aug 1998 | Final | Old Tonbridgians v Rugby Meteors | Bank of England Ground, Roehampton | Results |
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