| Round | Date | Step H | Home | HS | – | AS | Away | Step A |
|---|---|---|---|---|---|---|---|---|
| Prelim | Thu, Dec 31, 2026 | 2 | Lochee Harp | – | Forfar West End | 2 | ||
| Prelim | Thu, Dec 31, 2026 | 2 | Letham | – | Montrose Roselea | 2 | ||
| Prelim | Thu, Dec 31, 2026 | 2 | Tayport | – | Forfar United | 2 | ||
| 1st Round | Thu, Dec 31, 2026 | 2 | Carnoustie Panmure | – | Scone Thistle | 2 | ||
| 1st Round | Thu, Dec 31, 2026 | 2 | Downfield | – | Dundee Violet | 2 | ||
| 1st Round | Thu, Dec 31, 2026 | 2 | Dundee North End | – | Arbroath Victoria | 2 | ||
| 1st Round | Thu, Dec 31, 2026 | 2 | Kirriemuir Thistle | – | Coupar Angus | 2 | ||
| 1st Round | 2 | East Craigie | – | Lochee Harp / Forfar West End | ||||
| 1st Round | Letham / Montrose Roselea | – | Brechin Victoria | 2 | ||||
| 1st Round | Tayport / Forfar United | – | Broughty Athletic | 2 | ||||
| Quarter Final | ||||||||
| Quarter Final | ||||||||
| Quarter Final | ||||||||
| Quarter Final | ||||||||
| Semi Final | ||||||||
| Semi Final | ||||||||
| Final |
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