| 10 May 2008 | | Linden Park Second XI v High Halstow Second XI | Higher Common Ground, Tunbridge Wells | Results |
| 10 May 2008 | | Old Elthamians Granby Second XI v Barbados Overseas Cricket Association Second XI | Foxbury Sports Ground, Chislehurst | Results |
| 10 May 2008 | | Sidcup Second XI v Bexley Fourth XI | Crescent Farm, Sidcup | Results |
| 10 May 2008 | | Walmer Second XI v Catford Wanderers Second XI | Hull Park Sports Club, Deal | Results |
| 10 May 2008 | | Wickham Park Second XI v RACS Second XI | Wickham Park Sports Club Ground, West Wickham | Results |
| 17 May 2008 | | Barbados Overseas Cricket Association Second XI v Walmer Second XI | West Wickham Sports Club Ground, West Wickham | Results |
| 17 May 2008 | | Bexley Fourth XI v Old Elthamians Granby Second XI | Loring Sports Ground, Sidcup | Results |
| 17 May 2008 | | Catford Wanderers Second XI v Wickham Park Second XI | Catford Wanderers Sports and Social Club, Catford | Results |
| 17 May 2008 | | High Halstow Second XI v Sidcup Second XI | Rayners Meadow, High Halstow | Results |
| 17 May 2008 | | RACS Second XI v Linden Park Second XI | Metrogas Sports Ground, New Eltham | Results |
| 24 May 2008 | | High Halstow Second XI v Bexley Fourth XI | Rayners Meadow, High Halstow | Results |
| 24 May 2008 | | Linden Park Second XI v Wickham Park Second XI | Higher Common Ground, Tunbridge Wells | Results |
| 24 May 2008 | | Old Elthamians Granby Second XI v Catford Wanderers Second XI | Foxbury Sports Ground, Chislehurst | Results |
| 24 May 2008 | | Sidcup Second XI v Barbados Overseas Cricket Association Second XI | Crescent Farm, Sidcup | Results |
| 24 May 2008 | | Walmer Second XI v RACS Second XI | Hull Park Sports Club, Deal | Results |
| 31 May 2008 | | Barbados Overseas Cricket Association Second XI v High Halstow Second XI | West Wickham Sports Club Ground, West Wickham | Results |
| 31 May 2008 | | Bexley Fourth XI v Linden Park Second XI | Loring Sports Ground, Sidcup | Results |
| 31 May 2008 | | Catford Wanderers Second XI v Sidcup Second XI | Catford Wanderers Sports and Social Club, Catford | Results |
| 31 May 2008 | | RACS Second XI v Old Elthamians Granby Second XI | Metrogas Sports Ground, New Eltham | Results |
| 31 May 2008 | | Wickham Park Second XI v Walmer Second XI | Wickham Park Sports Club Ground, West Wickham | Results |
| 07 Jun 2008 | | Bexley Fourth XI v Catford Wanderers Second XI | Loring Sports Ground, Sidcup | Results |
| 07 Jun 2008 | | High Halstow Second XI v RACS Second XI | Rayners Meadow, High Halstow | Results |
| 07 Jun 2008 | | Linden Park Second XI v Barbados Overseas Cricket Association Second XI | Higher Common Ground, Tunbridge Wells | Results |
| 07 Jun 2008 | | Old Elthamians Granby Second XI v Walmer Second XI | Foxbury Sports Ground, Chislehurst | Results |
| 07 Jun 2008 | | Sidcup Second XI v Wickham Park Second XI | Crescent Farm, Sidcup | Results |
| 14 Jun 2008 | | Barbados Overseas Cricket Association Second XI v Bexley Fourth XI | West Wickham Sports Club Ground, West Wickham | Results |
| 14 Jun 2008 | | Catford Wanderers Second XI v High Halstow Second XI | Catford Wanderers Sports and Social Club, Catford | Results |
| 14 Jun 2008 | | RACS Second XI v Sidcup Second XI | Metrogas Sports Ground, New Eltham | Results |
| 14 Jun 2008 | | Walmer Second XI v Linden Park Second XI | Hull Park Sports Club, Deal | Results |
| 14 Jun 2008 | | Wickham Park Second XI v Old Elthamians Granby Second XI | Wickham Park Sports Club Ground, West Wickham | Results |
| 21 Jun 2008 | | Old Elthamians Granby Second XI v High Halstow Second XI | Foxbury Sports Ground, Chislehurst | Results |
| 21 Jun 2008 | | RACS Second XI v Catford Wanderers Second XI | Metrogas Sports Ground, New Eltham | Results |
| 21 Jun 2008 | | Sidcup Second XI v Linden Park Second XI | Crescent Farm, Sidcup | Results |
| 21 Jun 2008 | | Walmer Second XI v Bexley Fourth XI | Hull Park Sports Club, Deal | Results |
| 21 Jun 2008 | | Wickham Park Second XI v Barbados Overseas Cricket Association Second XI | Wickham Park Sports Club Ground, West Wickham | Results |
| 28 Jun 2008 | | Barbados Overseas Cricket Association Second XI v Catford Wanderers Second XI | West Wickham Sports Club Ground, West Wickham | Results |
| 28 Jun 2008 | | Bexley Fourth XI v RACS Second XI | Loring Sports Ground, Sidcup | Results |
| 28 Jun 2008 | | High Halstow Second XI v Wickham Park Second XI | Rayners Meadow, High Halstow | Results |
| 28 Jun 2008 | | Linden Park Second XI v Old Elthamians Granby Second XI | Higher Common Ground, Tunbridge Wells | Results |
| 28 Jun 2008 | | Sidcup Second XI v Walmer Second XI | Crescent Farm, Sidcup | Results |
| 05 Jul 2008 | | Catford Wanderers Second XI v Linden Park Second XI | Catford Wanderers Sports and Social Club, Catford | Results |
| 05 Jul 2008 | | Old Elthamians Granby Second XI v Sidcup Second XI | Foxbury Sports Ground, Chislehurst | Results |
| 05 Jul 2008 | | RACS Second XI v Barbados Overseas Cricket Association Second XI | Metrogas Sports Ground, New Eltham | Results |
| 05 Jul 2008 | | Walmer Second XI v High Halstow Second XI | Hull Park Sports Club, Deal | Results |
| 05 Jul 2008 | | Wickham Park Second XI v Bexley Fourth XI | Wickham Park Sports Club Ground, West Wickham | Results |
| 12 Jul 2008 | | Barbados Overseas Cricket Association Second XI v Old Elthamians Granby Second XI | West Wickham Sports Club Ground, West Wickham | Results |
| 12 Jul 2008 | | Bexley Fourth XI v Sidcup Second XI | Loring Sports Ground, Sidcup | Results |
| 12 Jul 2008 | | Catford Wanderers Second XI v Walmer Second XI | Catford Wanderers Sports and Social Club, Catford | Results |
| 12 Jul 2008 | | High Halstow Second XI v Linden Park Second XI | Rayners Meadow, High Halstow | Results |
| 12 Jul 2008 | | RACS Second XI v Wickham Park Second XI | Metrogas Sports Ground, New Eltham | Results |
| 19 Jul 2008 | | Linden Park Second XI v RACS Second XI | Higher Common Ground, Tunbridge Wells | Results |
| 19 Jul 2008 | | Old Elthamians Granby Second XI v Bexley Fourth XI | Foxbury Sports Ground, Chislehurst | Results |
| 19 Jul 2008 | | Sidcup Second XI v High Halstow Second XI | Crescent Farm, Sidcup | Results |
| 19 Jul 2008 | | Walmer Second XI v Barbados Overseas Cricket Association Second XI | Hull Park Sports Club, Deal | Results |
| 19 Jul 2008 | | Wickham Park Second XI v Catford Wanderers Second XI | Wickham Park Sports Club Ground, West Wickham | Results |
| 26 Jul 2008 | | Barbados Overseas Cricket Association Second XI v Sidcup Second XI | West Wickham Sports Club Ground, West Wickham | Results |
| 26 Jul 2008 | | Bexley Fourth XI v High Halstow Second XI | Loring Sports Ground, Sidcup | Results |
| 26 Jul 2008 | | Catford Wanderers Second XI v Old Elthamians Granby Second XI | Catford Wanderers Sports and Social Club, Catford | Results |
| 26 Jul 2008 | | RACS Second XI v Walmer Second XI | Metrogas Sports Ground, New Eltham | Results |
| 26 Jul 2008 | | Wickham Park Second XI v Linden Park Second XI | Wickham Park Sports Club Ground, West Wickham | Results |
| 02 Aug 2008 | | High Halstow Second XI v Barbados Overseas Cricket Association Second XI | Rayners Meadow, High Halstow | Results |
| 02 Aug 2008 | | Linden Park Second XI v Bexley Fourth XI | Higher Common Ground, Tunbridge Wells | Results |
| 02 Aug 2008 | | Old Elthamians Granby Second XI v RACS Second XI | Foxbury Sports Ground, Chislehurst | Results |
| 02 Aug 2008 | | Sidcup Second XI v Catford Wanderers Second XI | Crescent Farm, Sidcup | Results |
| 02 Aug 2008 | | Walmer Second XI v Wickham Park Second XI | Hull Park Sports Club, Deal | Results |
| 09 Aug 2008 | | Barbados Overseas Cricket Association Second XI v Linden Park Second XI | West Wickham Sports Club Ground, West Wickham | Results |
| 09 Aug 2008 | | Catford Wanderers Second XI v Bexley Fourth XI | Catford Wanderers Sports and Social Club, Catford | Results |
| 09 Aug 2008 | | RACS Second XI v High Halstow Second XI | Metrogas Sports Ground, New Eltham | Results |
| 09 Aug 2008 | | Walmer Second XI v Old Elthamians Granby Second XI | Hull Park Sports Club, Deal | Results |
| 09 Aug 2008 | | Wickham Park Second XI v Sidcup Second XI | Wickham Park Sports Club Ground, West Wickham | Results |
| 16 Aug 2008 | | Bexley Fourth XI v Barbados Overseas Cricket Association Second XI | Loring Sports Ground, Sidcup | Results |
| 16 Aug 2008 | | High Halstow Second XI v Catford Wanderers Second XI | Rayners Meadow, High Halstow | Results |
| 16 Aug 2008 | | Linden Park Second XI v Walmer Second XI | Higher Common Ground, Tunbridge Wells | Results |
| 16 Aug 2008 | | Old Elthamians Granby Second XI v Wickham Park Second XI | Foxbury Sports Ground, Chislehurst | Results |
| 16 Aug 2008 | | Sidcup Second XI v RACS Second XI | Crescent Farm, Sidcup | Results |
| 23 Aug 2008 | | Barbados Overseas Cricket Association Second XI v Wickham Park Second XI | West Wickham Sports Club Ground, West Wickham | Results |
| 23 Aug 2008 | | Bexley Fourth XI v Walmer Second XI | Loring Sports Ground, Sidcup | Results |
| 23 Aug 2008 | | Catford Wanderers Second XI v RACS Second XI | Catford Wanderers Sports and Social Club, Catford | Results |
| 23 Aug 2008 | | High Halstow Second XI v Old Elthamians Granby Second XI | Rayners Meadow, High Halstow | Results |
| 23 Aug 2008 | | Linden Park Second XI v Sidcup Second XI | Higher Common Ground, Tunbridge Wells | Results |
| 30 Aug 2008 | | Catford Wanderers Second XI v Barbados Overseas Cricket Association Second XI | Catford Wanderers Sports and Social Club, Catford | Results |
| 30 Aug 2008 | | Old Elthamians Granby Second XI v Linden Park Second XI | Foxbury Sports Ground, Chislehurst | Results |
| 30 Aug 2008 | | RACS Second XI v Bexley Fourth XI | Metrogas Sports Ground, New Eltham | Results |
| 30 Aug 2008 | | Walmer Second XI v Sidcup Second XI | Hull Park Sports Club, Deal | Results |
| 30 Aug 2008 | | Wickham Park Second XI v High Halstow Second XI | Wickham Park Sports Club Ground, West Wickham | Results |
| 06 Sep 2008 | | Barbados Overseas Cricket Association Second XI v RACS Second XI | West Wickham Sports Club Ground, West Wickham | Results |
| 06 Sep 2008 | | Bexley Fourth XI v Wickham Park Second XI | Loring Sports Ground, Sidcup | Results |
| 06 Sep 2008 | | High Halstow Second XI v Walmer Second XI | Rayners Meadow, High Halstow | Results |
| 06 Sep 2008 | | Linden Park Second XI v Catford Wanderers Second XI | Higher Common Ground, Tunbridge Wells | Results |
| 06 Sep 2008 | | Sidcup Second XI v Old Elthamians Granby Second XI | Crescent Farm, Sidcup | Results |
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