| Round | Date | Step H | Home | HS | – | AS | Away | Step A |
|---|---|---|---|---|---|---|---|---|
| 1st Round | Tue, Aug 13, 2024 | 3 | Dalbeattie Star | 4 | – | 1 | Nithsdale Wanderers | 3 |
| 1st Round | Wed, Aug 14, 2024 | 3 | Lochmaben | 2 | – | 3 | Lochar Thistle | 3 |
| 1st Round | Wed, Aug 14, 2024 | 3 | Mid Annandale | 5 | 2 | St Cuthbert Wanderers | 3 | |
| 1st Round | Wed, Aug 14, 2024 | 3 | Wigtown & Bladnoch | 0 | – | 3 | Abbey Vale | 3 |
| Quarter Finals | Sat, Sep 7, 2024 | 3 | Mid Annandale | 0 | – | 4 | Stranraer | 3 |
| Quarter Finals | Sat, Sep 7, 2024 | 3 | Creetown | 2 | – | 2p | Newton Stewart | 3 |
| Quarter Finals | Sat, Sep 7, 2024 | 3 | Dalbeattie Star | 3 | – | 0 | Abbey Vale | 3 |
| Quarter Finals | Sat, Sep 7, 2024 | 3 | Lochar Thistle | 6 | – | 0 | Upper Annandale | 3 |
| Semi Finals | Sat, Nov 2, 2024 | 3 | Dalbeattie Star | 3 | – | 2 | Newton Stewart | 3 |
| Semi Finals | Sat, Nov 2, 2024 | 3 | Lochar Thistle | 3 | – | 0 | Stranraer | 3 |
| Final | Fri, Dec 6, 2024 | 3 | Dalbeattie Star | Lochar Thistle | 3 |