| Championship | 21.09.19 | Alloa Athletic | - | Ayr United | 1:4 |  |
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| Championship | 28.12.19 | Ayr United | - | Queen Of The South | 1:2 |  |
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| Championship | 25.02.20 | Ayr United | - | Greenock Morton FC | 1:2 | ||||
| League Cup | 06.10.20 | Albion Rovers | - | Ayr United | 2:5 | |
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| Championship | 19.12.20 | Arbroath FC | - | Ayr United | 2:1 |
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