| 31 Aug 1988 | Final | Essex Cricket League v Middlesex County Cricket League | Monkham Lane, Woodford Wells | Results |
| 18 May 1988 | Preliminary Round | Hertfordshire Cricket League v Three Counties Cricket League | not known | Results |
| 18 May 1988 | Preliminary Round | Chilterns Cricket League v Eastern Cricket League | not known | Results |
| 18 May 1988 | Preliminary Round | Middlesex Cricketers League v Two Counties Cricket Championship | not known | Results |
| 10 May 1988 | Preliminary Round | Essex Cricket League v Essex Invitation Cricket League | not known | Results |
| 18 May 1988 | Preliminary Round | Surrey Championship v Arun Valley Cricket League | Church Road, Wimbledon | Results |
| 18 May 1988 | Preliminary Round | Surrey County Cricket League v Sussex Championship | not known | Results |
| 18 May 1988 | Preliminary Round | Sussex Cricket League v Wey Valley Cricket League | not known | Results |
| 18 May 1988 | Preliminary Round | East Kent Cricket League v South East Cricket League | not known | Results |
| 18 May 1988 | Preliminary Round | Mid-Kent Cricket League v North Kent Cricket League | not known | Results |
| 18 May 1988 | Preliminary Round | South London Community Cricket League v Thameside Cricket League | not known | Results |
| 08 Jun 1988 | First Round | Trinity Cricket League v not known | not known | Results |
| 08 Jun 1988 | First Round | Home Counties Cricket League v Berkshire County Cricket League | not known | Results |
| 08 Jun 1988 | First Round | Thames Valley Cricket League v Chilterns Cricket League | Wilton Park, Beaconsfield | Results |
| 08 Jun 1988 | First Round | Milton Keynes and District Cricket League v Cherwell Cricket League | not known | Results |
| 08 Jun 1988 | First Round | Cambridgeshire Premier Cricket League v Two Counties Cricket Championship | The Park, Kimbolton | Results |
| 08 Jun 1988 | First Round | Essex County Cricket League v 1975 Cricket League | not known | Results |
| 08 Jun 1988 | First Round | Hertfordshire Cricket Competition v Middlesex County Cricket League | not known | Results |
| 08 Jun 1988 | First Round | Morrant Essex Cricket League v Essex Cricket League | Dick Patmore Memorial Ground, Wickford | Results |
| 08 Jun 1988 | First Round | Surrey Championship Division Two v East Sussex Cricket League | Park Lane, Reigate | Results |
| 08 Jun 1988 | First Round | Sussex Cricket League v Sussex Invitation Cricket League | not known | Results |
| 08 Jun 1988 | First Round | Southern Cricket League v Surrey Championship | County Ground, Southampton | Results |
| 08 Jun 1988 | First Round | Surrey Cricket League v Surrey County Cricket League | not known | Results |
| 08 Jun 1988 | First Round | North Kent Cricket League v Kent Cricket League | Wouldham Road, Borstal | Results |
| 08 Jun 1988 | First Round | Kent Metropolitan Cricket League v Thameside Cricket League | Metrogas Amateur Sports Association Ground, Greenwich | Results |
| 08 Jun 1988 | First Round | East Kent Cricket League v South Thames Cricket League | Bottles Lane, Rodmersham Green | Results |
| 29 Jun 1988 | Second Round | Sussex Cricket League v Thames Valley Cricket League | Three Bridges Road, Three Bridges | Results |
| 29 Jun 1988 | Second Round | Cherwell Cricket League v Surrey County Cricket League | not known | Results |
| 29 Jun 1988 | Second Round | Kent Cricket League v Two Counties Cricket Championship | Foxgrove Road, Beckenham | Results |
| 29 Jun 1988 | Second Round | Home Counties Cricket League v Surrey Championship | not known | Results |
| 29 Jun 1988 | Second Round | 1975 Cricket League v Essex Cricket League | not known | Results |
| 29 Jun 1988 | Second Round | Surrey Championship Division Two v Trinity Cricket League | Park Lane, Reigate | Results |
| 29 Jun 1988 | Second Round | West Indian Cricket League v Middlesex County Cricket League | not known | Results |
| 29 Jun 1988 | Second Round | South Thames Cricket League v Kent Metropolitan Cricket League | National Westminster Bank Sports Ground, Beckenham | Results |
| 20 Jul 1988 | Third Round | South Thames Cricket League v Essex Cricket League | National Westminster Bank Sports Ground, Beckenham | Results |
| 20 Jul 1988 | Third Round | Sussex Cricket League v Home Counties Cricket League | not known | Results |
| 20 Jul 1988 | Third Round | Surrey County Cricket League v Surrey Championship Division Two | Poplar Road, Merton Park | Results |
| 20 Jul 1988 | Third Round | Kent Cricket League v Middlesex County Cricket League | Foxgrove Road, Beckenham | Results |
| 10 Aug 1988 | Semi-Final | Surrey Championship Division Two v Middlesex County Cricket League | Park Lane, Reigate | Results |
| 10 Aug 1988 | Semi-Final | Essex Cricket League v Home Counties Cricket League | not known | Results |
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