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| Date | Match | Score |
|---|
| Date | Match | Score | Res |
|---|---|---|---|
| 12.09.2026 | Annan Athletic - Elgin City | 2 - 0 | W |
| 08.09.2026 | Annan Athletic - Motherwell U21 | 4 - 0 | W |
| 05.09.2026 | Kelty Hearts - Annan Athletic | 2 - 1 | L |
| 29.08.2026 | Annan Athletic - Dumbarton | 2 - 0 | W |
| 25.08.2026 | Annan Athletic - Berwick Rangers | 2 - 2 | D |
| Date | Match | Score | Res |
|---|---|---|---|
| 08.09.2026 | Cowdenbeath - Kilmarnock II | 1 - 2 | W |
| 25.08.2026 | Cumbernauld Colts - Kilmarnock II | 1 - 1 | D |
| 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 |