| 04 May 2019 | | Holcombe and Blue Bell Hill Second XI v Harvel Second XI | Common Road, Blue Bell Hill Village | Results |
| 11 May 2019 | | Addington Village Second XI v Holcombe and Blue Bell Hill Second XI | Park Road, Addington | Results |
| 11 May 2019 | | Borstal Second XI v Staplehurst Second XI | Brambletrees, Borstal | Results |
| 11 May 2019 | | Hartley Country Club Second XI v Offham Second XI | Hartley Country Club Ground, Hartley | Results |
| 11 May 2019 | | Sherwood Second XI v Harvel Second XI | Cloudesley Close, Rochester | Results |
| 11 May 2019 | | Tonbridge Second XI v Walmer Second XI | Poplar Meadow, Tonbridge | Results |
| 18 May 2019 | | Harvel Second XI v Hartley Country Club Second XI | Desmond Wood Ground, Harvel | Results |
| 18 May 2019 | | Holcombe and Blue Bell Hill Second XI v Sherwood Second XI | Common Road, Blue Bell Hill Village | Results |
| 18 May 2019 | | Offham Second XI v Tonbridge Second XI | Church Road, Offham | Results |
| 18 May 2019 | | Staplehurst Second XI v Addington Village Second XI | Frittenden Road, Staplehurst | Results |
| 18 May 2019 | | Walmer Second XI v Borstal Second XI | Hull Park Sports Club, Deal | Results |
| 25 May 2019 | | Borstal Second XI v Holcombe and Blue Bell Hill Second XI | Brambletrees, Borstal | Results |
| 25 May 2019 | | Hartley Country Club Second XI v Walmer Second XI | Hartley Country Club Ground, Hartley | Results |
| 25 May 2019 | | Harvel Second XI v Offham Second XI | Desmond Wood Ground, Harvel | Results |
| 25 May 2019 | | Sherwood Second XI v Addington Village Second XI | Cloudesley Close, Rochester | Results |
| 25 May 2019 | | Tonbridge Second XI v Staplehurst Second XI | Poplar Meadow, Tonbridge | Results |
| 01 Jun 2019 | | Addington Village Second XI v Borstal Second XI | Park Road, Addington | Results |
| 01 Jun 2019 | | Holcombe and Blue Bell Hill Second XI v Tonbridge Second XI | Common Road, Blue Bell Hill Village | Results |
| 01 Jun 2019 | | Offham Second XI v Sherwood Second XI | Church Road, Offham | Results |
| 01 Jun 2019 | | Staplehurst Second XI v Hartley Country Club Second XI | Frittenden Road, Staplehurst | Results |
| 01 Jun 2019 | | Walmer Second XI v Harvel Second XI | Hull Park Sports Club, Deal | Results |
| 08 Jun 2019 | | Hartley Country Club Second XI v Addington Village Second XI | Hartley Country Club Ground, Hartley | Results |
| 08 Jun 2019 | | Harvel Second XI v Holcombe and Blue Bell Hill Second XI | Desmond Wood Ground, Harvel | Results |
| 08 Jun 2019 | | Offham Second XI v Staplehurst Second XI | Church Road, Offham | Results |
| 08 Jun 2019 | | Sherwood Second XI v Walmer Second XI | Cloudesley Close, Rochester | Results |
| 08 Jun 2019 | | Tonbridge Second XI v Borstal Second XI | Poplar Meadow, Tonbridge | Results |
| 15 Jun 2019 | | Addington Village Second XI v Tonbridge Second XI | Park Road, Addington | Results |
| 15 Jun 2019 | | Borstal Second XI v Sherwood Second XI | Brambletrees, Borstal | Results |
| 15 Jun 2019 | | Holcombe and Blue Bell Hill Second XI v Hartley Country Club Second XI | Common Road, Blue Bell Hill Village | Results |
| 15 Jun 2019 | | Staplehurst Second XI v Harvel Second XI | Frittenden Road, Staplehurst | Results |
| 15 Jun 2019 | | Walmer Second XI v Offham Second XI | Hull Park Sports Club, Deal | Results |
| 22 Jun 2019 | | Addington Village Second XI v Walmer Second XI | Park Road, Addington | Results |
| 22 Jun 2019 | | Borstal Second XI v Offham Second XI | Brambletrees, Borstal | Results |
| 22 Jun 2019 | | Hartley Country Club Second XI v Sherwood Second XI | Hartley Country Club Ground, Hartley | Results |
| 22 Jun 2019 | | Holcombe and Blue Bell Hill Second XI v Staplehurst Second XI | Common Road, Blue Bell Hill Village | Results |
| 22 Jun 2019 | | Tonbridge Second XI v Harvel Second XI | Poplar Meadow, Tonbridge | Results |
| 29 Jun 2019 | | Hartley Country Club Second XI v Borstal Second XI | Hartley Country Club Ground, Hartley | Results |
| 29 Jun 2019 | | Harvel Second XI v Addington Village Second XI | Desmond Wood Ground, Harvel | Results |
| 29 Jun 2019 | | Offham Second XI v Holcombe and Blue Bell Hill Second XI | Church Road, Offham | Results |
| 29 Jun 2019 | | Sherwood Second XI v Tonbridge Second XI | Cloudesley Close, Rochester | Results |
| 29 Jun 2019 | | Walmer Second XI v Staplehurst Second XI | Hull Park Sports Club, Deal | Results |
| 06 Jul 2019 | | Addington Village Second XI v Offham Second XI | Park Road, Addington | Results |
| 06 Jul 2019 | | Borstal Second XI v Harvel Second XI | Brambletrees, Borstal | Results |
| 06 Jul 2019 | | Holcombe and Blue Bell Hill Second XI v Walmer Second XI | Common Road, Blue Bell Hill Village | Results |
| 06 Jul 2019 | | Staplehurst Second XI v Sherwood Second XI | Frittenden Road, Staplehurst | Results |
| 06 Jul 2019 | | Tonbridge Second XI v Hartley Country Club Second XI | Poplar Meadow, Tonbridge | Results |
| 13 Jul 2019 | | Harvel Second XI v Sherwood Second XI | Desmond Wood Ground, Harvel | Results |
| 13 Jul 2019 | | Holcombe and Blue Bell Hill Second XI v Addington Village Second XI | Common Road, Blue Bell Hill Village | Results |
| 13 Jul 2019 | | Offham Second XI v Hartley Country Club Second XI | Church Road, Offham | Results |
| 13 Jul 2019 | | Staplehurst Second XI v Borstal Second XI | Frittenden Road, Staplehurst | Results |
| 13 Jul 2019 | | Walmer Second XI v Tonbridge Second XI | Hull Park Sports Club, Deal | Results |
| 20 Jul 2019 | | Addington Village Second XI v Staplehurst Second XI | Park Road, Addington | Results |
| 20 Jul 2019 | | Borstal Second XI v Walmer Second XI | Brambletrees, Borstal | Results |
| 20 Jul 2019 | | Hartley Country Club Second XI v Harvel Second XI | Hartley Country Club Ground, Hartley | Results |
| 20 Jul 2019 | | Sherwood Second XI v Holcombe and Blue Bell Hill Second XI | Cloudesley Close, Rochester | Results |
| 20 Jul 2019 | | Tonbridge Second XI v Offham Second XI | Poplar Meadow, Tonbridge | Results |
| 27 Jul 2019 | | Addington Village Second XI v Sherwood Second XI | Park Road, Addington | Results |
| 27 Jul 2019 | | Holcombe and Blue Bell Hill Second XI v Borstal Second XI | Common Road, Blue Bell Hill Village | Results |
| 27 Jul 2019 | | Offham Second XI v Harvel Second XI | Church Road, Offham | Results |
| 27 Jul 2019 | | Staplehurst Second XI v Tonbridge Second XI | Frittenden Road, Staplehurst | Results |
| 27 Jul 2019 | | Walmer Second XI v Hartley Country Club Second XI | Hull Park Sports Club, Deal | Results |
| 03 Aug 2019 | | Borstal Second XI v Addington Village Second XI | Brambletrees, Borstal | Results |
| 03 Aug 2019 | | Hartley Country Club Second XI v Staplehurst Second XI | Hartley Country Club Ground, Hartley | Results |
| 03 Aug 2019 | | Harvel Second XI v Walmer Second XI | Desmond Wood Ground, Harvel | Results |
| 03 Aug 2019 | | Sherwood Second XI v Offham Second XI | Cloudesley Close, Rochester | Results |
| 03 Aug 2019 | | Tonbridge Second XI v Holcombe and Blue Bell Hill Second XI | Poplar Meadow, Tonbridge | Results |
| 10 Aug 2019 | | Addington Village Second XI v Hartley Country Club Second XI | Park Road, Addington | Results |
| 10 Aug 2019 | | Borstal Second XI v Tonbridge Second XI | Brambletrees, Borstal | Results |
| 10 Aug 2019 | | Staplehurst Second XI v Offham Second XI | Frittenden Road, Staplehurst | Results |
| 10 Aug 2019 | | Walmer Second XI v Sherwood Second XI | Hull Park Sports Club, Deal | Results |
| 17 Aug 2019 | | Hartley Country Club Second XI v Holcombe and Blue Bell Hill Second XI | Hartley Country Club Ground, Hartley | Results |
| 17 Aug 2019 | | Harvel Second XI v Staplehurst Second XI | Desmond Wood Ground, Harvel | Results |
| 17 Aug 2019 | | Offham Second XI v Walmer Second XI | Church Road, Offham | Results |
| 17 Aug 2019 | | Sherwood Second XI v Borstal Second XI | Cloudesley Close, Rochester | Results |
| 17 Aug 2019 | | Tonbridge Second XI v Addington Village Second XI | Poplar Meadow, Tonbridge | Results |
| 24 Aug 2019 | | Harvel Second XI v Tonbridge Second XI | Desmond Wood Ground, Harvel | Results |
| 24 Aug 2019 | | Offham Second XI v Borstal Second XI | Church Road, Offham | Results |
| 24 Aug 2019 | | Sherwood Second XI v Hartley Country Club Second XI | Cloudesley Close, Rochester | Results |
| 24 Aug 2019 | | Staplehurst Second XI v Holcombe and Blue Bell Hill Second XI | Frittenden Road, Staplehurst | Results |
| 24 Aug 2019 | | Walmer Second XI v Addington Village Second XI | Hull Park Sports Club, Deal | Results |
| 31 Aug 2019 | | Addington Village Second XI v Harvel Second XI | Park Road, Addington | Results |
| 31 Aug 2019 | | Borstal Second XI v Hartley Country Club Second XI | Brambletrees, Borstal | Results |
| 31 Aug 2019 | | Holcombe and Blue Bell Hill Second XI v Offham Second XI | Common Road, Blue Bell Hill Village | Results |
| 31 Aug 2019 | | Staplehurst Second XI v Walmer Second XI | Frittenden Road, Staplehurst | Results |
| 31 Aug 2019 | | Tonbridge Second XI v Sherwood Second XI | Poplar Meadow, Tonbridge | Results |
| 07 Sep 2019 | | Hartley Country Club Second XI v Tonbridge Second XI | Hartley Country Club Ground, Hartley | Results |
| 07 Sep 2019 | | Harvel Second XI v Borstal Second XI | Desmond Wood Ground, Harvel | Results |
| 07 Sep 2019 | | Offham Second XI v Addington Village Second XI | Church Road, Offham | Results |
| 07 Sep 2019 | | Sherwood Second XI v Staplehurst Second XI | Cloudesley Close, Rochester | Results |
| 07 Sep 2019 | | Walmer Second XI v Holcombe and Blue Bell Hill Second XI | Hull Park Sports Club, Deal | Results |
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