| Championship | 01.09.18 | Queen Of The South | - | Ayr United | 5:0 |  |
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| Championship | 16.02.19 | Greenock Morton FC | - | Ayr United | 0:0 |  |
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| Championship | 05.10.19 | Ayr United | - | Inverness CT | 0:2 | ||||
| Championship | 29.10.19 | Greenock Morton FC | - | Ayr United | 2:3 | ||||
| Championship | 10.12.19 | Ayr United | - | Arbroath FC | 1:1 |
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