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