Challenge Cup| ROUND | R1 | R2 | R3 | R4 | QF | SF | F | ||
| N | S | N | S | ||||||
| Season archive |
| Friday, 6 September 2019 | ||||||
| r3 | Waterford | 3-1 | Hearts B | |||
| 27 | Chvedukas | 72 | ||||
| 79 | Phelan | |||||
| 84 | Madika | |||||
| Saturday, 7 September 2019 | ||||||
| r3 | Wrexham | 1-1 | Ayr United | p6-5 | ||
| 70 | Bickerstaff | 86 | Roscoe | |||
| r3 | Raith Rovers | 2-0 | Falkirk | |||
| 17(p) | Hendry | |||||
| 50(p) | Miller | |||||
| r3 | Dundee United | 0-0 | Arbroath | p4-3 | ||
| r3 | Clyde | 3-2 | Queen of the South | |||
| 62 | McStay | 4 | Murray | |||
| 76(p) | Goodwillie | 47(p) | Dobbie | |||
| 78 | McNiff | |||||
| r3 | Dunfermline | 1-2 | Alloa Athletic | |||
| 29 | Kiltie | 40 | Thomson | |||
| 53 | Trouten | |||||
| r3 | Airdrieonians | 3-2 | Bohemians | |||
| 19 | Gallagher | 45 | Allardice | |||
| 72 | Gallagher | 74 | Wade-Slater | |||
| 77 | Smith | |||||
| r3 | Inverness CT | 3-1 | Morton | |||
| 25 | Todorov | 78 | Sutton | |||
| 31 | Doran | |||||
| 57 | Storey | |||||
| r3 | Stenhousemuir | 1-1 | The New Saints | p3-1 | ||
| 48 | Anderson | 86 | Brobbel | |||
| r3 | Connah's Quay | 1-0 | Cove Rangers | |||
| 75 | Bakare | |||||
| r3 | Montrose | 0-2 | Partick Thistle | |||
| 2 | Cardle | |||||
| 53 | Miller | |||||
| r3 | Formartine United | 0-3 | Glenavon | |||
| 13 | Daniels | |||||
| 70 | Marshall | |||||
| 83 | McCloskey | |||||
| r3 | Kelty Hearts | 1-1 | Solihull Moors | p2-4 | ||
| 38 | Russell | 72 | Stenson | |||
| r3 | St.Mirren U20 | 1-0 | Stirling Albion | |||
| 80 | MacPherson | |||||
| Sunday, 8 September 2019 | ||||||
| r3 | Dundee | 1-2 | Elgin City | |||
| 18 | Kerr | 56 | Omar | |||
| 58 | Sutherland | |||||
| Wednesday, 18 September 2019 | ||||||
| r3 | Ballymena United | 0-1 | Rangers B | |||
| 87 | Atakayi | |||||
| 5 | Kane HESTER (Elgin City) | |
| 3 | Scott REEKIE (Brechin City) | |
| +1 | Shane SUTHERLAND (Elgin City) | |
| Aidan KEENA (Hearts B) | ||
| 2 | +2 | Calum GALLAGHER (Airdrieonians) |
| Mark GALLAGHER (Ross County U20) | ||
| Ryan WATTERS (Stenhousemuir) | ||
| Lewis ALLAN (Raith Rovers) | ||
| Josh McPAKE (Rangers B) | ||
| Andy WINTER (Hamilton U20) | ||
| +1 | David GOODWILLIE (Clyde) | |
| Kyle MacLEOD (Brora Rangers) | ||
| +1 | Martin McNIFF (Clyde) | |
| Davis KEILLOR-DUNN (Ross County U20) |
