Head to Head
| Scotland League Cup | 2017/07/22 14:00 | Annan Athletic v Kilmarnock | W | 0-2 |
Home History
| Club Friendly List | 2023/07/08 13:00 | Linfield v Kilmarnock | L | 1-0 |
| Club Friendly List | 2023/07/04 18:45 | Glentoran v Kilmarnock | L | 1-0 |
| Scotland Premiership | 2023/05/28 14:00 | Kilmarnock v Ross County | W | 3-1 |
| Scotland Premiership | 2023/05/24 18:45 | Dundee Utd v Kilmarnock | W | 0-3 |
| Scotland Premiership | 2023/05/20 14:00 | Kilmarnock v St Johnstone | L | 0-1 |
| Scotland Premiership | 2023/05/13 14:00 | Kilmarnock v Livingston | W | 2-0 |
| Scotland Premiership | 2023/05/06 14:00 | Motherwell v Kilmarnock | L | 2-0 |
| Scotland Premiership | 2023/04/22 14:00 | St Mirren v Kilmarnock | W | 0-2 |
Away History
| Scotland League One Play-Offs | 2023/05/19 18:35 | Clyde v Annan Athletic | W | 1-2 |
| Scotland League One Play-Offs | 2023/05/16 18:35 | Annan Athletic v Clyde | W | 3-1 |
| Scotland League One Play-Offs | 2023/05/13 14:00 | Dumbarton v Annan Athletic | D | 0-0 |
| Scotland League One Play-Offs | 2023/05/09 18:45 | Annan Athletic v Dumbarton | W | 6-0 |
| Scotland League Two | 2023/05/06 14:00 | Stenhousemuir v Annan Athletic | L | 2-1 |
| Scotland League Two | 2023/04/29 14:00 | Annan Athletic v Bonnyrigg Rose | D | 0-0 |
| Scotland League Two | 2023/04/22 14:00 | Stirling v Annan Athletic | L | 3-1 |
| Scotland League Two | 2023/04/15 14:00 | Annan Athletic v Albion | W | 4-0 |