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| Date | Match | Score |
|---|
| Date | Match | Score | Res |
|---|---|---|---|
| 11.08.2026 | Bonnyrigg Rose Athletic - Annan Athletic | 1 - 0 | L |
| 08.08.2026 | Stranraer - Annan Athletic | 0 - 1 | W |
| 01.08.2026 | Annan Athletic - Spartans | 2 - 4 | L |
| 25.07.2026 | Ashton Town - Annan Athletic | 3 - 2 | L |
| 21.07.2026 | Clyde - Annan Athletic | 4 - 1 | L |
| Date | Match | Score | Res |
|---|---|---|---|
| 11.08.2026 | East Kilbride - Kilmarnock II | 5 - 3 | L |
| 11.11.2025 | Annan Athletic - Kilmarnock II | 6 - 0 | L |
| 10.10.2025 | Clyde - Kilmarnock II | 2 - 1 | L |
| 23.09.2025 | Alloa Athletic - Kilmarnock II | 3 - 0 | L |
| 06.09.2025 | Stenhousemuir - Kilmarnock II | 4 - 0 | L |