| 2024-04-13 15:00:0013/04/2024 15:00 | Raith | 15:00:0015:00 | Partick | Scottish Championship | 2023/24 | N/A |
| 2024-04-06 15:00:0006/04/2024 15:00 | Raith | 15:00:0015:00 | Ayr | Scottish Championship | 2023/24 | N/A |
| 2024-03-30 15:00:0030/03/2024 15:00 | Dundee Utd | 15:00:0015:00 | Raith | Scottish Championship | 2023/24 | N/A |
| 2024-03-23 15:00:0023/03/2024 15:00 | Raith | 15:00:0015:00 | Airdrieonians | Scottish Championship | 2023/24 | N/A |
| 2024-03-16 15:00:0016/03/2024 15:00 | Queen’s Park | 15:00:0015:00 | Raith | Scottish Championship | 2023/24 | N/A |
| 2024-03-09 15:00:0009/03/2024 15:00 | Raith | 15:00:0015:00 | Dunfermline | Scottish Championship | 2023/24 | N/A |
| 2024-03-02 15:00:0002/03/2024 15:00 | Arbroath | 15:00:0015:00 | Raith | Scottish Championship | 2023/24 | N/A |
| 2024-02-27 19:45:0027/02/2024 19:45 | Raith | 19:45:0019:45 | Morton | Scottish Championship | 2023/24 | N/A |
| 2024-02-24 15:00:0024/02/2024 15:00 | Ayr | 15:00:0015:00 | Raith | Scottish Championship | 2023/24 | N/A |
| 2024-02-17 15:00:0017/02/2024 15:00 | Raith | 15:00:0015:00 | Dundee Utd | Scottish Championship | 2023/24 | N/A |
| 2024-02-03 15:00:0003/02/2024 15:00 | Partick | 15:00:0015:00 | Raith | Scottish Championship | 2023/24 | N/A |
| 2024-01-27 15:00:0027/01/2024 15:00 | Raith | 15:00:0015:00 | Inverness | Scottish Championship | 2023/24 | N/A |
| 2024-01-13 15:00:0013/01/2024 15:00 | Raith | 15:00:0015:00 | Queen’s Park | Scottish Championship | 2023/24 | N/A |
| 2024-01-06 15:00:0006/01/2024 15:00 | Airdrieonians | 1 - 0 | Raith | Scottish Championship | 2023/24 | N/A |
| 2024-01-02 15:00:0002/01/2024 15:00 | Dunfermline | 1 - 2 | Raith | Scottish Championship | 2023/24 | N/A |
| 2023-12-30 15:00:0030/12/2023 15:00 | Raith | 2 - 2 | Arbroath | Scottish Championship | 2023/24 | N/A |
| 2023-12-22 19:45:0022/12/2023 19:45 | Raith | 4 - 4 | Ayr | Scottish Championship | 2023/24 | N/A |
| 2023-12-16 15:00:0016/12/2023 15:00 | Dundee Utd | 0 - 1 | Raith | Scottish Championship | 2023/24 | N/A |
| 2023-12-13 19:45:0013/12/2023 19:45 | Arbroath | 1 - 2 | Raith | Scottish Championship | 2023/24 | N/A |
| 2023-12-08 19:45:0008/12/2023 19:45 | Raith | 4 - 3 | Partick | Scottish Championship | 2023/24 | N/A |
| 2023-12-02 15:00:0002/12/2023 15:00 | Inverness | 1 - 2 | Raith | Scottish Championship | 2023/24 | N/A |
| 2023-11-24 19:45:0024/11/2023 19:45 | Dunfermline | 0 - 3 | Raith | Scottish Cup | 2023/24 | N/A |
| 2023-11-17 19:45:1917/11/2023 19:45 | Hamilton | 1 - 4 | Raith | Scottish Challenge Cup | 2023/24 | N/A |
| 2023-11-11 15:00:0011/11/2023 15:00 | Queen’s Park | 2 - 3 | Raith | Scottish Championship | 2023/24 | N/A |
| 2023-11-04 15:00:0004/11/2023 15:00 | Raith | 1 - 1 | Airdrieonians | Scottish Championship | 2023/24 | N/A |
| 2023-10-31 19:45:0031/10/2023 19:45 | Morton | 1 - 2 | Raith | Scottish Championship | 2023/24 | N/A |
| 2023-10-28 15:00:0028/10/2023 15:00 | Raith | 1 - 0 | Dunfermline | Scottish Championship | 2023/24 | N/A |
| 2023-10-14 15:00:0014/10/2023 15:00 | Raith | 3 - 1 | Montrose | Scottish Challenge Cup | 2023/24 | N/A |
| 2023-10-07 15:00:0007/10/2023 15:00 | Raith | 1 - 1 | Dundee Utd | Scottish Championship | 2023/24 | N/A |
| 2023-09-30 15:00:0030/09/2023 15:00 | Ayr | 1 - 2 | Raith | Scottish Championship | 2023/24 | N/A |
| 2023-09-23 15:00:0023/09/2023 15:00 | Airdrieonians | 1 - 0 | Raith | Scottish Championship | 2023/24 | N/A |
| 2023-09-16 15:00:0016/09/2023 15:00 | Raith | 1 - 0 | Inverness | Scottish Championship | 2023/24 | N/A |
| 2023-09-09 14:00:0009/09/2023 14:00 | Raith | 3 - 0 | Cliftonville | Scottish Challenge Cup | 2023/24 | N/A |
| 2023-09-02 15:00:0002/09/2023 15:00 | Raith | 3 - 2 | Queen’s Park | Scottish Championship | 2023/24 | N/A |
| 2023-08-26 15:00:0026/08/2023 15:00 | Dunfermline | 0 - 1 | Raith | Scottish Championship | 2023/24 | N/A |
| 2023-08-20 14:00:0020/08/2023 14:00 | Hibernian | 2 - 1 | Raith | Scottish League Cup | 2023/24 | N/A |
| 2023-08-12 15:00:0012/08/2023 15:00 | Raith | 3 - 2 | Morton | Scottish Championship | 2023/24 | N/A |
| 2023-08-05 15:00:0005/08/2023 15:00 | Partick | 2 - 2 | Raith | Scottish Championship | 2023/24 | N/A |
| 2023-07-29 15:00:0029/07/2023 15:00 | Annan | 2 - 3 | Raith | Scottish League Cup | 2023/24 | N/A |
| 2023-07-26 19:45:0026/07/2023 19:45 | Kilmarnock | 2 - 2 | Raith | Scottish League Cup | 2023/24 | N/A |
| 2023-07-18 19:45:0018/07/2023 19:45 | Raith | 2 - 0 | Albion | Scottish League Cup | 2023/24 | N/A |
| 2023-07-15 17:15:0015/07/2023 17:15 | Raith | 1 - 1 | Dunfermline | Scottish League Cup | 2023/24 | N/A |
| 2023-07-08 14:00:0008/07/2023 14:00 | East Fife | 0 - 2 | Raith | Club Friendly | 2023/24 | N/A |
| 2023-07-01 14:00:0001/07/2023 14:00 | Kelty | 2 (1) - 2 (4) | Raith | Club Friendly | 2023/24 | N/A |
| 2023-06-27 19:45:0027/06/2023 19:45 | Montrose | 1 - 3 | Raith | Club Friendly | 2023/24 | N/A |
| 2023-06-24 14:30:0724/06/2023 14:30 | Linlithgow | 1 - 4 | Raith | Club Friendly | 2023/24 | N/A |
| 2023-05-05 19:45:0005/05/2023 19:45 | Raith | 2 - 2 | Partick | Scottish Championship | 2022/23 | N/A |
| 2023-04-29 15:00:0029/04/2023 15:00 | Ayr | 1 - 0 | Raith | Scottish Championship | 2022/23 | N/A |
| 2023-04-22 15:00:0022/04/2023 15:00 | Morton | 1 - 0 | Raith | Scottish Championship | 2022/23 | N/A |
| 2023-04-15 15:00:0015/04/2023 15:00 | Raith | 1 - 1 | Arbroath | Scottish Championship | 2022/23 | N/A |
| 2023-04-11 19:45:0011/04/2023 19:45 | Dundee | 3 - 1 | Raith | Scottish Championship | 2022/23 | N/A |
| 2023-04-08 15:00:0008/04/2023 15:00 | Inverness | 2 - 0 | Raith | Scottish Championship | 2022/23 | N/A |
| 2023-04-04 19:45:0004/04/2023 19:45 | Raith | 1 - 2 | Hamilton | Scottish Championship | 2022/23 | N/A |
| 2023-04-01 15:00:0001/04/2023 15:00 | Raith | 2 - 0 | Queen’s Park | Scottish Championship | 2022/23 | N/A |
| 2023-03-26 16:15:0426/03/2023 16:15 | Raith | 0 - 1 | Hamilton | Scottish Challenge Cup | 2022/23 | N/A |
| 2023-03-18 15:00:0018/03/2023 15:00 | Raith | 6 - 1 | Cove | Scottish Championship | 2022/23 | N/A |
| 2023-03-12 13:00:0012/03/2023 13:00 | Rangers | 3 - 0 | Raith | Scottish Cup | 2022/23 | N/A |
| 2023-03-04 15:00:0004/03/2023 15:00 | Partick | 3 - 0 | Raith | Scottish Championship | 2022/23 | N/A |
| 2023-02-24 19:45:0024/02/2023 19:45 | Raith | 0 - 0 | Ayr | Scottish Championship | 2022/23 | N/A |
| 2023-02-17 19:45:0017/02/2023 19:45 | Queen’s Park | 1 - 1 | Raith | Scottish Championship | 2022/23 | N/A |
| 2023-02-11 15:00:0011/02/2023 15:00 | Raith | 3 - 1 | Motherwell | Scottish Cup | 2022/23 | N/A |
| 2023-02-08 19:45:3208/02/2023 19:45 | Dundee | 2 (3) - 2 (4) | Raith | Scottish Challenge Cup | 2022/23 | N/A |
| 2023-02-04 15:00:0004/02/2023 15:00 | Arbroath | 1 - 2 | Raith | Scottish Championship | 2022/23 | N/A |
| 2023-01-28 15:00:0028/01/2023 15:00 | Raith | 2 - 2 | Inverness | Scottish Championship | 2022/23 | N/A |
| 2023-01-24 19:45:0024/01/2023 19:45 | Linlithgow | 0 - 2 | Raith | Scottish Cup | 2022/23 | N/A |
| 2023-01-14 15:00:0014/01/2023 15:00 | Cove | 2 - 2 | Raith | Scottish Championship | 2022/23 | N/A |
| 2023-01-11 19:45:0011/01/2023 19:45 | Queen’s Park | 0 - 1 | Raith | Scottish Challenge Cup | 2022/23 | N/A |
| 2023-01-06 19:45:0006/01/2023 19:45 | Raith | 1 - 1 | Dundee | Scottish Championship | 2022/23 | N/A |
| 2023-01-02 15:00:0002/01/2023 15:00 | Hamilton | 0 - 1 | Raith | Scottish Championship | 2022/23 | N/A |
| 2022-12-23 19:45:0023/12/2022 19:45 | Raith | 2 - 2 | Morton | Scottish Championship | 2022/23 | N/A |
| 2022-12-17 15:00:0017/12/2022 15:00 | Raith | 1 - 1 | Arbroath | Scottish Championship | 2022/23 | N/A |
| 2022-12-10 15:00:3910/12/2022 15:00 | Raith | 1 (4) - 1 (2) | Morton | Scottish Challenge Cup | 2022/23 | N/A |
| 2022-12-08 12:00:0008/12/2022 12:00 | Hibernian | 1 - 0 | Raith | Club Friendly | 2022/23 | N/A |
| 2022-12-03 15:00:0003/12/2022 15:00 | Ayr | 2 - 0 | Raith | Scottish Championship | 2022/23 | N/A |
| 2022-11-26 15:00:0026/11/2022 15:00 | Raith | 3 - 0 | Auchinleck | Scottish Cup | 2022/23 | N/A |
| 2022-11-19 15:00:0019/11/2022 15:00 | Raith | 2 - 5 | Queen’s Park | Scottish Championship | 2022/23 | N/A |
| 2022-11-12 15:00:0012/11/2022 15:00 | Dundee | 2 - 0 | Raith | Scottish Championship | 2022/23 | N/A |
| 2022-11-05 15:00:0005/11/2022 15:00 | Raith | 3 - 1 | Hamilton | Scottish Championship | 2022/23 | N/A |
| 2022-10-29 15:00:0029/10/2022 15:00 | Raith | 3 - 0 | Partick | Scottish Championship | 2022/23 | N/A |
| 2022-10-22 15:00:0022/10/2022 15:00 | Inverness | 1 - 1 | Raith | Scottish Championship | 2022/23 | N/A |
| 2022-10-19 19:45:0019/10/2022 19:45 | Arbroath | 0 - 1 | Raith | Scottish Championship | 2022/23 | N/A |
| 2022-10-15 15:00:0015/10/2022 15:00 | Morton | 1 - 0 | Raith | Scottish Championship | 2022/23 | N/A |
| 2022-10-08 15:00:0008/10/2022 15:00 | Raith | 3 - 0 | Cove | Scottish Championship | 2022/23 | N/A |
| 2022-10-01 15:00:0001/10/2022 15:00 | Queen’s Park | 1 - 0 | Raith | Scottish Championship | 2022/23 | N/A |
| 2022-09-24 15:00:0024/09/2022 15:00 | Cove | 0 - 1 | Raith | Scottish Challenge Cup | 2022/23 | N/A |
| 2022-09-17 15:00:0017/09/2022 15:00 | Raith | 3 - 2 | Ayr | Scottish Championship | 2022/23 | N/A |
| 2022-09-03 15:00:0003/09/2022 15:00 | Raith | 0 - 2 | Inverness | Scottish Championship | 2022/23 | N/A |
| 2022-08-27 15:00:0027/08/2022 15:00 | Partick | 2 - 1 | Raith | Scottish Championship | 2022/23 | N/A |
| 2022-08-20 15:00:0020/08/2022 15:00 | Hamilton | 0 - 2 | Raith | Scottish Championship | 2022/23 | N/A |
| 2022-08-13 15:00:0013/08/2022 15:00 | Raith | 2 - 1 | Morton | Scottish Championship | 2022/23 | N/A |
| 2022-08-06 15:00:0006/08/2022 15:00 | Raith | 0 - 1 | Dundee | Scottish Championship | 2022/23 | N/A |
| 2022-07-30 15:00:0030/07/2022 15:00 | Cove | 2 - 0 | Raith | Scottish Championship | 2022/23 | N/A |
| 2022-07-24 15:00:0024/07/2022 15:00 | Aberdeen | 3 - 0 | Raith | Scottish League Cup | 2022/23 | N/A |
| 2022-07-19 19:45:0019/07/2022 19:45 | Dumbarton | 0 - 0 | Raith | Scottish League Cup | 2022/23 | N/A |
| 2022-07-16 15:00:0016/07/2022 15:00 | Raith | 1 - 1 | Stirling | Scottish League Cup | 2022/23 | N/A |
| 2022-07-13 19:45:0013/07/2022 19:45 | Raith | 6 - 0 | Peterhead | Scottish League Cup | 2022/23 | N/A |
| 2022-07-09 12:00:0009/07/2022 12:00 | Raith | 4 - 0 | Alloa | Club Friendly | 2022/23 | N/A |
| 2022-07-02 15:00:0002/07/2022 15:00 | Kelty | 1 - 1 | Raith | Club Friendly | 2022/23 | N/A |
| 2022-06-29 19:45:0029/06/2022 19:45 | Raith | 1 - 2 | QOTS | Club Friendly | 2022/23 | N/A |
| 2022-06-25 15:00:0025/06/2022 15:00 | Dunbar United | 1 - 7 | Raith | Club Friendly | 2022/23 | N/A |
| 2022-04-29 19:45:0029/04/2022 19:45 | Raith | 1 - 1 | Kilmarnock | Scottish Championship | 2021/22 | N/A |
| 2022-04-23 15:00:0023/04/2022 15:00 | Hamilton | 0 - 2 | Raith | Scottish Championship | 2021/22 | N/A |
| 2022-04-16 15:00:0016/04/2022 15:00 | Partick | 0 - 1 | Raith | Scottish Championship | 2021/22 | N/A |
| 2022-04-09 15:00:0009/04/2022 15:00 | Raith | 0 - 1 | Morton | Scottish Championship | 2021/22 | N/A |
| 2022-04-06 19:45:0006/04/2022 19:45 | Dunfermline | 2 - 0 | Raith | Scottish Championship | 2021/22 | N/A |
| 2022-04-03 16:15:5703/04/2022 16:15 | Raith | 3 - 1 | QOTS | Scottish Challenge Cup | 2021/22 | N/A |
| 2022-03-26 15:00:0026/03/2022 15:00 | Arbroath | 3 - 3 | Raith | Scottish Championship | 2021/22 | N/A |
| 2022-03-19 15:00:0019/03/2022 15:00 | Raith | 2 - 3 | Inverness | Scottish Championship | 2021/22 | N/A |
| 2022-03-12 15:00:0012/03/2022 15:00 | QOTS | 0 - 1 | Raith | Scottish Championship | 2021/22 | N/A |
| 2022-03-05 15:00:0005/03/2022 15:00 | Raith | 0 - 4 | Ayr | Scottish Championship | 2021/22 | N/A |
| 2022-03-02 19:30:0002/03/2022 19:30 | Kilmarnock | 1 - 2 | Raith | Scottish Challenge Cup | 2021/22 | N/A |
| 2022-02-26 15:00:0026/02/2022 15:00 | Raith | 0 - 0 | Partick | Scottish Championship | 2021/22 | N/A |
| 2022-02-19 15:00:0019/02/2022 15:00 | Kilmarnock | 3 - 0 | Raith | Scottish Championship | 2021/22 | N/A |
| 2022-02-13 16:00:0013/02/2022 16:00 | Celtic | 4 - 0 | Raith | Scottish Cup | 2021/22 | N/A |
| 2022-02-05 15:00:0005/02/2022 15:00 | Raith | 0 - 0 | Hamilton | Scottish Championship | 2021/22 | N/A |
| 2022-02-01 19:45:0001/02/2022 19:45 | Raith | 3 - 3 | QOTS | Scottish Championship | 2021/22 | N/A |
| 2022-01-28 19:45:0028/01/2022 19:45 | Morton | 2 - 2 | Raith | Scottish Championship | 2021/22 | N/A |
| 2022-01-22 15:00:0022/01/2022 15:00 | Banks O’ Dee | 0 - 3 | Raith | Scottish Cup | 2021/22 | N/A |
| 2022-01-15 15:00:0015/01/2022 15:00 | Raith | 1 - 2 | Arbroath | Scottish Championship | 2021/22 | N/A |
| 2022-01-08 15:00:0008/01/2022 15:00 | Inverness | 1 - 1 | Raith | Scottish Championship | 2021/22 | N/A |
| 2022-01-02 15:00:0002/01/2022 15:00 | Raith | 0 - 0 | Dunfermline | Scottish Championship | 2021/22 | N/A |
| 2021-12-26 15:00:0026/12/2021 15:00 | Ayr | 2 - 0 | Raith | Scottish Championship | 2021/22 | N/A |
| 2021-12-18 15:00:0018/12/2021 15:00 | Partick | 1 - 0 | Raith | Scottish Championship | 2021/22 | N/A |
| 2021-12-11 15:00:0011/12/2021 15:00 | Raith | 1 - 0 | Kilmarnock | Scottish Championship | 2021/22 | N/A |
| 2021-12-04 15:00:0004/12/2021 15:00 | Arbroath | 0 - 0 | Raith | Scottish Championship | 2021/22 | N/A |
| 2021-11-30 19:45:0030/11/2021 19:45 | Inverness | 0 (4) - 0 (5) | Raith | Scottish Challenge Cup | 2021/22 | N/A |
| 2021-11-27 15:00:0027/11/2021 15:00 | Falkirk | 1 - 2 | Raith | Scottish Cup | 2021/22 | N/A |
| 2021-11-20 15:00:0020/11/2021 15:00 | Raith | 2 - 1 | Morton | Scottish Championship | 2021/22 | N/A |
| 2021-11-13 15:00:0013/11/2021 15:00 | Hamilton | 0 - 3 | Raith | Scottish Championship | 2021/22 | N/A |
| 2021-11-06 15:00:0006/11/2021 15:00 | QOTS | 1 - 1 | Raith | Scottish Championship | 2021/22 | N/A |
| 2021-10-30 15:00:0030/10/2021 15:00 | Raith | 2 - 1 | Ayr | Scottish Championship | 2021/22 | N/A |
| 2021-10-26 19:45:0026/10/2021 19:45 | Dunfermline | 1 - 1 | Raith | Scottish Championship | 2021/22 | N/A |
| 2021-10-23 15:00:0023/10/2021 15:00 | Raith | 1 - 1 | Inverness | Scottish Championship | 2021/22 | N/A |
| 2021-10-16 15:00:0016/10/2021 15:00 | Raith | 2 - 1 | Arbroath | Scottish Championship | 2021/22 | N/A |
| 2021-10-09 13:00:0009/10/2021 13:00 | Raith | 3 - 1 | East Fife | Scottish Challenge Cup | 2021/22 | N/A |
| 2021-10-02 15:00:0002/10/2021 15:00 | Kilmarnock | 1 - 3 | Raith | Scottish Championship | 2021/22 | N/A |
| 2021-09-29 19:05:0029/09/2021 19:05 | Raith | 1 - 1 | Dunfermline | Scottish Championship | 2021/22 | N/A |
| 2021-09-26 15:00:0026/09/2021 15:00 | Raith | 3 - 2 | Partick | Scottish Championship | 2021/22 | N/A |
| 2021-09-23 19:45:0023/09/2021 19:45 | Celtic | 3 - 0 | Raith | Scottish League Cup | 2021/22 | N/A |
| 2021-09-18 15:00:0018/09/2021 15:00 | Morton | 0 - 1 | Raith | Scottish Championship | 2021/22 | N/A |
| 2021-09-11 15:00:0011/09/2021 15:00 | Raith | 0 - 1 | QOTS | Scottish Championship | 2021/22 | N/A |
| 2021-09-07 18:00:0007/09/2021 18:00 | Ayr | 0 - 2 | Raith | Scottish Championship | 2021/22 | N/A |
| 2021-09-04 15:00:0004/09/2021 15:00 | Raith | 1 - 0 | Forfar | Scottish Challenge Cup | 2021/22 | N/A |
| 2021-08-15 12:00:0015/08/2021 12:00 | Raith | 2 - 1 | Aberdeen | Scottish League Cup | 2021/22 | N/A |
| 2021-08-07 15:00:0007/08/2021 15:00 | Inverness | 1 - 0 | Raith | Scottish Championship | 2021/22 | N/A |
| 2021-07-31 15:00:0031/07/2021 15:00 | Raith | 4 - 4 | Hamilton | Scottish Championship | 2021/22 | N/A |
| 2021-07-24 15:00:0024/07/2021 15:00 | Raith | 0 - 0 | Alloa | Scottish League Cup | 2021/22 | N/A |
| 2021-07-21 19:45:0021/07/2021 19:45 | Livingston | 0 - 0 | Raith | Scottish League Cup | 2021/22 | N/A |
| 2021-07-16 19:00:0016/07/2021 19:00 | Raith | 1 - 3 | Hibernian | Club Friendly | 2021/22 | N/A |
| 2021-07-13 19:45:0013/07/2021 19:45 | Raith | 4 - 0 | Brechin | Scottish League Cup | 2021/22 | N/A |
| 2021-07-10 15:00:0010/07/2021 15:00 | Cowdenbeath | 0 - 1 | Raith | Scottish League Cup | 2021/22 | N/A |
| 2021-07-03 14:00:0003/07/2021 14:00 | Raith | 2 - 2 | Queen’s Park | Club Friendly | 2021/22 | N/A |
| 2021-06-29 19:30:0329/06/2021 19:30 | Raith | 0 - 1 | Clyde | Club Friendly | 2021/22 | N/A |
| 2021-06-26 14:00:3826/06/2021 14:00 | Raith | 4 - 1 | Stranraer | Club Friendly | 2021/22 | N/A |
| 2021-05-15 19:45:0315/05/2021 19:45 | Dundee | 0 - 1 | Raith | Scottish Premiership Playoffs | 2020/21 | N/A |
| 2021-05-12 19:45:2912/05/2021 19:45 | Raith | 0 - 3 | Dundee | Scottish Premiership Playoffs | 2020/21 | N/A |
| 2021-05-08 15:00:1008/05/2021 15:00 | Raith | 2 - 0 | Dunfermline | Scottish Premiership Playoffs | 2020/21 | N/A |
| 2021-05-04 19:00:3504/05/2021 19:00 | Dunfermline | 0 - 0 | Raith | Scottish Premiership Playoffs | 2020/21 | N/A |
| 2021-04-30 19:45:0030/04/2021 19:45 | Raith | 0 - 4 | Hearts | Scottish Championship | 2020/21 | N/A |
| 2021-04-24 15:00:0024/04/2021 15:00 | Dundee | 2 - 1 | Raith | Scottish Championship | 2020/21 | N/A |
| 2021-04-17 12:00:0017/04/2021 12:00 | Alloa | 1 - 2 | Raith | Scottish Championship | 2020/21 | N/A |
| 2021-04-13 19:00:0013/04/2021 19:00 | QOTS | 0 - 1 | Raith | Scottish Championship | 2020/21 | N/A |
| 2021-04-10 15:00:0010/04/2021 15:00 | Raith | 2 - 2 | Arbroath | Scottish Championship | 2020/21 | N/A |
| 2021-04-03 15:00:0003/04/2021 15:00 | Livingston | 2 - 1 | Raith | Scottish Cup | 2020/21 | N/A |
| 2021-03-30 19:05:0030/03/2021 19:05 | Raith | 5 - 1 | Dunfermline | Scottish Championship | 2020/21 | N/A |
| 2021-03-27 15:00:0027/03/2021 15:00 | Raith | 1 - 0 | Morton | Scottish Championship | 2020/21 | N/A |
| 2021-03-23 19:45:0023/03/2021 19:45 | Stirling | 0 - 2 | Raith | Scottish Cup | 2020/21 | N/A |
| 2021-03-20 15:00:0020/03/2021 15:00 | Ayr | 1 - 1 | Raith | Scottish Championship | 2020/21 | N/A |
| 2021-03-16 19:00:0016/03/2021 19:00 | Raith | 0 - 1 | Inverness | Scottish Championship | 2020/21 | N/A |
| 2021-03-12 19:45:0012/03/2021 19:45 | Inverness | 0 - 0 | Raith | Scottish Championship | 2020/21 | N/A |
| 2021-03-09 19:00:0009/03/2021 19:00 | Raith | 0 - 0 | Ayr | Scottish Championship | 2020/21 | N/A |
| 2021-03-01 19:45:0001/03/2021 19:45 | Kilmarnock | 19:45:0019:45 | Raith | Scottish Challenge Cup | 2021/22 | N/A |
| 2021-02-27 15:00:0027/02/2021 15:00 | Raith | 3 - 1 | Alloa | Scottish Championship | 2020/21 | N/A |
| 2021-02-20 15:00:0020/02/2021 15:00 | Arbroath | 1 - 0 | Raith | Scottish Championship | 2020/21 | N/A |
| 2021-02-06 15:00:0006/02/2021 15:00 | Morton | 0 - 1 | Raith | Scottish Championship | 2020/21 | N/A |
| 2021-02-03 19:45:0003/02/2021 19:45 | Dunfermline | 4 - 1 | Raith | Scottish Championship | 2020/21 | N/A |
| 2021-01-30 15:00:0030/01/2021 15:00 | Raith | 3 - 1 | Dundee | Scottish Championship | 2020/21 | N/A |
| 2021-01-26 19:45:0026/01/2021 19:45 | Raith | 0 - 4 | Hearts | Scottish Championship | 2020/21 | N/A |
| 2021-01-23 15:00:0023/01/2021 15:00 | Hearts | 2 - 3 | Raith | Scottish Championship | 2020/21 | N/A |
| 2020-12-29 19:45:0029/12/2020 19:45 | Raith | 0 - 2 | QOTS | Scottish Championship | 2020/21 | N/A |
| 2020-12-26 15:00:0026/12/2020 15:00 | Alloa | 2 - 5 | Raith | Scottish Championship | 2020/21 | N/A |
| 2020-12-11 19:45:0011/12/2020 19:45 | Ayr | 0 - 0 | Raith | Scottish Championship | 2020/21 | N/A |
| 2020-12-05 15:00:0005/12/2020 15:00 | Raith | 2 - 2 | Dunfermline | Scottish Championship | 2020/21 | N/A |
| 2020-11-21 15:00:0021/11/2020 15:00 | Inverness | 2 - 0 | Raith | Scottish Championship | 2020/21 | N/A |
| 2020-11-14 15:00:0014/11/2020 15:00 | Cowdenbeath | 0 - 1 | Raith | Scottish League Cup | 2020/21 | N/A |
| 2020-11-10 19:45:0010/11/2020 19:45 | Raith | 3 - 3 | Inverness | Scottish League Cup | 2020/21 | N/A |
| 2020-11-07 15:00:0007/11/2020 15:00 | Raith | 5 - 0 | Morton | Scottish Championship | 2020/21 | N/A |
| 2020-10-31 15:00:0031/10/2020 15:00 | Dundee | 1 - 1 | Raith | Scottish Championship | 2020/21 | N/A |
| 2020-10-24 15:00:0024/10/2020 15:00 | QOTS | 2 - 5 | Raith | Scottish Championship | 2020/21 | N/A |
| 2020-10-17 15:00:0017/10/2020 15:00 | Raith | 3 - 0 | Arbroath | Scottish Championship | 2020/21 | N/A |
| 2020-10-13 19:45:0013/10/2020 19:45 | Hearts | 3 - 1 | Raith | Scottish League Cup | 2020/21 | N/A |
| 2020-10-10 15:00:0010/10/2020 15:00 | Raith | 2 - 1 | East Fife | Scottish League Cup | 2020/21 | N/A |
| 2020-09-22 19:30:0022/09/2020 19:30 | Raith | 5 - 2 | Stenhousemuir | Club Friendly | 2020/21 | N/A |
| 2020-03-07 15:00:0007/03/2020 15:00 | Raith | 2 - 1 | Forfar | Scottish League One | 2019/20 | N/A |
| 2020-03-03 19:45:0003/03/2020 19:45 | Raith | 1 - 1 | Falkirk | Scottish League One | 2019/20 | N/A |
| 2020-02-29 15:00:0029/02/2020 15:00 | Dumbarton | 1 - 0 | Raith | Scottish League One | 2019/20 | N/A |
| 2020-02-22 15:00:0022/02/2020 15:00 | Raith | 1 - 0 | Clyde | Scottish League One | 2019/20 | N/A |
| 2020-02-14 19:45:1514/02/2020 19:45 | Partick | 1 - 2 | Raith | Scottish Challenge Cup | 2019/20 | N/A |
| 2020-02-08 15:00:0008/02/2020 15:00 | Stranraer | 1 - 1 | Raith | Scottish League One | 2019/20 | N/A |
| 2020-02-01 15:00:0001/02/2020 15:00 | Airdrieonians | 0 - 1 | Raith | Scottish League One | 2019/20 | N/A |
| 2020-01-25 15:00:0025/01/2020 15:00 | Raith | 4 - 3 | Montrose | Scottish League One | 2019/20 | N/A |
| 2020-01-18 15:00:0018/01/2020 15:00 | Livingston | 3 - 1 | Raith | Scottish Cup | 2019/20 | N/A |
| 2020-01-11 15:00:0011/01/2020 15:00 | Forfar | 1 - 1 | Raith | Scottish League One | 2019/20 | N/A |
| 2020-01-04 15:00:0004/01/2020 15:00 | Raith | 2 - 1 | Peterhead | Scottish League One | 2019/20 | N/A |
| 2019-12-28 15:00:0028/12/2019 15:00 | East Fife | 3 - 5 | Raith | Scottish League One | 2019/20 | N/A |
| 2019-12-21 15:00:0021/12/2019 15:00 | Raith | 0 - 2 | Dumbarton | Scottish League One | 2019/20 | N/A |
| 2019-12-14 15:00:0014/12/2019 15:00 | Falkirk | 1 - 1 | Raith | Scottish League One | 2019/20 | N/A |
| 2019-12-07 15:00:0007/12/2019 15:00 | Raith | 1 - 0 | Airdrieonians | Scottish League One | 2019/20 | N/A |
| 2019-11-30 15:00:0030/11/2019 15:00 | Montrose | 0 - 1 | Raith | Scottish League One | 2019/20 | N/A |
| 2019-11-26 19:45:0026/11/2019 19:45 | Raith | 0 - 0 | Forfar | Scottish League One | 2019/20 | N/A |
| 2019-11-23 15:00:0023/11/2019 15:00 | Raith | 1 - 0 | Peterhead | Scottish Cup | 2019/20 | N/A |
| 2019-11-15 19:45:3315/11/2019 19:45 | Raith | 3 - 2 | Elgin | Scottish Challenge Cup | 2019/20 | N/A |
| 2019-11-09 15:00:0009/11/2019 15:00 | Raith | 3 - 1 | Stranraer | Scottish League One | 2019/20 | N/A |
| 2019-11-02 15:00:0002/11/2019 15:00 | Peterhead | 2 - 0 | Raith | Scottish League One | 2019/20 | N/A |
| 2019-10-26 15:00:0026/10/2019 15:00 | Raith | 1 - 1 | East Fife | Scottish League One | 2019/20 | N/A |
| 2019-10-19 15:00:0019/10/2019 15:00 | Clyde | 2 - 2 | Raith | Scottish League One | 2019/20 | N/A |
| 2019-10-12 15:00:0012/10/2019 15:00 | Raith | 3 - 1 | Glenavon | Scottish Challenge Cup | 2019/20 | N/A |
| 2019-10-05 15:00:0005/10/2019 15:00 | Raith | 2 - 2 | Falkirk | Scottish League One | 2019/20 | N/A |
| 2019-09-28 15:00:0028/09/2019 15:00 | Forfar | 1 - 2 | Raith | Scottish League One | 2019/20 | N/A |
| 2019-09-21 15:00:0021/09/2019 15:00 | Airdrieonians | 0 - 1 | Raith | Scottish League One | 2019/20 | N/A |
| 2019-09-14 15:00:0014/09/2019 15:00 | Raith | 4 - 0 | Peterhead | Scottish League One | 2019/20 | N/A |
| 2019-09-07 15:00:0007/09/2019 15:00 | Raith | 2 - 0 | Falkirk | Scottish Challenge Cup | 2019/20 | N/A |
| 2019-08-31 15:00:0031/08/2019 15:00 | East Fife | 4 - 2 | Raith | Scottish League One | 2019/20 | N/A |
| 2019-08-24 15:00:0024/08/2019 15:00 | Raith | 3 - 0 | Montrose | Scottish League One | 2019/20 | N/A |
| 2019-08-17 15:00:0017/08/2019 15:00 | Stranraer | 3 - 2 | Raith | Scottish League One | 2019/20 | N/A |
| 2019-08-13 19:45:0013/08/2019 19:45 | Ross County U20 | 2 - 3 | Raith | Scottish Challenge Cup | 2019/20 | N/A |
| 2019-08-10 15:00:0010/08/2019 15:00 | Raith | 5 - 2 | Clyde | Scottish League One | 2019/20 | N/A |
| 2019-08-03 15:00:0003/08/2019 15:00 | Dumbarton | 0 - 1 | Raith | Scottish League One | 2019/20 | N/A |
| 2019-07-27 15:00:0027/07/2019 15:00 | Cove | 3 - 0 | Raith | Scottish League Cup | 2019/20 | N/A |
| 2019-07-23 19:45:0023/07/2019 19:45 | Raith | 3 - 1 | Peterhead | Scottish League Cup | 2019/20 | N/A |
| 2019-07-20 15:00:0020/07/2019 15:00 | Inverness | 4 - 1 | Raith | Scottish League Cup | 2019/20 | N/A |
| 2019-07-13 15:00:0013/07/2019 15:00 | Raith | 0 - 3 | Dundee | Scottish League Cup | 2019/20 | N/A |
| 2019-07-09 19:45:0009/07/2019 19:45 | Raith | 2 - 1 | Cowdenbeath | Club Friendly | 2019/20 | N/A |
| 2019-07-06 15:00:0006/07/2019 15:00 | Raith | 2 - 0 | Spartans | Club Friendly | 2019/20 | N/A |
| 2019-07-04 19:30:0004/07/2019 19:30 | Raith | 3 - 2 | Hamilton | Club Friendly | 2019/20 | N/A |
| 2019-06-29 15:00:0829/06/2019 15:00 | Raith | 1 - 0 | Stirling | Club Friendly | 2019/20 | N/A |
| 2019-05-18 16:05:0018/05/2019 16:05 | QOTS | 0 - 0 | Raith | Scottish Championship Playoffs | 2018/19 | N/A |
| 2019-05-15 19:45:0015/05/2019 19:45 | Raith | 1 - 3 | QOTS | Scottish Championship Playoffs | 2018/19 | N/A |
| 2019-05-11 15:00:0011/05/2019 15:00 | Forfar | 1 - 1 | Raith | Scottish Championship Playoffs | 2018/19 | N/A |
| 2019-05-07 19:45:0007/05/2019 19:45 | Raith | 2 - 1 | Forfar | Scottish Championship Playoffs | 2018/19 | N/A |
| 2019-05-04 15:00:0004/05/2019 15:00 | Montrose | 1 - 1 | Raith | Scottish League One | 2018/19 | N/A |
| 2019-04-27 15:00:0027/04/2019 15:00 | Raith | 3 - 2 | Brechin | Scottish League One | 2018/19 | N/A |
| 2019-04-21 16:05:0021/04/2019 16:05 | Arbroath | 2 - 2 | Raith | Scottish League One | 2018/19 | N/A |
| 2019-04-13 15:00:0013/04/2019 15:00 | Raith | 2 - 3 | Stranraer | Scottish League One | 2018/19 | N/A |
| 2019-04-06 15:00:0006/04/2019 15:00 | Stenhousemuir | 1 - 1 | Raith | Scottish League One | 2018/19 | N/A |
| 2019-03-30 15:00:0030/03/2019 15:00 | East Fife | 1 - 2 | Raith | Scottish League One | 2018/19 | N/A |
| 2019-03-23 15:00:0023/03/2019 15:00 | Raith | 4 - 1 | Dumbarton | Scottish League One | 2018/19 | N/A |
| 2019-03-16 15:00:0016/03/2019 15:00 | Forfar | 2 - 1 | Raith | Scottish League One | 2018/19 | N/A |
| 2019-03-09 15:00:0009/03/2019 15:00 | Raith | 1 - 0 | Airdrieonians | Scottish League One | 2018/19 | N/A |
| 2019-03-02 15:00:0002/03/2019 15:00 | Stranraer | 2 - 2 | Raith | Scottish League One | 2018/19 | N/A |
| 2019-02-26 19:45:0026/02/2019 19:45 | Dumbarton | 2 - 2 | Raith | Scottish League One | 2018/19 | N/A |
| 2019-02-23 15:00:0023/02/2019 15:00 | Raith | 4 - 1 | Montrose | Scottish League One | 2018/19 | N/A |
| 2019-02-16 15:00:0016/02/2019 15:00 | Raith | 0 - 1 | Arbroath | Scottish League One | 2018/19 | N/A |
| 2019-02-09 15:00:0009/02/2019 15:00 | Hibernian | 3 - 1 | Raith | Scottish Cup | 2018/19 | N/A |
| 2019-02-02 15:00:0002/02/2019 15:00 | Raith | 1 - 1 | Forfar | Scottish League One | 2018/19 | N/A |
| 2019-01-26 15:00:0026/01/2019 15:00 | Brechin | 2 - 1 | Raith | Scottish League One | 2018/19 | N/A |
| 2019-01-19 15:00:0019/01/2019 15:00 | Raith | 3 - 0 | Dunfermline | Scottish Cup | 2018/19 | N/A |
| 2019-01-12 15:00:0012/01/2019 15:00 | Airdrieonians | 1 - 1 | Raith | Scottish League One | 2018/19 | N/A |
| 2019-01-05 15:00:0005/01/2019 15:00 | Raith | 5 - 1 | Stenhousemuir | Scottish League One | 2018/19 | N/A |
| 2018-12-29 15:00:2629/12/2018 15:00 | Raith | 1 - 2 | East Fife | Scottish League One | 2018/19 | N/A |
| 2018-12-22 15:00:0022/12/2018 15:00 | Arbroath | 0 - 2 | Raith | Scottish League One | 2018/19 | N/A |
| 2018-12-15 15:00:0015/12/2018 15:00 | Raith | 4 - 2 | Dumbarton | Scottish League One | 2018/19 | N/A |
| 2018-12-08 15:00:0008/12/2018 15:00 | Montrose | 3 - 2 | Raith | Scottish League One | 2018/19 | N/A |
| 2018-12-01 15:00:0001/12/2018 15:00 | Raith | 2 - 0 | Airdrieonians | Scottish League One | 2018/19 | N/A |
| 2018-11-24 15:00:0024/11/2018 15:00 | Queen’s Park | 0 - 3 | Raith | Scottish Cup | 2018/19 | N/A |
| 2018-11-17 15:00:0017/11/2018 15:00 | Stenhousemuir | 1 - 3 | Raith | Scottish League One | 2018/19 | N/A |
| 2018-11-10 15:00:0010/11/2018 15:00 | East Fife | 2 - 1 | Raith | Scottish League One | 2018/19 | N/A |
| 2018-11-03 15:00:0003/11/2018 15:00 | Raith | 2 - 1 | Brechin | Scottish League One | 2018/19 | N/A |
| 2018-10-27 15:00:2827/10/2018 15:00 | Forfar | 3 - 2 | Raith | Scottish League One | 2018/19 | N/A |
| 2018-10-20 15:00:4820/10/2018 15:00 | Raith | 2 - 1 | Stranraer | Scottish League One | 2018/19 | N/A |
| 2018-10-06 15:00:3506/10/2018 15:00 | Raith | 1 - 1 | Arbroath | Scottish League One | 2018/19 | N/A |
| 2018-09-29 15:00:1129/09/2018 15:00 | Dumbarton | 1 - 5 | Raith | Scottish League One | 2018/19 | N/A |
| 2018-09-22 15:00:3422/09/2018 15:00 | Raith | 1 - 1 | Montrose | Scottish League One | 2018/19 | N/A |
| 2018-09-15 15:00:2115/09/2018 15:00 | Brechin | 1 - 1 | Raith | Scottish League One | 2018/19 | N/A |
| 2018-09-08 15:00:1908/09/2018 15:00 | Ross County | 5 - 0 | Raith | Scottish Challenge Cup | 2018/19 | N/A |
| 2018-09-01 15:00:3201/09/2018 15:00 | Raith | 4 - 0 | Forfar | Scottish League One | 2018/19 | N/A |
| 2018-08-25 15:00:5525/08/2018 15:00 | Airdrieonians | 3 - 4 | Raith | Scottish League One | 2018/19 | N/A |
| 2018-08-18 15:00:4018/08/2018 15:00 | Raith | 2 - 2 | East Fife | Scottish League One | 2018/19 | N/A |
| 2018-08-14 19:45:0214/08/2018 19:45 | Raith | 3 - 1 | Aberdeen U20 | Scottish Challenge Cup | 2018/19 | N/A |
| 2018-08-11 15:00:5911/08/2018 15:00 | Raith | 2 - 0 | Stenhousemuir | Scottish League One | 2018/19 | N/A |
| 2018-08-04 15:00:1204/08/2018 15:00 | Stranraer | 1 - 1 | Raith | Scottish League One | 2018/19 | N/A |
| 2018-07-28 15:00:2428/07/2018 15:00 | Cove | 2 - 0 | Raith | Scottish League Cup | 2018/19 | N/A |
| 2018-07-24 19:45:3924/07/2018 19:45 | Inverness | 2 - 1 | Raith | Scottish League Cup | 2018/19 | N/A |
| 2018-07-21 15:00:4121/07/2018 15:00 | Raith | 1 - 1 | Hearts | Scottish League Cup | 2018/19 | N/A |
| 2018-07-14 15:00:4814/07/2018 15:00 | Raith | 0 - 2 | Cowdenbeath | Scottish League Cup | 2018/19 | N/A |
| 2018-07-04 20:00:2104/07/2018 20:00 | Raith | 2 - 1 | Dunfermline | Club Friendly | 2018/19 | N/A |
