| 16 May 1990 | Preliminary Round | Home Counties Cricket League v 1975 Cricket League | not known | Results |
| 16 May 1990 | Preliminary Round | Chilterns Cricket League v Hertfordshire Cricket Competition | not known | Results |
| 16 May 1990 | Preliminary Round | Cambridgeshire Premier Cricket League v Essex Suburban Cricket League | Anglo-American Playing Fields, Saffron Walden | Results |
| 16 May 1990 | Preliminary Round | Sussex Championship v Sussex Invitation Cricket League | not known | Results |
| 16 May 1990 | Preliminary Round | Wey Valley Cricket League v Surrey Championship Division Two | Coombe Lane, Whiteley Village | Results |
| 16 May 1990 | Preliminary Round | Clive Lloyd Cricket League v Thameside Cricket League | not known | Results |
| 16 May 1990 | Preliminary Round | East Kent Cricket League v Mid-Kent Cricket League | not known | Results |
| 18 Jun 1990 | First Round | Cherwell Cricket League v Home Counties Cricket League | Wendover Road, Aylesbury | Results |
| 06 Jun 1990 | First Round | Thames Valley Cricket League v Milton Keynes and District Cricket League | Wilton Park, Beaconsfield | Results |
| 06 Jun 1990 | First Round | not known v Berkshire County Cricket League | not known | Results |
| 06 Jun 1990 | First Round | Hertfordshire Cricket League v Three Counties Cricket League | not known | Results |
| 01 Jun 1990 | First Round | Essex Cricket League v Middlesex County Cricket League | Southchurch Park, Southend-on-Sea | Results |
| 06 Jun 1990 | First Round | Two Counties Cricket Championship v Middlesex Cricketers League | not known | Results |
| 06 Jun 1990 | First Round | Essex Invitation Cricket League v Cambridgeshire Premier Cricket League | Pegasus Sports Ground, Corringham | Results |
| 06 Jun 1990 | First Round | Morrant Essex Cricket League v Essex County Cricket League | Dick Patmore Memorial Ground, Wickford | Results |
| 06 Jun 1990 | First Round | Surrey County Cricket League v Arun Valley Cricket League | not known | Results |
| 06 Jun 1990 | First Round | East Sussex Cricket League v Sussex Championship | not known | Results |
| 06 Jun 1990 | First Round | Southern Cricket League v Surrey Championship | The Sports Ground, Lymington | Results |
| 06 Jun 1990 | First Round | Isle of Wight Cricket League v Surrey Championship Division Two | Northwood Cricket Club Ground, Cowes | Results |
| 06 Jun 1990 | First Round | East Kent Cricket League v North Kent Cricket League | not known | Results |
| 06 Jun 1990 | First Round | South Thames Cricket League v Surrey Cricket League | National Westminster Bank Sports Ground, Beckenham | Results |
| 06 Jun 1990 | First Round | Kent Cricket League v Sussex Cricket League | not known | Results |
| 06 Jun 1990 | First Round | Clive Lloyd Cricket League v Kent Metropolitan Cricket League | Chandos Recreation Park, Edgware | Results |
| 26 Jun 1990 | Second Round | Thames Valley Cricket League v Cherwell Cricket League | Wilton Park, Beaconsfield | Results |
| 20 Jun 1990 | Second Round | Surrey Championship v Surrey County Cricket League | Park Lane, Reigate | Results |
| 20 Jun 1990 | Second Round | Two Counties Cricket Championship v Morrant Essex Cricket League | not known | Results |
| 26 Jun 1990 | Second Round | Cambridgeshire Premier Cricket League v Middlesex County Cricket League | Anglo-American Playing Fields, Saffron Walden | Results |
| 27 Jun 1990 | Second Round | Kent Metropolitan Cricket League v East Kent Cricket League | Elmstead Lane, Chislehurst | Results |
| 20 Jun 1990 | Second Round | Berkshire County Cricket League v not known | not known | Results |
| 20 Jun 1990 | Second Round | South Thames Cricket League v Kent Cricket League | National Westminster Bank Sports Ground, Beckenham | Results |
| 20 Jun 1990 | Second Round | Sussex Championship v Surrey Championship Division Two | Clymping Village Hall Ground, Clymping | Results |
| 18 Jul 1990 | Third Round | Berkshire County Cricket League v Surrey Championship Division Two | Reading | Results |
| 18 Jul 1990 | Third Round | Surrey Championship v Two Counties Cricket Championship | Peaches Close, Cheam | Results |
| 18 Jul 1990 | Third Round | East Kent Cricket League v Cambridgeshire Premier Cricket League | Bottles Lane, Rodmersham Green | Results |
| 18 Jul 1990 | Third Round | Cherwell Cricket League v South Thames Cricket League | Wendover Road, Aylesbury | Results |
| 08 Aug 1990 | Semi-Final | Cambridgeshire Premier Cricket League v Surrey Championship Division Two | Anglo-American Playing Fields, Saffron Walden | Results |
| 08 Aug 1990 | Semi-Final | Cherwell Cricket League v Surrey Championship | Wendover Road, Aylesbury | Results |
| 29 Aug 1990 | Final | Cambridgeshire Premier Cricket League v Cherwell Cricket League | Barnet Wood Road, Hayes | Results |
| 13 Jun 1990 | First Round | Thames Valley Cricket League v Milton Keynes and District Cricket League | Reading | Results |
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