7th October
| 7th October 2023 | ||||
| Herts Junior Cup R2 | ||||
| Lemsford Reserves | 3 | Vs | 0 | Tring Ath Zebras |
| Potten End | 1 | Vs | 3 | B Stortford Swifts Res |
| St Leonards | 6 | Vs | 2 | Evergreen FC Res |
| Premier Division | ||||
| Wingrave | 3 | Vs | 2 | Elmhurst |
| Aylesbury Vale TT | 2 | Vs | 0 | Great Missenden |
| Wendover | 0 | Vs | 2 | Chesham |
| Tom Munt League Cup | ||||
| Preliminary | ||||
| Aylesbury FC (4-2 pens) | 4 | v | 4 | Ayles Vale TT Res |
| Rivets Sports | 3 | v | 1 | Buckinghamshire Utd |
| Thame C | 2 | v | 6 | Oving |
| AWFC Res | 3 | v | 1 | Thame B |
| Ayles Royals | 10 | v | 0 | Rivets Res |
| Haddenham ( 9-8 Pens) | 1 | v | 1 | Wendover Res |
| Oving Dev | 0 | v | 6 | Ayles Hearts |
| Division Two | ||||
| Wingrave Dev | 1 | v | 8 | Aylesbury Hornets |
14th October 2023
| 14th October 2023 | ||||
| B&B County Cup R2 | ||||
| Elmhurst | 2 | Vs | 3 | Pundit FC |
| Great Missenden | 0 | Vs | 3 | Maidenhead Town |
| Stoke Mandeville | 9 | Vs | 2 | Wingrave |
| Premier Division | ||||
| Aylesbury Vale TT | 2 | v | 1 | Tring Ath Zebras |
| AWFC | 8 | v | 4 | Chesham Youth |
| Division One | ||||
| Buckinghamshire Utd | 1 | v | 4 | St Leonards |
| Haddenham | 0 | v | 3 | AWFC Res |
| Rivets Sports | 2 | v | 4 | Aylesbury Royals |
| Potten End | P | v | P | Stoke Mandeville Res |
| Thame B | 1 | v | 0 | Oving |
| Division Two | ||||
| Oving Dev | 3 | v | 3 | Thame C |
| Aylesbury Hearts | 3 | v | 0 | Aylesbury Hornets |
| Aylesbury FC | 3 | v | 3 | Wendover Res |
| Wingrave Dev | 4 | v | 3 | Rivets Res |
| Steeple & Ludgershall | 2 | v | 1 | Aylesbury Vale Res TT |
21st October 2023
| 21st October 2023 | ||||
| B&B David Grainge Cup | ||||
| Haddenham Utd | 7 | v | 2 | Buckinghamshire Utd |
| Oakley Utd | P | v | P | Rivets Sports |
| Thomas Field Shield | ||||
| Preliminary Round | ||||
| Ayles Hornets (4-2 pens) | 3 | v | 3 | Tring Ath |
| Elmhurst | 1 | v | 6 | Great Missenden |
| Sheffield Jackman | ||||
| Preliminary | ||||
| Potten End | 2 | v | 1 | St Leonards |
| Steeple & Ludgershall | 1 | v | 3 | Ayles FC |
| Premier Division | ||||
| Stoke Mandeville | 6 | v | 1 | AWFC |
| Wingrave | 5 | v | 2 | Wendover |
| Division One | ||||
| AWFC Res | 3 | v | 2 | Stoke Mandeville Res |
| Oving | 3 | v | 2 | Aylesbury Royals |
| Division Two | ||||
| Rivets Reserves | 3 | v | 2 | Oving Dev |
| Wendover Res | 2 | v | 0 | Wingrave Dev |
| Thame C | 1 | v | 6 | Ayles Hearts |
28th October 2023
| 28th October | ||||
| B&B David Grainge Cup | ||||
| Oakley Utd (4-1 pens) | 2 | v | 2 | Rivets Sports |
| ADL Reserve Cup A | ||||
| Thame C | 3 | v | 4 | Ayles Vale TT Res |
| ADL Reserve Cup B | ||||
| Stoke Mandeville Res | 3 | v | 1 | Wendover Res |
| Oving Dev | 1 | v | 4 | AWFC Res |
| Sheffield Jackman | ||||
| Preliminary | ||||
| Buckinghamshire Utd | 1 | v | 2 | A.Royals |
| Thomas Field Shield | ||||
| Preliminary Round | ||||
| Aylesbury Vale TT | 2 | v | 2 | Haddenham |
| (5-6 pens) | ||||
| Tom Munt League Cup | ||||
| Preliminary | ||||
| Wingrave Dev | 0 | v | 4 | Steeple & Ludgershall |
| St Leonards | 3 | v | 4 | Aylesbury Hornets |
| Premier Division | ||||
| Chesham Youth | 4 | v | 2 | Tring Ath Zebras |
| Elmhurst | 3 | v | 4 | Great Missenden |
| Stoke Mandeville | 8 | v | 1 | Wingrave |
| AWFC | 1 | v | 0 | Wendover |
| Division One | ||||
| Potten End | 2 | v | 2 | Oving |
| Division Two | ||||
| Rivets Reserves | 1 | v | 3 | Aylesbury FC |
