| Round | Date | Step H | Home | HS | – | AS | Away | Step A |
|---|---|---|---|---|---|---|---|---|
| 1st Round | Sat, Sep 27, 2025 | 2 | Abbey Vale | 1p | – | 1 | Newton Stewart | 2 |
| 1st Round | Sat, Sep 27, 2025 | 2 | Mid Annandale | 2 | – | 1 | Lochmaben | 2 |
| 1st Round | Sat, Sep 27, 2025 | 2 | Nithsdale Wanderers | 3 | 0 | Wigtown & Bladnoch | 2 | |
| Quarter Final | Sat, Oct 25, 2025 | 2 | Abbey Vale | – | Nithsdale Wanderers | 2 | ||
| Quarter Final | Sat, Oct 25, 2025 | 2 | Creetown | – | Dalbeattie Star | 2 | ||
| Quarter Final | Sat, Oct 25, 2025 | 2 | Lochar Thistle | – | Stranraer Reserves | 2 | ||
| Quarter Final | Sat, Oct 25, 2025 | 2 | Mid Annandale | – | St Cuthbert Wanderers | 2 | ||
| Semi Final | ||||||||
| Semi Final | ||||||||
| Final |
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