Challenge Cup| ROUND | R1 | R2 | R3 | R4 | QF | SF | F |
| Season archive |
| Tuesday, 16 August 2016 | ||||||
| r2 | Stranraer | 7-1 | Spartans | |||
| 27 | Malcolm | 86 | Malone | |||
| 40 | Malcolm | |||||
| 43 | Malcolm | |||||
| 49(p) | McGuigan | |||||
| 55 | Malcolm | |||||
| 58 | Gibson | |||||
| 84 | Turner | |||||
| r2 | Cowdenbeath | 1-2 | Celtic B | |||
| 30 | Todorov | 52 | Aitchison | |||
| 71 | Crossan | |||||
| r2 | Brechin City | 4-1 | Cove Rangers | |||
| 16 | Graham | 2 | ||||
| 36 | Jackson | |||||
| 60 | Caldwell | |||||
| 90 | Jackson | |||||
| r2 | Albion Rovers | 2-0 | Hamilton U20 | |||
| 18 | Dunlop | |||||
| 55 | Ferry | |||||
| r2 | Peterhead | 3-2 | Brora Rangers | |||
| 74 | Brown | 18 | Sutherland | |||
| 77 | McAllister | 48 | ||||
| 80 | McIntosh | |||||
| r2 | Elgin City | 2-0 | Hearts B | |||
| 34 | Sutherland | |||||
| 56 | MacLeod | |||||
| r2 | Aberdeen U20 | 1-3 | Forfar Athletic | |||
| 89 | 33 | Peters | ||||
| 54 | Smith | |||||
| 90 | Peters | |||||
| r2 | Partick Thistle U20 | 1-1 | Queen's Park | aet, p5-6 | ||
| 48 | McMullin | 88 | Carter | |||
| r2 | Motherwell U20 | 1-2 | Airdrieonians | |||
| 54 | Mackin | 45 | Russell | |||
| 49 | Ryan | |||||
| Wednesday, 17 August 2016 | ||||||
| r2 | Arbroath | 2-3 | East Fife | aet | ||
| 34 | Little | 62 | Page | |||
| 83 | Hester | 87 | Smith | |||
| 113(p) | McManus | |||||
| r2 | Turriff United | 1-0 | Montrose | |||
| 59 | ||||||
| r2 | Rangers B | 1-3 | Stenhousemuir | |||
| 62 | Hardie | 7 | McMenamin | |||
| 38 | Cook | |||||
| 58(og) | McCrorie | |||||
| 4 | +4 | Craig MALCOLM (Stranraer) |
| 3 | Kevin NISBET (Partick Thistle U20) | |
| Scott WRIGHT (Aberdeen U20) | ||
| 2 | +2 | Josh PETERS (Forfar Athletic) |
| Aidan NESBITT (Celtic B) | ||
| +1 | Ryan HARDIE (Rangers B) | |
| +1 | Dylan MACKIN (Motherwell U20) | |
| Marc McKENZIE (Stirling Albion) | ||
| +1 | Jack AITCHISON (Celtic B) | |
| +2 | Andy JACKSON (Brechin City) | |
| Josh JEFFRIES (Rangers B) | ||
| +1 | Paul CROSSAN (Celtic B) |
