| Championship | 27/08/16 | Dundee United | - | Raith Rovers | 2:2 | ||||
| Championship | 17/12/16 | Raith Rovers | - | Dundee United | 0:0 | ||||
| Championship | 04/02/17 | Dundee United | - | Raith Rovers | 3:0 | ||||
| Championship | 18/03/17 | Raith Rovers | - | Dundee United | 2:1 |  |
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| Championship | 01/10/22 | Queen's Park FC | - | Raith Rovers | 1:0 | ||||
| Championship | 19/11/22 | Raith Rovers | - | Queen's Park FC | 2:5 | |
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| Playoffs | 23/05/24 | Raith Rovers | - | Ross County FC | 1:2 | ||||
| Playoffs | 26/05/24 | Ross County FC | - | Raith Rovers | 4:0 | |
Scotland