| 2016-07-19 15:00:0019 July 2016 | Alloa Athletic    | 4 - 0 |   Cove Rangers | League Cup | N/A | |
| 2016-07-23 15:00:0023 July 2016 | Montrose   | 0 - 2 | Alloa Athletic | League Cup | N/A | |
| 2016-07-26 19:30:0026 July 2016 | Alloa Athletic | 3 - 2 |   Ross County | League Cup | N/A | |
| 2016-07-30 15:00:0030 July 2016 | Raith Rovers  | 0 - 1 | Alloa Athletic | League Cup | N/A | |
| 2016-08-06 15:00:006 August 2016 | Alloa Athletic | 4 - 0 |  Peterhead | League 1 | N/A | |
| 2016-08-09 19:30:009 August 2016 | Alloa Athletic | 1 - 0 |  Inverness CT | League Cup | N/A | |
| 2016-08-13 15:00:0013 August 2016 | Stranraer   | 2 - 5 | Alloa Athletic | League 1 | N/A | |
| 2016-08-20 15:00:0020 August 2016 | Alloa Athletic | 2 - 1 |   East Fife | League 1 | N/A | |
| 2016-08-27 15:00:0027 August 2016 | Albion Rovers  | 0 - 4 | Alloa Athletic | League 1 | N/A | |
| 2016-09-03 15:00:003 September 2016 | Alloa Athletic | 3 - 0 | East Fife | Challenge Cup | N/A | |
| 2016-09-10 15:00:0010 September 2016 | Alloa Athletic | 1 - 3 |   Livingston | League 1 | N/A | |
| 2016-09-17 15:00:0017 September 2016 | Queen’s Park   | 1 - 2 | Alloa Athletic | League 1 | N/A | |
| 2016-09-21 19:45:0021 September 2016 | Celtic  | 2 - 0 | Alloa Athletic | League Cup | N/A | |
| 2016-09-24 15:00:0024 September 2016 | Stenhousemuir  | 2 - 2 | Alloa Athletic | League 1 | N/A | |
| 2016-10-01 15:00:001 October 2016 | Alloa Athletic | 1 - 2 |  Airdrieonians | League 1 | N/A | |
