| 2018-07-19 19:45:0019 July 2018 | Alloa Athletic    | 4 - 2 |   Arbroath | League Cup | N/A | |
| 2018-07-21 15:00:0021 July 2018 | Dundee United  | 1 - 1p | Alloa Athletic | League Cup | N/A | |
| 2018-07-24 19:45:0024 July 2018 | Elgin City  | 0 - 3 | Alloa Athletic | League Cup | N/A | |
| 2018-07-28 15:00:0028 July 2018 | Alloa Athletic | 0 - 2 |   Ross County | League Cup | N/A | |
| 2018-08-04 15:00:004 August 2018 | Ross County | 1 - 0 | Alloa Athletic | Championship | N/A | |
| 2018-08-11 15:00:0011 August 2018 | Alloa Athletic | 0 - 2 |  Greenock Morton | Championship | N/A | |
| 2018-08-14 19:45:0014 August 2018 | Alloa Athletic | 3 - 1 |  Stirling Albion | Challenge Cup | N/A | |
| 2018-08-25 15:00:0025 August 2018 | Inverness CT   | 2 - 2 | Alloa Athletic | Championship | N/A | |
| 2018-09-01 15:00:001 September 2018 | Alloa Athletic | 1 - 1 | Dundee United | Championship | N/A | |
| 2018-09-08 15:00:008 September 2018 | Dundee United | 1 - 1p | Alloa Athletic | Challenge Cup | N/A | |
| 2018-09-15 15:00:0015 September 2018 | Dunfermline Athletic   | 0 - 0 | Alloa Athletic | Championship | N/A | |
| 2018-09-22 15:00:0022 September 2018 | Alloa Athletic | 0 - 2 |  Ayr United | Championship | N/A | |
| 2018-09-29 15:00:0029 September 2018 | Alloa Athletic | 0 - 2 |   Falkirk | Championship | N/A | |
| 2018-10-06 15:00:006 October 2018 | Queen of the South  | 3 - 3 | Alloa Athletic | Championship | N/A | |
| 2018-10-13 15:00:0013 October 2018 | Dunfermline Athletic | 2 - 2p | Alloa Athletic | Challenge Cup | N/A | |
| 2018-10-20 15:00:0020 October 2018 | Alloa Athletic | 1 - 0 |  Partick Thistle | Championship | N/A | |
