| 02 May 2010 | First Round | Bickley Park v Sutton | Bickley Park Road, Bickley | Results |
| 02 May 2010 | First Round | Ventnor v Malden Wanderers | Steephill Road, Ventnor | Results |
| 09 May 2010 | First Round | Beaconsfield v London Maccabi Vale | Wilton Park, Beaconsfield | Results |
| 09 May 2010 | First Round | Chingford v Upminster | Forest Side, Chingford | Results |
| 09 May 2010 | First Round | East Grinstead v Waltham | East Grinstead Sports Club Ground, East Grinstead | Results |
| 09 May 2010 | First Round | Hadleigh and Thundersley v Blackheath | John H Burrows Recreation Ground, Hadleigh | Results |
| 09 May 2010 | First Round | Hampstead v Stanmore | Lymington Road, Hampstead | Results |
| 09 May 2010 | First Round | Harold Wood v Fives and Heronians | Harold Wood Park, Harold Wood | Results |
| 09 May 2010 | First Round | Harrow v High Wycombe | Payne's Folly, Harrow | Results |
| 09 May 2010 | First Round | Hertford v Winchmore Hill | Balls Park, Hertford | Results |
| 09 May 2010 | First Round | HSBC v Asian | HSBC Sports and Social Club, Beckenham | Results |
| 09 May 2010 | First Round | Lordswood v Hayes | Martin Grove, Lordswood | Results |
| 09 May 2010 | First Round | Orpington v Bexley | Goddington Dene, Orpington | Results |
| 09 May 2010 | First Round | Oxford v Hornsey | Rover Cowley Sports and Social Club Ground, Cowley | Results |
| 09 May 2010 | First Round | Radlett v Brondesbury | Brunton Memorial Ground, Radlett | Results |
| 09 May 2010 | First Round | Richmond v Wycombe House | Old Deer Park, Richmond | Results |
| 09 May 2010 | First Round | Saffron Walden v Ardleigh Green | Anglo-American Playing Fields, Saffron Walden | Results |
| 09 May 2010 | First Round | Sawbridgeworth v Hornchurch | Town Fields, Sawbridgeworth | Results |
| 09 May 2010 | First Round | Shenfield v Buckhurst Hill | Chelmsford Road, Shenfield | Results |
| 09 May 2010 | First Round | Shepherds Bush v John Fisher | Beechwood Grove, Shepherds Bush | Results |
| 09 May 2010 | First Round | Sunbury v Brentham | Kenton Court Meadow, Sunbury-on-Thames | Results |
| 09 May 2010 | First Round | Teddington v South Hampstead | Teddington Cricket Club Ground, Bushy Park, Teddington | Results |
| 09 May 2010 | First Round | Three Bridges v East Molesey | Three Bridges Road, Three Bridges | Results |
| 09 May 2010 | First Round | Tunbridge Wells v Dartford | The Nevill Ground, Tunbridge Wells | Results |
| 09 May 2010 | First Round | Walthamstow v Gidea Park and Romford | Buck Walk, Walthamstow | Results |
| 09 May 2010 | First Round | Woodford Wells v Hainault and Clayhall | Monkham Lane, Woodford Wells | Results |
| 16 May 2010 | First Round | Egham v Valley End | Vicarage Road, Egham | Results |
| 16 May 2010 | First Round | Wembley v Harrow Town | Vale Farm Sports Ground, Wembley | Results |
| 23 May 2010 | Second Round | Beaconsfield v Stanmore | Wilton Park, Beaconsfield | Results |
| 23 May 2010 | Second Round | Bexley v Lordswood | Manor Way, Bexley | Results |
| 23 May 2010 | Second Round | Bickley Park v East Grinstead | Bickley Park Road, Bickley | Results |
| 23 May 2010 | Second Round | Blackheath v Tunbridge Wells | The Rectory Field, Blackheath | Results |
| 23 May 2010 | Second Round | Ealing v Teddington | Corfton Road, Ealing | Results |
| 23 May 2010 | Second Round | Hainault and Clayhall v Saffron Walden | Oakfield Playing Fields, Barkingside | Results |
| 23 May 2010 | Second Round | Harold Wood v Wanstead | Harold Wood Park, Harold Wood | Results |
| 23 May 2010 | Second Round | Hornchurch v Shenfield | Harrow Lodge Park, Hornchurch | Results |
| 23 May 2010 | Second Round | Richmond v Sunbury | Old Deer Park, Richmond | Results |
| 23 May 2010 | Second Round | Valley End v Ventnor | Windlesham Road, Valley End | Results |
| 30 May 2010 | Second Round | Bromley v HSBC | Plaistow Lane, Bromley | Results |
| 30 May 2010 | Second Round | Brondesbury v Hertford | Harman Drive, Brondesbury | Results |
| 30 May 2010 | Second Round | Chingford v Walthamstow | Forest Side, Chingford | Results |
| 30 May 2010 | Second Round | East Molesey v John Fisher | Memorial Cricket Ground, East Molesey | Results |
| 30 May 2010 | Second Round | Finchley v Harrow Town | Arden Field, Finchley | Results |
| 30 May 2010 | Second Round | Harrow v Oxford | Payne's Folly, Harrow | Results |
| 13 Jun 2010 | Third Round | Bromley v Wanstead | Plaistow Lane, Bromley | Results |
| 13 Jun 2010 | Third Round | Chingford v Bickley Park | Forest Side, Chingford | Results |
| 13 Jun 2010 | Third Round | Ealing v Brondesbury | Corfton Road, Ealing | Results |
| 13 Jun 2010 | Third Round | Hainault and Clayhall v Bexley | Oakfield Playing Fields, Barkingside | Results |
| 13 Jun 2010 | Third Round | Harrow v John Fisher | Payne's Folly, Harrow | Results |
| 13 Jun 2010 | Third Round | Stanmore v Ventnor | Stanmore Common, Stanmore | Results |
| 13 Jun 2010 | Third Round | Sunbury v Finchley | Kenton Court Meadow, Sunbury-on-Thames | Results |
| 13 Jun 2010 | Third Round | Tunbridge Wells v Shenfield | The Nevill Ground, Tunbridge Wells | Results |
| 04 Jul 2010 | Quarter-Final | Bexley v Stanmore | Manor Way, Bexley | Results |
| 04 Jul 2010 | Quarter-Final | Ealing v Bickley Park | Corfton Road, Ealing | Results |
| 04 Jul 2010 | Quarter-Final | Finchley v Tunbridge Wells | Arden Field, Finchley | Results |
| 04 Jul 2010 | Quarter-Final | Wanstead v Harrow | Overton Drive, Wanstead | Results |
| 18 Jul 2010 | Semi-Final | Bexley v Finchley | Manor Way, Bexley | Results |
| 18 Jul 2010 | Semi-Final | Ealing v Wanstead | Corfton Road, Ealing | Results |
| 01 Aug 2010 | Final | Finchley v Wanstead | Shenley Sports Ground, Shenley | Results |
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