| Playoffs | 14.05.19 | Annan Athletic | - | Clyde FC | 1:0 | ||||
| Championship | 31.10.20 | Greenock Morton FC | - | Ayr United | 3:2 | ||||
| Championship | 05.12.20 | Greenock Morton FC | - | Heart of Midlothian | 0:2 | ||||
| Championship | 30.10.21 | Raith Rovers | - | Ayr United | 2:1 | ||||
| Championship | 01.02.22 | Partick Thistle | - | Ayr United | 1:0 | ||||
| Championship | 17.09.22 | Raith Rovers | - | Ayr United | 3:2 | ||||
| Playoffs | 19.05.23 | Partick Thistle | - | Ayr United | 3:0 |
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