| Guildford A | 5 - 1 | KCS Wimbledon B | Fri 22nd Sep 2023 | 16:30 | Division 1 | Briant Poulter (Surrey Schools) League | OU |
| Sutton A | 1 - 5 | KCS Wimbledon A | Fri 29th Sep 2023 | 16:30 | Division 1 | Briant Poulter (Surrey Schools) League | OU |
| KCS Wimbledon A | 6 - 0 | Trinity A | Fri 6th Oct 2023 | 16:30 | Division 1 | Briant Poulter (Surrey Schools) League | OU |
| KCS Under13 | 2 - 4 | KCS Wimbledon A | Fri 3rd Nov 2023 | 16:30 | Division 1 | Briant Poulter (Surrey Schools) League | OU |
| KCS Wimbledon B | ½ - 5½ | KCS Wimbledon A | Fri 10th Nov 2023 | 16:30 | Division 1 | Briant Poulter (Surrey Schools) League | OU |
| Whitgift A | 4 - 2 | KCS Wimbledon B | Fri 17th Nov 2023 | 16:30 | Division 1 | Briant Poulter (Surrey Schools) League | OU |
| Tiffin C | 1 - 5 | KCS B | Wed 22nd Nov 2023 | 16:30 | KCS Wimbledon Qualifier | National Schools | OU |
| KCS B | 5 - 1 | KCLS B | Wed 22nd Nov 2023 | 17:15 | KCS Wimbledon Qualifier | National Schools | OU |
| KCLS A | 3½ - 2½ | KCS B | Wed 22nd Nov 2023 | 18:00 | KCS Wimbledon Qualifier | National Schools | OU |
| Hampton B | 0 - 6 | KCS Wimbledon A | Fri 1st Dec 2023 | 16:30 | Division 1 | Briant Poulter (Surrey Schools) League | OU |
| Hampton A | 5 - 1 | KCS Wimbledon B | Fri 1st Dec 2023 | 16:30 | Division 1 | Briant Poulter (Surrey Schools) League | OU |
| KCS Wimbledon B | 1 - 5 | KCS Under13 | Fri 12th Jan 2024 | 16:30 | Division 1 | Briant Poulter (Surrey Schools) League | OU |
| Tiffin D | ½ - 5½ | KCS Wimbledon A | Thu 18th Jan 2024 | 16:30 | Region 19 South West London | National Schools | OU |
| Tiffin B | 1½ - 4½ | KCS Wimbledon B | Thu 18th Jan 2024 | 16:30 | Region 19 South West London | National Schools | OU |
| Trinity A | 2 - 4 | KCS Wimbledon B | Fri 19th Jan 2024 | 16:30 | Division 1 | Briant Poulter (Surrey Schools) League | OU |
| KCS Wimbledon A | 5 - 1 | Guildford A | Fri 26th Jan 2024 | 16:30 | Division 1 | Briant Poulter (Surrey Schools) League | OU |
| KCS Juniors A | 0 - 6 | KCS Wimbledon A | Tue 20th Feb 2024 | 16:30 | Region 19 South West London | National Schools | OV |
| KCS Wimbledon A | 5 - 1 | Whitgift A | Fri 23rd Feb 2024 | 16:30 | Division 1 | Briant Poulter (Surrey Schools) League | OU |
| St Paul's | 6 - 0 | KCS Wimbledon B | Tue 27th Feb 2024 | 16:30 | Region 19 South West London | National Schools | OU |
| Wilson's B | 1½ - 4½ | KCS Wimbledon A | Fri 1st Mar 2024 | 16:30 | Division 1 | Briant Poulter (Surrey Schools) League | OU |
| Wilson's A | 5½ - ½ | KCS Wimbledon B | Fri 1st Mar 2024 | 16:30 | Division 1 | Briant Poulter (Surrey Schools) League | OU |
| KCS Wimbledon A | ½ - 5½ | Wilson's A | Fri 8th Mar 2024 | 16:30 | Division 1 | Briant Poulter (Surrey Schools) League | OU |
| KCS Wimbledon B | 2 - 4 | Wilson's B | Fri 8th Mar 2024 | 16:30 | Division 1 | Briant Poulter (Surrey Schools) League | OU |
| KCS Wimbledon A | 3½ - 2½ | St Paul's | Tue 12th Mar 2024 | 16:30 | Region 19 South West London | National Schools | OU |
| KCS Wimbledon B | 5½ - ½ | Hampton B | Fri 15th Mar 2024 | 16:30 | Division 1 | Briant Poulter (Surrey Schools) League | OU |
| KCS Wimbledon A | 3 - 3 | Hampton A | Fri 15th Mar 2024 | 16:30 | Division 1 | Briant Poulter (Surrey Schools) League | OU |
| KCS Wimbledon B | 3 - 3 | Sutton A | Fri 22nd Mar 2024 | 16:30 | Division 1 | Briant Poulter (Surrey Schools) League | OU |
