| 27 May 2018 | First Round | Oxted and Limpsfield v Southall Dragons | Master Park, Oxted | Results |
| 27 May 2018 | First Round | Old Actonians v Barnes | Old Actonians Sport Club Ground, Ealing | Results |
| 27 May 2018 | First Round | Crouch End v North Two | The Calthorpe Ground, Crouch End | Results |
| 27 May 2018 | First Round | Indian Gymkhana v Paragon | Thornbury Avenue, Osterley | Results |
| 20 May 2018 | First Round | Bickley Park v Shenfield | Bickley Park Road, Bickley | Results |
| 17 Jun 2018 | Second Round | Waltham v Reigate Priory | The Peter May Sports Centre, Walthamstow | Results |
| 17 Jun 2018 | Second Round | Aston Rowant v Finchley | The Butts Way, Kingston Blount | Results |
| 17 Jun 2018 | Second Round | Oxted and Limpsfield v Hornchurch | Master Park, Oxted | Results |
| 24 Jun 2018 | Second Round | Crouch End v Cambridge Granta | The Calthorpe Ground, Crouch End | Results |
| 17 Jun 2018 | Second Round | Ealing v Sawbridgeworth | Corfton Road, Ealing | Results |
| 17 Jun 2018 | Second Round | Bishop's Stortford v Barnes | Cricketfield Lane, Bishop's Stortford | Results |
| 17 Jun 2018 | Second Round | East Molesey v Cockfosters | Memorial Cricket Ground, East Molesey | Results |
| 17 Jun 2018 | Second Round | Wanstead and Snaresbrook v Harold Wood | Overton Drive, Wanstead | Results |
| 17 Jun 2018 | Second Round | Stanmore v West Indies United | Stanmore Common, Stanmore | Results |
| 17 Jun 2018 | Second Round | Bromley v Paragon | Plaistow Lane, Bromley | Results |
| 17 Jun 2018 | Second Round | Hoddesdon v Brentwood | Lowfield, Hoddesdon | Results |
| 03 Jun 2018 | Second Round | Old Rutlishians v Radlett | Poplar Road, Merton Park | Results |
| 17 Jun 2018 | Second Round | Acton v Bexley | Manor Park Grounds, Acton | Results |
| 17 Jun 2018 | Second Round | Sandwich Town v Bickley Park | The Butts, Sandwich | Results |
| 17 Jun 2018 | Second Round | Chingford v Fives and Heronians | Forest Side, Chingford | Results |
| 17 Jun 2018 | Second Round | Sunbury v Blackheath | Kenton Court Meadow, Sunbury-on-Thames | Results |
| 08 Jul 2018 | Third Round | East Molesey v Crouch End | Memorial Cricket Ground, East Molesey | Results |
| 08 Jul 2018 | Third Round | Chingford v Sandwich Town | Forest Side, Chingford | Results |
| 08 Jul 2018 | Third Round | Hornchurch v Ealing | Harrow Lodge Park, Hornchurch | Results |
| 08 Jul 2018 | Third Round | Reigate Priory v Bexley | Park Lane, Reigate | Results |
| 01 Jul 2018 | Third Round | Aston Rowant v Barnes | The Butts Way, Kingston Blount | Results |
| 01 Jul 2018 | Third Round | Stanmore v Wanstead and Snaresbrook | Stanmore Common, Stanmore | Results |
| 08 Jul 2018 | Third Round | Bromley v Sunbury | Plaistow Lane, Bromley | Results |
| 08 Jul 2018 | Third Round | Old Rutlishians v Hoddesdon | Poplar Road, Merton Park | Results |
| 12 Aug 2018 | Quarter-Final | Crouch End v Old Rutlishians | The Calthorpe Ground, Crouch End | Results |
| 12 Aug 2018 | Quarter-Final | Bexley v Hornchurch | Manor Way, Bexley | Results |
| 05 Aug 2018 | Quarter-Final | Aston Rowant v Sunbury | The Butts Way, Kingston Blount | Results |
| 22 Jul 2018 | Quarter-Final | Wanstead and Snaresbrook v Sandwich Town | Overton Drive, Wanstead | Results |
| 19 Aug 2018 | Semi-Final | Sandwich Town v Sunbury | The Butts, Sandwich | Results |
| 19 Aug 2018 | Semi-Final | Bexley v Old Rutlishians | Manor Way, Bexley | Results |
| 15 Sep 2018 | Final | Bexley v Sunbury | Shardeloes, Amersham | Results |
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