| 19 Aug 1998 | Final | Middlesex County Cricket League v Surrey Championship Division One | Uxbridge Cricket Club Ground, Uxbridge | Results |
| 13 May 1998 | First Round | Essex County Cricket League v Morrant Essex Cricket League | not known | Results |
| 13 May 1998 | First Round | Chilterns Cricket League v Essex Cricket League Division Two | not known | Results |
| 13 May 1998 | First Round | Hertfordshire Cricket League Premier Division v Berkshire Cricket League | not known | Results |
| 13 May 1998 | First Round | Middlesex Championship v Mid-Essex Cricket League | not known | Results |
| 13 May 1998 | First Round | Hertfordshire Cricket League Division One v Middlesex Premier Cricket League | The Common, Chorleywood | Results |
| 13 May 1998 | First Round | Sussex Invitation Cricket League v Surrey County Cricket League Division One | not known | Results |
| 13 May 1998 | First Round | Three Counties Sunday Cricket League v Surrey County Cricket League Division Two | not known | Results |
| 13 May 1998 | First Round | Surrey Championship Division Two v Surrey Championship Division One | The Ridge, Purley | Results |
| 13 May 1998 | First Round | Sussex Cricket League v Surrey Championship Division Three | not known | Results |
| 13 May 1998 | First Round | Wey Valley Cricket League v Kent Cricket League Division Two | not known | Results |
| 13 May 1998 | First Round | South East Sunday Cricket League v East Sussex Cricket League | not known | Results |
| 13 May 1998 | First Round | Old Boys Sunday Cricket League v North Kent Metropolitan Cricket League | not known | Results |
| 13 May 1998 | First Round | Surrey Downs Cricket League v Mid-Kent Cricket League | not known | Results |
| 03 Jun 1998 | Second Round | not known v not known | not known | Results |
| 03 Jun 1998 | Second Round | Hertfordshire Cricket League Premier Division v Two Counties Cricket Championship | not known | Results |
| 03 Jun 1998 | Second Round | Middlesex Premier Cricket League v Middlesex County Cricket League | not known | Results |
| 03 Jun 1998 | Second Round | Essex Cricket League Division One v Chilterns Cricket League | not known | Results |
| 03 Jun 1998 | Second Round | Thames Valley Cricket League v not known | not known | Results |
| 03 Jun 1998 | Second Round | not known v Kent Cricket League Division One | not known | Results |
| 03 Jun 1998 | Second Round | South East Sunday Cricket League v Surrey Cricket League | Huntley and Palmer Ground, Reading | Results |
| 03 Jun 1998 | Second Round | Kent Cricket League Premier Division v not known | not known | Results |
| 03 Jun 1998 | Second Round | Surrey Championship Division One v Sussex Invitation Cricket League | Recreation Ground, Banstead | Results |
| 03 Jun 1998 | Second Round | not known v not known | not known | Results |
| 17 Jun 1998 | Third Round | Southern Cricket League v Kent Cricket League Division One | Chapel Gate, Bournemouth | Results |
| 17 Jun 1998 | Third Round | Kent Cricket League Premier Division v Essex Cricket League Division One | not known | Results |
| 17 Jun 1998 | Third Round | Surrey Championship Division One v West Indian Cricket League | Recreation Ground, Banstead | Results |
| 17 Jun 1998 | Third Round | Two Counties Cricket Championship v not known | not known | Results |
| 08 Jul 1998 | Quarter-Final | Surrey Championship Division One v Thames Valley Cricket League | The Cricket Green, Weybridge | Results |
| 08 Jul 1998 | Quarter-Final | Middlesex County Cricket League v not known | not known | Results |
| 08 Jul 1998 | Quarter-Final | not known v not known | not known | Results |
| 29 Jul 1998 | Semi-Final | Middlesex County Cricket League v not known | not known | Results |
| 29 Jul 1998 | Semi-Final | Surrey Championship Division One v Essex Cricket League Division One | The Cricket Green, Weybridge | Results |
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