| Round | Date | Step H | Home | HS | – | AS | Away | Step A |
|---|---|---|---|---|---|---|---|---|
| 1st Round | Sat, Oct 25, 2025 | 2 | Inverness Athletic | 1 | – | 0 | Invergordon | 2 |
| 1st Round | Sat, Nov 1, 2025 | 2 | Golspie Sutherland | 0 | – | 0p | Thurso | 2 |
| 1st Round | Sat, Nov 1, 2025 | 2 | Inverness Thistle | 1 | – | 3 | Alness United | 2 |
| Quarter Final | Sat, Nov 22, 2025 | 2 | Halkirk United | – | Fort William | 2 | ||
| Quarter Final | Sat, Nov 22, 2025 | 2 | Tain St Duthus | – | Alness United | 2 | ||
| Quarter Final | Sat, Nov 22, 2025 | 2 | Bonar Bridge | – | Inverness Athletic | 2 | ||
| Quarter Final | Sat, Nov 22, 2025 | 2 | Clachnacuddin A | – | Golspie Sutherland | 2 |
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