Head to Head
| Scotland Championship | 2021/03/20 15:00 | Ayr v Raith | D | 1-1 |
| Scotland Championship | 2021/03/09 19:00 | Raith v Ayr | D | 0-0 |
| Scotland Championship | 2020/12/11 19:45 | Ayr v Raith | D | 0-0 |
| Scotland League One | 2018/03/10 15:00 | Ayr v Raith | W | 3-0 |
| Scotland League One | 2018/01/13 15:00 | Raith v Ayr | D | 1-1 |
| Scotland League One | 2017/11/14 19:45 | Ayr v Raith | W | 3-0 |
| Scotland League One | 2017/09/09 14:00 | Raith v Ayr | L | 2-1 |
| Scotland Championship | 2017/05/06 14:00 | Raith v Ayr | L | 2-1 |
Home History
| Scotland Championship | 2021/08/21 14:00 | Inverness CT v Ayr | L | 1-0 |
| Scotland League Cup | 2021/08/14 14:00 | Ayr v Dundee Utd | L | 4-5 |
| Scotland Championship | 2021/08/07 14:00 | Ayr v Arbroath | D | 2-2 |
| Scotland Championship | 2021/08/02 18:45 | Kilmarnock v Ayr | L | 2-0 |
| Scotland League Cup | 2021/07/24 14:00 | Ayr v Falkirk | W | 3-0 |
| Scotland League Cup | 2021/07/20 17:00 | Hamilton v Ayr | W | 0-1 |
| Scotland League Cup | 2021/07/13 18:45 | Ayr v FC Edinburgh | W | 3-0 |
| Scotland League Cup | 2021/07/10 14:00 | Albion v Ayr | L | 4-2 |
Away History
| Scotland League Cup | 2021/08/15 11:00 | Raith v Aberdeen | W | 2-1 |
| Scotland Championship | 2021/08/07 14:00 | Inverness CT v Raith | L | 1-0 |
| Scotland Championship | 2021/07/31 14:00 | Raith v Hamilton | D | 4-4 |
| Scotland League Cup | 2021/07/24 14:00 | Raith v Alloa | W | 5-4 |
| Scotland League Cup | 2021/07/21 18:45 | Livingston v Raith | L | 6-5 |
| UK Friendlies | 2021/07/16 18:00 | Raith v Hibernian | L | 1-3 |
| Scotland League Cup | 2021/07/13 18:45 | Raith v Brechin | W | 4-0 |
| Scotland League Cup | 2021/07/10 14:00 | Cowdenbeath v Raith | W | 0-1 |