| Championship | 06/10/18 | Queen Of The South | - | Alloa Athletic | 3:3 |  |
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| Championship | 30/10/18 | Ayr United | - | Alloa Athletic | 3:0 | ||||
| Championship | 03/11/18 | Alloa Athletic | - | Dunfermline Athletic | 0:1 | ||||
| Championship | 20/04/19 | Partick Thistle | - | Alloa Athletic | 2:1 | ||||
| Championship | 14/12/19 | Ayr United | - | Alloa Athletic | 2:1 | ||||
| Championship | 03/03/20 | Ayr United | - | Dundee United | 0:0 | ||||
| League Cup | 28/11/20 | Livingston FC | - | Ayr United | 4:0 | ||||
| Championship | 26/12/20 | Heart of Midlothian | - | Ayr United | 5:3 | ||||
| FA Cup | 03/04/21 | Ayr United | - | Clyde FC | 0:1 |
England