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| 21/04/2023 | Charles Darwin B | 7 | 3 | Saddlers | Won |
| 28/04/2023 | Bye 5 | Charles Darwin B | |||
| 05/05/2023 | Bull In The Barne B | 3 | 7 | Charles Darwin B | Won |
| 12/05/2023 | Charles Darwin B | 5 | 5 | Bird In Hand | Drawn |
| 19/05/2023 | Bricklayers Af | 4 | 6 | Charles Darwin B | Won |
| 26/05/2023 | Charles Darwin B | 9 | 1 | Reabrook Social Club | Won |
| 02/06/2023 | Coach B | 2 | 8 | Charles Darwin B | Won |
| 09/06/2023 | Charles Darwin B | 5 | 5 | Masonic B | Drawn |
| 16/06/2023 | Unison A | 4 | 6 | Charles Darwin B | Won |
| 23/06/2023 | Saddlers | 5 | 5 | Charles Darwin B | Drawn |
| 30/06/2023 | Charles Darwin B | Bye 5 | |||
| 07/07/2023 | Charles Darwin B | 5 | 5 | Bull In The Barne B | Drawn |
| 14/07/2023 | Bird In Hand | 3 | 7 | Charles Darwin B | Won |
| 21/07/2023 | Charles Darwin B | 4 | 6 | Bricklayers Af | Lost |
| 28/07/2023 | Catch up week | ||||
| 04/08/2023 | Reabrook Social Club | 0 | 10 | Charles Darwin B | Won |
| 11/08/2023 | Charles Darwin B | 6 | 4 | Coach B | Won |
| 18/08/2023 | Masonic B | 4 | 6 | Charles Darwin B | Won |
| 25/08/2023 | Charles Darwin B | 7 | 3 | Unison A | Won |
| 01/09/2023 | Charles Darwin B | 1 | 6 | Unison B | Lost |
| 08/09/2023 | Cup Knockout Last 16 | ||||
| 15/09/2023 | Cup Knockout Last 8 | ||||
| 22/09/2023 | Cup Knockout Semi Finals | ||||
| 30/09/2023 | Finals Day | ||||