| Championship | 06/10/18 | Ayr United | - | Dundee United | 2:0 | ||||
| Championship | 30/11/18 | Dundee United | - | Ayr United | 0:5 | ||||
| Championship | 12/04/19 | Dundee United | - | Ayr United | 2:1 | ||||
| Championship | 21/12/19 | Dundee United | - | Ayr United | 4:0 | ||||
| Championship | 03/03/20 | Ayr United | - | Dundee United | 0:0 | ||||
| Championship | 07/11/20 | Ayr United | - | Dunfermline Athletic | 0:0 |  |
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| Championship | 23/01/21 | Dunfermline Athletic | - | Ayr United | 0:0 | ||||
| Championship | 10/04/21 | Ayr United | - | Dunfermline Athletic | 1:1 | ||||
| Championship | 11/09/21 | Ayr United | - | Dunfermline Athletic | 3:1 |
Scotland