| ROUND | R1 | R2 | R3 | QF | SF | F | |
| N | S | ||||||
| Season archive |
| Thursday, 6 September 2018 | ||||||
| r2 | Dundee U20 | 1-2 | Motherwell U20 | |||
| 43(og) | Armstrong | 25 | MacDonald | |||
| 86 | Watson | |||||
| Saturday, 8 September 2018 | ||||||
| r2 | Falkirk | 0-1 | Connah's Quay | |||
| 46 | Wilde | |||||
| r2 | Dundee United | 1-1 | Alloa Athletic | p4-5 | ||
| 15 | Smith | 78(p) | Trouten | |||
| r2 | Airdrieonians | 0-1 | Sutton United | |||
| 21 | Wright | |||||
| r2 | Boreham Wood | 0-0 | Dunfermline | p5-6 | ||
| r2 | East Fife | 2-1 | Partick Thistle | |||
| 51 | Agnew | 22 | Mbuyi-Mutombo | |||
| 74 | Currie | |||||
| r2 | Queen of the South | 4-3 | Crusaders | |||
| 22 | Dobbie | 47 | Patterson | |||
| 25 | Dykes | 51(p) | Patterson | |||
| 29 | Harkins | 85 | Heatley | |||
| 31 | Dobbie | |||||
| r2 | Ross County | 5-0 | Raith Rovers | |||
| 18 | Graham | |||||
| 29 | Graham | |||||
| 37 | Lindsay | |||||
| 40 | Graham | |||||
| 42 | Graham | |||||
| r2 | Sligo Rovers | 4-1 | Livingston U20 | |||
| 15 | Drennan | 3 | Knox | |||
| 52 | Drennan | |||||
| 60 | Cawley | |||||
| 86 | Drennan | |||||
| r2 | Dumbarton | 0-1 | Montrose | |||
| 19 | Johnston | |||||
| r2 | Coleraine | 1-1 | Formartine United | p2-1 | ||
| 31 | Carson | 20 | MacPhee | |||
| r2 | Arbroath | 3-0 | Annan Athletic | |||
| 8 | Linn | |||||
| 71 | Denholm | |||||
| 83 | McKenna | |||||
| r2 | The New Saints | 2-2 | Queen's Park | p2-4 | ||
| 30(og) | Hart | 89 | Osadolor | |||
| 90 | Nembhard | 90 | Hawke | |||
| r2 | Peterhead | 0-1 | Bohemians | |||
| 63 | Devaney | |||||
| r2 | East Kilbride | 2-3 | Edinburgh City | |||
| 72 | McNeil | 36 | Henderson | |||
| 73 | Malcolm | 84 | Smith | |||
| 86 | Smith | |||||
| r2 | St.Mirren U20 | 3-2 | Hamilton U20 | |||
| 10 | Jamieson | 27 | Smith | |||
| 39(p) | MacPherson | 87 | Smith | |||
| 70 | ||||||
| 4 | +2 | Stephen DOBBIE (Queen of the South) |
| +4 | Brian GRAHAM (Ross County) | |
| 3 | +1 | Blair HENDERSON (Edinburgh City, 1p) |
| +3 | Mikey DRENNAN (Sligo Rovers) | |
| 2 | Mason BLOOMFIELD (Hamilton U20) | |
| +1 | Andréa MBUYI-MUTOMBO (Partick Thistle) | |
| Callum HENDRY (St.Johnstone U20) | ||
| Billy McKAY (Ross County) | ||
| +1 | Lyndon DYKES (Queen of the South) | |
| +2 | Allan SMITH (Edinburgh City) | |
| Ross FERGUSSON (Annan Athletic) | ||
| +1 | Broque WATSON (Motherwell U20) | |
| +1 | Sam JAMIESON (St.Mirren U20) | |
| +1 | Ross McNEIL (East Kilbride) | |
| Kevin CAWLEY (Alloa Athletic) | ||
| Aidan FITZPATRICK (Partick Thistle) | ||
| +1 | Cameron MacPHERSON (St.Mirren U20, 1p) | |
| Paul McMULLAN (Dundee United) | ||
| Tony WALLACE (Annan Athletic) | ||
| +2 | Rory PATTERSON (Crusaders, 1p) | |
| Paul McMANUS (Cove Rangers) |