| Championship | 14.09.19 | Ayr United | - | Dundee United | 2:0 | ||||
| Championship | 21.12.19 | Dundee United | - | Ayr United | 4:0 | ||||
| Championship | 03.03.20 | Ayr United | - | Dundee United | 0:0 |  |
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| ScPS | 31.10.20 | Dundee United | - | Ross County FC | 2:1 | ||||
| ScPS | 06.02.21 | Ross County FC | - | Dundee United | 0:2 | |
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| ScPS | 01.05.21 | Dundee United | - | Ross County FC | 0:2 | ||||
| ScPS | 08.03.23 | Livingston FC | - | Dundee United | 1:1 | ||||
| ScPS | 22.04.23 | Dundee United | - | Livingston FC | 2:0 | ||||
| ScPS | 20.05.23 | Livingston FC | - | Dundee United | 2:1 |
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