| 10 May 2014 | | Catford Wanderers v Old Elthamians | Catford Wanderers Sports and Social Club, Catford | Results |
| 10 May 2014 | | Chestfield v Cowdrey | Grasmere Road, Chestfield | Results |
| 10 May 2014 | | Holmesdale v Old Wilsonians | Montreal Park, Sevenoaks | Results |
| 10 May 2014 | | Hythe v Broadstairs | The Grove, Hythe | Results |
| 10 May 2014 | | Minster (Sheppey) v Sidcup | Gilbert Hall, Minster | Results |
| 17 May 2014 | | Broadstairs v Minster (Sheppey) | Park Avenue, Dumpton Park | Results |
| 17 May 2014 | | Cowdrey v Catford Wanderers | Swanmead Sports Ground, Tonbridge | Results |
| 17 May 2014 | | Old Elthamians v Holmesdale | Foxbury Sports Ground, Chislehurst | Results |
| 17 May 2014 | | Old Wilsonians v Hythe | Hayes Hill, Hayes | Results |
| 17 May 2014 | | Sidcup v Chestfield | Crescent Farm, Sidcup | Results |
| 24 May 2014 | | Catford Wanderers v Old Wilsonians | Catford Wanderers Sports and Social Club, Catford | Results |
| 24 May 2014 | | Chestfield v Old Elthamians | Grasmere Road, Chestfield | Results |
| 24 May 2014 | | Holmesdale v Hythe | Montreal Park, Sevenoaks | Results |
| 24 May 2014 | | Minster (Sheppey) v Cowdrey | Gilbert Hall, Minster | Results |
| 24 May 2014 | | Sidcup v Broadstairs | Crescent Farm, Sidcup | Results |
| 31 May 2014 | | Broadstairs v Holmesdale | Park Avenue, Dumpton Park | Results |
| 31 May 2014 | | Cowdrey v Sidcup | Swanmead Sports Ground, Tonbridge | Results |
| 31 May 2014 | | Hythe v Catford Wanderers | The Grove, Hythe | Results |
| 31 May 2014 | | Old Elthamians v Minster (Sheppey) | Foxbury Sports Ground, Chislehurst | Results |
| 31 May 2014 | | Old Wilsonians v Chestfield | Hayes Hill, Hayes | Results |
| 07 Jun 2014 | | Catford Wanderers v Broadstairs | Catford Wanderers Sports and Social Club, Catford | Results |
| 07 Jun 2014 | | Chestfield v Holmesdale | Grasmere Road, Chestfield | Results |
| 07 Jun 2014 | | Cowdrey v Old Elthamians | Swanmead Sports Ground, Tonbridge | Results |
| 07 Jun 2014 | | Minster (Sheppey) v Hythe | Gilbert Hall, Minster | Results |
| 07 Jun 2014 | | Sidcup v Old Wilsonians | Crescent Farm, Sidcup | Results |
| 14 Jun 2014 | | Broadstairs v Cowdrey | Park Avenue, Dumpton Park | Results |
| 14 Jun 2014 | | Holmesdale v Catford Wanderers | Montreal Park, Sevenoaks | Results |
| 14 Jun 2014 | | Hythe v Chestfield | The Grove, Hythe | Results |
| 14 Jun 2014 | | Old Elthamians v Sidcup | Foxbury Sports Ground, Chislehurst | Results |
| 14 Jun 2014 | | Old Wilsonians v Minster (Sheppey) | Hayes Hill, Hayes | Results |
| 21 Jun 2014 | | Broadstairs v Old Wilsonians | Park Avenue, Dumpton Park | Results |
| 21 Jun 2014 | | Catford Wanderers v Sidcup | Catford Wanderers Sports and Social Club, Catford | Results |
| 21 Jun 2014 | | Chestfield v Minster (Sheppey) | Grasmere Road, Chestfield | Results |
| 21 Jun 2014 | | Holmesdale v Cowdrey | Montreal Park, Sevenoaks | Results |
| 21 Jun 2014 | | Hythe v Old Elthamians | The Grove, Hythe | Results |
| 28 Jun 2014 | | Chestfield v Catford Wanderers | Grasmere Road, Chestfield | Results |
| 28 Jun 2014 | | Cowdrey v Old Wilsonians | Swanmead Sports Ground, Tonbridge | Results |
| 28 Jun 2014 | | Minster (Sheppey) v Holmesdale | Gilbert Hall, Minster | Results |
| 28 Jun 2014 | | Old Elthamians v Broadstairs | Foxbury Sports Ground, Chislehurst | Results |
| 28 Jun 2014 | | Sidcup v Hythe | Crescent Farm, Sidcup | Results |
| 05 Jul 2014 | | Broadstairs v Chestfield | Park Avenue, Dumpton Park | Results |
| 05 Jul 2014 | | Catford Wanderers v Minster (Sheppey) | Catford Wanderers Sports and Social Club, Catford | Results |
| 05 Jul 2014 | | Holmesdale v Sidcup | Montreal Park, Sevenoaks | Results |
| 05 Jul 2014 | | Hythe v Cowdrey | The Grove, Hythe | Results |
| 05 Jul 2014 | | Old Wilsonians v Old Elthamians | Hayes Hill, Hayes | Results |
| 12 Jul 2014 | | Broadstairs v Hythe | Park Avenue, Dumpton Park | Results |
| 12 Jul 2014 | | Cowdrey v Chestfield | Swanmead Sports Ground, Tonbridge | Results |
| 12 Jul 2014 | | Old Elthamians v Catford Wanderers | Foxbury Sports Ground, Chislehurst | Results |
| 12 Jul 2014 | | Old Wilsonians v Holmesdale | Hayes Hill, Hayes | Results |
| 12 Jul 2014 | | Sidcup v Minster (Sheppey) | Crescent Farm, Sidcup | Results |
| 19 Jul 2014 | | Catford Wanderers v Cowdrey | Catford Wanderers Sports and Social Club, Catford | Results |
| 19 Jul 2014 | | Chestfield v Sidcup | Grasmere Road, Chestfield | Results |
| 19 Jul 2014 | | Holmesdale v Old Elthamians | Montreal Park, Sevenoaks | Results |
| 19 Jul 2014 | | Hythe v Old Wilsonians | The Grove, Hythe | Results |
| 19 Jul 2014 | | Minster (Sheppey) v Broadstairs | Gilbert Hall, Minster | Results |
| 26 Jul 2014 | | Broadstairs v Sidcup | Park Avenue, Dumpton Park | Results |
| 26 Jul 2014 | | Cowdrey v Minster (Sheppey) | Swanmead Sports Ground, Tonbridge | Results |
| 26 Jul 2014 | | Hythe v Holmesdale | The Grove, Hythe | Results |
| 26 Jul 2014 | | Old Elthamians v Chestfield | Foxbury Sports Ground, Chislehurst | Results |
| 26 Jul 2014 | | Old Wilsonians v Catford Wanderers | Hayes Hill, Hayes | Results |
| 02 Aug 2014 | | Catford Wanderers v Hythe | Catford Wanderers Sports and Social Club, Catford | Results |
| 02 Aug 2014 | | Chestfield v Old Wilsonians | Grasmere Road, Chestfield | Results |
| 02 Aug 2014 | | Holmesdale v Broadstairs | Montreal Park, Sevenoaks | Results |
| 02 Aug 2014 | | Minster (Sheppey) v Old Elthamians | Gilbert Hall, Minster | Results |
| 02 Aug 2014 | | Sidcup v Cowdrey | Crescent Farm, Sidcup | Results |
| 09 Aug 2014 | | Broadstairs v Catford Wanderers | Park Avenue, Dumpton Park | Results |
| 09 Aug 2014 | | Holmesdale v Chestfield | Montreal Park, Sevenoaks | Results |
| 09 Aug 2014 | | Hythe v Minster (Sheppey) | The Grove, Hythe | Results |
| 09 Aug 2014 | | Old Elthamians v Cowdrey | Foxbury Sports Ground, Chislehurst | Results |
| 09 Aug 2014 | | Old Wilsonians v Sidcup | Hayes Hill, Hayes | Results |
| 16 Aug 2014 | | Catford Wanderers v Holmesdale | Catford Wanderers Sports and Social Club, Catford | Results |
| 16 Aug 2014 | | Chestfield v Hythe | Grasmere Road, Chestfield | Results |
| 16 Aug 2014 | | Cowdrey v Broadstairs | Swanmead Sports Ground, Tonbridge | Results |
| 16 Aug 2014 | | Minster (Sheppey) v Old Wilsonians | Gilbert Hall, Minster | Results |
| 16 Aug 2014 | | Sidcup v Old Elthamians | Crescent Farm, Sidcup | Results |
| 23 Aug 2014 | | Cowdrey v Holmesdale | Swanmead Sports Ground, Tonbridge | Results |
| 23 Aug 2014 | | Minster (Sheppey) v Chestfield | Gilbert Hall, Minster | Results |
| 23 Aug 2014 | | Old Elthamians v Hythe | Foxbury Sports Ground, Chislehurst | Results |
| 23 Aug 2014 | | Old Wilsonians v Broadstairs | Hayes Hill, Hayes | Results |
| 23 Aug 2014 | | Sidcup v Catford Wanderers | Crescent Farm, Sidcup | Results |
| 30 Aug 2014 | | Broadstairs v Old Elthamians | Park Avenue, Dumpton Park | Results |
| 30 Aug 2014 | | Catford Wanderers v Chestfield | Catford Wanderers Sports and Social Club, Catford | Results |
| 30 Aug 2014 | | Holmesdale v Minster (Sheppey) | Montreal Park, Sevenoaks | Results |
| 30 Aug 2014 | | Hythe v Sidcup | The Grove, Hythe | Results |
| 30 Aug 2014 | | Old Wilsonians v Cowdrey | Hayes Hill, Hayes | Results |
| 06 Sep 2014 | | Chestfield v Broadstairs | Grasmere Road, Chestfield | Results |
| 06 Sep 2014 | | Cowdrey v Hythe | Swanmead Sports Ground, Tonbridge | Results |
| 06 Sep 2014 | | Minster (Sheppey) v Catford Wanderers | Gilbert Hall, Minster | Results |
| 06 Sep 2014 | | Old Elthamians v Old Wilsonians | Foxbury Sports Ground, Chislehurst | Results |
| 06 Sep 2014 | | Sidcup v Holmesdale | Crescent Farm, Sidcup | Results |
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