Small Simba
| Enyanya FC | 0 - 11 | Small Simba | 30/09/23 |
| Nyamboga FC | 0 - 2 | Small Simba | 30/09/23 |
| Small Simba | 3 - 1 | Huluwinu FC | 01/10/23 |
| Small Simba | 1 - 0 | Bondeni FC | 01/10/23 |
| Small Simba |
1 - 1
Post Penalties 2-4 |
St Joseph | 15/10/23 |
| Small Simba | 2 - 1 | Ikomero FC | 21/10/23 |
Ikomero FC
| Ikomero FC | 3 - 0 | Wazito FC | 30/09/23 |
| Hardnuts FC | 0 - 3 | Ikomero FC | 01/10/23 |
| St Joseph | 4 - 1 | Ikomero FC | 01/10/23 |
| Ikomero FC | 1 - 0 | Shirombe FC | 07/10/23 |
| Doho FC | 4 - 0 | Ikomero FC | 15/10/23 |
| Small Simba | 2 - 1 | Ikomero FC | 21/10/23 |
Small Simba prematch form
W D W W W W
Ikomero FC prematch form
L L W L W W
