| Championship | 01/12/18 | Alloa Athletic | - | Ross County FC | 0:1 | ||||
| Championship | 29/12/18 | Alloa Athletic | - | Dundee United | 2:1 |  |
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| Championship | 21/12/19 | Dundee United | - | Ayr United | 4:0 | ||||
| Championship | 25/01/20 | Ayr United | - | Inverness CT | 1:0 | ||||
| Championship | 29/02/20 | Alloa Athletic | - | Ayr United | 0:2 | ||||
| Championship | 31/10/20 | Greenock Morton FC | - | Ayr United | 3:2 | ||||
| Championship | 02/01/21 | Queen Of The South | - | Ayr United | 3:2 | |
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| Championship | 10/04/21 | Ayr United | - | Dunfermline Athletic | 1:1 |
England