| 30 Apr 2003 | First Round | not known v not known | not known | Results |
| 14 May 2003 | First Round | Holtwhites-Trinibis v Waltham | Kirkland Drive, Enfield | Results |
| 23 May 2003 | First Round | Abbots Langley v Kokni Community Luton | Manor House Ground, Bushey | Results |
| 23 May 2003 | First Round | Anson St George v Middlesex Tamils | Fielders Sports Ground, Hornchurch | Results |
| 23 May 2003 | First Round | Ardleigh Green v Aztecs | Central Park, Harold Hill | Results |
| 23 May 2003 | First Round | Epsom v Old Wimbledonians | Woodcote Road, Epsom | Results |
| 31 May 2003 | Second Round | not known v not known | not known | Results |
| 31 May 2003 | Second Round | not known v not known | not known | Results |
| 31 May 2003 | Second Round | not known v not known | not known | Results |
| 31 May 2003 | Second Round | not known v not known | not known | Results |
| 13 Jun 2003 | Second Round | Ardleigh Green v Abbots Langley | Central Park, Harold Hill | Results |
| 13 Jun 2003 | First Round | Basingstoke and North Hants v Sunbury | May's Bounty, Basingstoke | Results |
| 13 Jun 2003 | First Round | British Airways v Harefield | British Airways Concorde Club Ground, Cranford | Results |
| 13 Jun 2003 | First Round | Cambridge Granta v Sawbridgeworth | Clare College Sports Ground, Cambridge | Results |
| 13 Jun 2003 | First Round | Hampstead v Eastcote | Lymington Road, Hampstead | Results |
| 13 Jun 2003 | First Round | North Middlesex v Hornchurch | North Middlesex Cricket Club Ground, Crouch End | Results |
| 13 Jun 2003 | First Round | North Mymms v Flitwick | Home Farm, North Mymms | Results |
| 13 Jun 2003 | Second Round | Old Wimbledonians v Chiswick and Latymer | Coombe Lane, West Wimbledon | Results |
| 13 Jun 2003 | First Round | South Hampstead v North London | Milverton Road, Willesden | Results |
| 13 Jun 2003 | First Round | Southgate v Langleybury | John Walker's Ground, Southgate | Results |
| 13 Jun 2003 | First Round | Sutton v Sidley | Cheam Road, Sutton | Results |
| 13 Jun 2003 | Second Round | Waltham v Department of the Environment | The Peter May Sports Centre, Walthamstow | Results |
| 13 Jun 2003 | First Round | Woodford Green v Middlesex Tamils | The Green, Woodford Green | Results |
| 25 Jun 2003 | Quarter-Final | Old Wimbledonians v Waltham | Coombe Lane, West Wimbledon | Results |
| 30 Jun 2003 | Semi-Final | not known v not known | not known | Results |
| 30 Jun 2003 | Second Round | not known v not known | not known | Results |
| 04 Jul 2003 | Quarter-Final | Basingstoke and North Hants v Hornchurch | May's Bounty, Basingstoke | Results |
| 04 Jul 2003 | Semi-Final | Harefield v Southgate | Woods Cricket Ground, Harefield | Results |
| 04 Jul 2003 | Quarter-Final | North Mymms v Eastcote | Home Farm, North Mymms | Results |
| 04 Jul 2003 | Quarter-Final | Sawbridgeworth v Abbots Langley | Town Fields, Sawbridgeworth | Results |
| 31 Jul 2003 | Final | not known v not known | not known | Results |
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