| 06 May 2023 | | Bexleyheath Second XI v Gravesend Second XI | Bexleyheath Sports Club Ground, Bexleyheath | Results |
| 06 May 2023 | | Bickley Park Second XI v Blackheath Third XI | Bickley Park Road, Bickley | Results |
| 06 May 2023 | | Chislehurst and West Kent v Old Colfeians Second XI | West Kent Cricket Club Ground, Chislehurst | Results |
| 06 May 2023 | | Downham and Bellingham v Linden Park Second XI | Rangefield Road, Downham | Results |
| 06 May 2023 | | Old Dunstonians and CUACO Second XI v Bexley Third XI | St Dunstan's Lane, Beckenham | Results |
| 13 May 2023 | | Bexley Third XI v Bexleyheath Second XI | Loring Sports Ground, Sidcup | Results |
| 13 May 2023 | | Blackheath Third XI v Old Dunstonians and CUACO Second XI | The Academy Ground, Woolwich | Results |
| 13 May 2023 | | Chislehurst and West Kent v Downham and Bellingham | West Kent Cricket Club Ground, Chislehurst | Results |
| 13 May 2023 | | Gravesend Second XI v Old Colfeians Second XI | Bat and Ball Ground, Gravesend | Results |
| 13 May 2023 | | Linden Park Second XI v Bickley Park Second XI | Higher Common Ground, Tunbridge Wells | Results |
| 20 May 2023 | | Bickley Park Second XI v Bexley Third XI | Bickley Park Road, Bickley | Results |
| 20 May 2023 | | Chislehurst and West Kent v Gravesend Second XI | West Kent Cricket Club Ground, Chislehurst | Results |
| 20 May 2023 | | Downham and Bellingham v Blackheath Third XI | Rangefield Road, Downham | Results |
| 20 May 2023 | | Old Colfeians Second XI v Linden Park Second XI | Horn Park, Lee | Results |
| 20 May 2023 | | Old Dunstonians and CUACO Second XI v Bexleyheath Second XI | St Dunstan's Lane, Beckenham | Results |
| 27 May 2023 | | Bexley Third XI v Downham and Bellingham | Loring Sports Ground, Sidcup | Results |
| 27 May 2023 | | Bexleyheath Second XI v Bickley Park Second XI | Bexleyheath Sports Club Ground, Bexleyheath | Results |
| 27 May 2023 | | Blackheath Third XI v Old Colfeians Second XI | The Academy Ground, Woolwich | Results |
| 27 May 2023 | | Gravesend Second XI v Old Dunstonians and CUACO Second XI | Bat and Ball Ground, Gravesend | Results |
| 27 May 2023 | | Linden Park Second XI v Chislehurst and West Kent | Higher Common Ground, Tunbridge Wells | Results |
| 03 Jun 2023 | | Bickley Park Second XI v Gravesend Second XI | Bickley Park Road, Bickley | Results |
| 03 Jun 2023 | | Chislehurst and West Kent v Bexley Third XI | West Kent Cricket Club Ground, Chislehurst | Results |
| 03 Jun 2023 | | Downham and Bellingham v Old Dunstonians and CUACO Second XI | Rangefield Road, Downham | Results |
| 03 Jun 2023 | | Linden Park Second XI v Blackheath Third XI | Higher Common Ground, Tunbridge Wells | Results |
| 03 Jun 2023 | | Old Colfeians Second XI v Bexleyheath Second XI | Horn Park, Lee | Results |
| 10 Jun 2023 | | Bexley Third XI v Old Colfeians Second XI | Loring Sports Ground, Sidcup | Results |
| 10 Jun 2023 | | Bexleyheath Second XI v Downham and Bellingham | Bexleyheath Sports Club Ground, Bexleyheath | Results |
| 10 Jun 2023 | | Blackheath Third XI v Chislehurst and West Kent | The Academy Ground, Woolwich | Results |
| 10 Jun 2023 | | Gravesend Second XI v Linden Park Second XI | Bat and Ball Ground, Gravesend | Results |
| 10 Jun 2023 | | Old Dunstonians and CUACO Second XI v Bickley Park Second XI | St Dunstan's Lane, Beckenham | Results |
| 17 Jun 2023 | | Bexleyheath Second XI v Blackheath Third XI | Bexleyheath Sports Club Ground, Bexleyheath | Results |
| 17 Jun 2023 | | Bickley Park Second XI v Chislehurst and West Kent | Bickley Park Road, Bickley | Results |
| 17 Jun 2023 | | Downham and Bellingham v Old Colfeians Second XI | Rangefield Road, Downham | Results |
| 17 Jun 2023 | | Gravesend Second XI v Bexley Third XI | Bat and Ball Ground, Gravesend | Results |
| 17 Jun 2023 | | Old Dunstonians and CUACO Second XI v Linden Park Second XI | St Dunstan's Lane, Beckenham | Results |
| 24 Jun 2023 | | Blackheath Third XI v Gravesend Second XI | The Academy Ground, Woolwich | Results |
| 24 Jun 2023 | | Chislehurst and West Kent v Bexleyheath Second XI | West Kent Cricket Club Ground, Chislehurst | Results |
| 24 Jun 2023 | | Downham and Bellingham v Bickley Park Second XI | Rangefield Road, Downham | Results |
| 24 Jun 2023 | | Linden Park Second XI v Bexley Third XI | Higher Common Ground, Tunbridge Wells | Results |
| 24 Jun 2023 | | Old Colfeians Second XI v Old Dunstonians and CUACO Second XI | Horn Park, Lee | Results |
| 01 Jul 2023 | | Bexley Third XI v Blackheath Third XI | Loring Sports Ground, Sidcup | Results |
| 01 Jul 2023 | | Bexleyheath Second XI v Linden Park Second XI | Bexleyheath Sports Club Ground, Bexleyheath | Results |
| 01 Jul 2023 | | Bickley Park Second XI v Old Colfeians Second XI | Bickley Park Road, Bickley | Results |
| 01 Jul 2023 | | Gravesend Second XI v Downham and Bellingham | Bat and Ball Ground, Gravesend | Results |
| 01 Jul 2023 | | Old Dunstonians and CUACO Second XI v Chislehurst and West Kent | St Dunstan's Lane, Beckenham | Results |
| 08 Jul 2023 | | Bexley Third XI v Old Dunstonians and CUACO Second XI | Loring Sports Ground, Sidcup | Results |
| 08 Jul 2023 | | Blackheath Third XI v Bickley Park Second XI | The Academy Ground, Woolwich | Results |
| 08 Jul 2023 | | Gravesend Second XI v Bexleyheath Second XI | Bat and Ball Ground, Gravesend | Results |
| 08 Jul 2023 | | Linden Park Second XI v Downham and Bellingham | Higher Common Ground, Tunbridge Wells | Results |
| 08 Jul 2023 | | Old Colfeians Second XI v Chislehurst and West Kent | Second Pitch, Horn Park, Lee | Results |
| 15 Jul 2023 | | Bexleyheath Second XI v Bexley Third XI | Bexleyheath Sports Club Ground, Bexleyheath | Results |
| 15 Jul 2023 | | Bickley Park Second XI v Linden Park Second XI | Bickley Park Road, Bickley | Results |
| 15 Jul 2023 | | Downham and Bellingham v Chislehurst and West Kent | Rangefield Road, Downham | Results |
| 15 Jul 2023 | | Old Colfeians Second XI v Gravesend Second XI | Horn Park, Lee | Results |
| 15 Jul 2023 | | Old Dunstonians and CUACO Second XI v Blackheath Third XI | St Dunstan's Lane, Beckenham | Results |
| 22 Jul 2023 | | Bexley Third XI v Bickley Park Second XI | Loring Sports Ground, Sidcup | Results |
| 22 Jul 2023 | | Bexleyheath Second XI v Old Dunstonians and CUACO Second XI | Bexleyheath Sports Club Ground, Bexleyheath | Results |
| 22 Jul 2023 | | Blackheath Third XI v Downham and Bellingham | The Academy Ground, Woolwich | Results |
| 22 Jul 2023 | | Gravesend Second XI v Chislehurst and West Kent | Bat and Ball Ground, Gravesend | Results |
| 22 Jul 2023 | | Linden Park Second XI v Old Colfeians Second XI | Higher Common Ground, Tunbridge Wells | Results |
| 29 Jul 2023 | | Bickley Park Second XI v Bexleyheath Second XI | Bickley Park Road, Bickley | Results |
| 29 Jul 2023 | | Chislehurst and West Kent v Linden Park Second XI | West Kent Cricket Club Ground, Chislehurst | Results |
| 29 Jul 2023 | | Downham and Bellingham v Bexley Third XI | Rangefield Road, Downham | Results |
| 29 Jul 2023 | | Old Colfeians Second XI v Blackheath Third XI | Horn Park, Lee | Results |
| 29 Jul 2023 | | Old Dunstonians and CUACO Second XI v Gravesend Second XI | St Dunstan's Lane, Beckenham | Results |
| 05 Aug 2023 | | Bexley Third XI v Chislehurst and West Kent | Loring Sports Ground, Sidcup | Results |
| 05 Aug 2023 | | Bexleyheath Second XI v Old Colfeians Second XI | Bexleyheath Sports Club Ground, Bexleyheath | Results |
| 05 Aug 2023 | | Blackheath Third XI v Linden Park Second XI | The Academy Ground, Woolwich | Results |
| 05 Aug 2023 | | Gravesend Second XI v Bickley Park Second XI | Bat and Ball Ground, Gravesend | Results |
| 05 Aug 2023 | | Old Dunstonians and CUACO Second XI v Downham and Bellingham | St Dunstan's Lane, Beckenham | Results |
| 12 Aug 2023 | | Bickley Park Second XI v Old Dunstonians and CUACO Second XI | Bickley Park Road, Bickley | Results |
| 12 Aug 2023 | | Chislehurst and West Kent v Blackheath Third XI | West Kent Cricket Club Ground, Chislehurst | Results |
| 12 Aug 2023 | | Downham and Bellingham v Bexleyheath Second XI | Rangefield Road, Downham | Results |
| 12 Aug 2023 | | Linden Park Second XI v Gravesend Second XI | Higher Common Ground, Tunbridge Wells | Results |
| 12 Aug 2023 | | Old Colfeians Second XI v Bexley Third XI | Horn Park, Lee | Results |
| 19 Aug 2023 | | Bexley Third XI v Gravesend Second XI | Loring Sports Ground, Sidcup | Results |
| 19 Aug 2023 | | Blackheath Third XI v Bexleyheath Second XI | The Academy Ground, Woolwich | Results |
| 19 Aug 2023 | | Chislehurst and West Kent v Bickley Park Second XI | West Kent Cricket Club Ground, Chislehurst | Results |
| 19 Aug 2023 | | Linden Park Second XI v Old Dunstonians and CUACO Second XI | Higher Common Ground, Tunbridge Wells | Results |
| 19 Aug 2023 | | Old Colfeians Second XI v Downham and Bellingham | Horn Park, Lee | Results |
| 26 Aug 2023 | | Bexley Third XI v Linden Park Second XI | Loring Sports Ground, Sidcup | Results |
| 26 Aug 2023 | | Bexleyheath Second XI v Chislehurst and West Kent | Bexleyheath Sports Club Ground, Bexleyheath | Results |
| 26 Aug 2023 | | Bickley Park Second XI v Downham and Bellingham | Bickley Park Road, Bickley | Results |
| 26 Aug 2023 | | Gravesend Second XI v Blackheath Third XI | Bat and Ball Ground, Gravesend | Results |
| 26 Aug 2023 | | Old Dunstonians and CUACO Second XI v Old Colfeians Second XI | St Dunstan's Lane, Beckenham | Results |
| 02 Sep 2023 | | Blackheath Third XI v Bexley Third XI | The Academy Ground, Woolwich | Results |
| 02 Sep 2023 | | Chislehurst and West Kent v Old Dunstonians and CUACO Second XI | West Kent Cricket Club Ground, Chislehurst | Results |
| 02 Sep 2023 | | Downham and Bellingham v Gravesend Second XI | Rangefield Road, Downham | Results |
| 02 Sep 2023 | | Linden Park Second XI v Bexleyheath Second XI | Higher Common Ground, Tunbridge Wells | Results |
| 02 Sep 2023 | | Old Colfeians Second XI v Bickley Park Second XI | Horn Park, Lee | Results |
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