Challenge Cup| ROUND | R1 | R2 | R3 | QF | SF | F | |
| N | S | ||||||
| Season archive |
| Northern Section | ||||||
| Tuesday, 14 August 2018 | ||||||
| r1 | Raith Rovers | 3-1 | Aberdeen U20 | |||
| 16 | Wedderburn | 72 | Anderson | |||
| 28 | Matthews | |||||
| 30 | Nisbet | |||||
| r1 | Cowdenbeath | 1-3 | East Fife | |||
| 30 | Sheerin | 68(og) | Goodfellow | |||
| 75 | Dowds | |||||
| 90 | Court | |||||
| r1 | Inverness CT | 1-2 | Dunfermline | |||
| 61 | White | 25(p) | Higginbotham | |||
| 87 | Smith | |||||
| r1 | Alloa Athletic | 3-1 | Stirling Albion | |||
| 40 | Cawley | 55 | Hamilton | |||
| 45 | Cawley | |||||
| 46 | Flannigan | |||||
| r1 | Peterhead | 2-1 | Brechin City | |||
| 76 | McLean | 12 | Shields | |||
| 86 | Leitch | |||||
| r1 | Inverurie Locos | 0-1 | Formartine United | |||
| 61 | Gethins | |||||
| r1 | Hearts B | 1-2 | Ross County | |||
| 44 | Keena | 4 | McKay | |||
| 30 | McKay | |||||
| r1 | Dundee U20 | 2-2 | Hibernian U20 | p4-3 | ||
| 22 | 25 | Murray | ||||
| 85 | Jefferies | 75 | Mackie | |||
| Wednesday, 15 August 2018 | ||||||
| r1 | Dundee United | 3-2 | St.Johnstone U20 | |||
| 64 | Chalmers | 21 | Hendry | |||
| 78 | McMullan | 58 | Hendry | |||
| 90 | McMullan | |||||
| r1 | Elgin City | 1-1 | Arbroath | p6-7 | ||
| 83 | McHardy | 57 | O'Brien | |||
| r1 | Cove Rangers | 2-2 | Montrose | p3-4 | ||
| 44 | McManus | 34(p) | Campbell | |||
| 49 | McManus | 69 | Callaghan | |||
| Tuesday, 21 August 2018 | ||||||
| r1 | Livingston U20 | 0-0 | Forfar Athletic | p5-4 | ||
| 2 | +2 | Callum HENDRY (St.Johnstone U20) |
| +2 | Billy McKAY (Ross County) | |
| +2 | Kevin CAWLEY (Alloa Athletic) | |
| +2 | Paul McMULLAN (Dundee United) | |
| +2 | Paul McMANUS (Cove Rangers) | |
| 1 | +1 | Jordan WHITE (Inverness CT) |
| +1 | Ross MATTHEWS (Raith Rovers) | |
| +1 | Jordyn SHEERIN (Cowdenbeath) | |
| +1 | Liam CALLAGHAN (Montrose) | |
| +1 | Kallum HIGGINBOTHAM (Dunfermline, 1p) | |
| +1 | Dan JEFFERIES (Dundee U20) | |
| +1 | Iain CAMPBELL (Montrose, 1p) | |
| +1 | Kevin NISBET (Raith Rovers) | |
| +1 | Aidan KEENA (Hearts B) | |
| +1 | Anton DOWDS (East Fife) | |
| +1 | Conor GETHINS (Formartine United) | |
| +1 | Bruce ANDERSON (Aberdeen U20) | |
| +1 | Logan CHALMERS (Dundee United) | |
| +1 | Callum SMITH (Dunfermline) | |
| +1 | Darryl McHARDY (Elgin City) | |
| +1 | Iain FLANNIGAN (Alloa Athletic) | |
| +1 | Sean MACKIE (Hibernian U20) | |
| +1 | Thomas O'BRIEN (Arbroath) | |
| +1 | Dene SHIELDS (Brechin City) | |
| +1 | Fraser MURRAY (Hibernian U20) | |
| +1 | Russell McLEAN (Peterhead) | |
| +1 | Jonny COURT (East Fife) | |
| +1 | Nathaniel WEDDERBURN (Raith Rovers) | |
| +1 | Jack LEITCH (Peterhead) | |
| +1 | Lee HAMILTON (Stirling Albion) |
