| Round | Date | Step H | Home | HS | – | AS | Away | Step A |
|---|---|---|---|---|---|---|---|---|
| 1st Round | Sat, Aug 29, 2026 | 2 | Creetown | 8 | – | 1 | Annan Athletic (Community) | 2 |
| 1st Round | Sat, Aug 29, 2026 | 2 | Lochar Thistle | 2 | – | 1 | Abbey Vale | 2 |
| 1st Round | Sat, Aug 29, 2026 | 2 | Saltire City | 8 | – | 1 | Wigtown & Bladnoch | 2 |
| 1st Round | 2 | Nithsdale Wanderers | – | Mid Annandale | 2 | |||
| Quarter Final | Sat, Oct 17, 2026 | 2 | Lochar Thistle | – | St Cuthbert Wanderers | 2 | ||
| Quarter Final | Sat, Oct 17, 2026 | 2 | Lochmaben | – | Stranraer Reserves | 2 | ||
| Quarter Final | Sat, Oct 17, 2026 | 2 | Saltire City | – | Creetown | 2 | ||
| Quarter Final | ||||||||
| Semi Final | ||||||||
| Semi Final | ||||||||
| Final | ||||||||
| CHAMPION |
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