18.10.2019 20:05 Bonnyrigg Rose Athletic - Buckie Thistle 2:0 (0:0)
20:30 Edinburgh City FC - Banks O’ Dee FC 3:1 (2:1)
19.10.2019 15:30 Auchinleck Talbot - Cove Rangers 1:0 (0:0)
16:00 Stirling Albion FC - Strathspey Thistle FC 2:0 (2:0)
16:00 Lochee United FC - BSC Glasgow 1:1 (1:0)
16:00 Annan Athletic - Brechin City FC 2:2 (2:0)
16:00 Formartine United - Gala Fairydean Rovers 2:2 (0:1)
16:00 Elgin City - Berwick Rangers 3:1 (1:1)
16:00 Rothes FC - Inverurie Loco Works 1:3 (0:2)
16:00 Cowdenbeath FC - Broxburn Athletic 1:1 (0:0)
16:00 East Kilbride FC - Gretna FC 2008 3:1 (2:1)
16:00 Albion Rovers - Fort William FC 1:1 (1:0)
16:00 The Spartans FC - Queen's Park FC 0:2 (0:2)
16:00 Clachnacuddin FC - Brora Rangers FC 0:7 (0:4)
20.10.2019 16:00 University of Stirling FC - Linlithgow Rose 0:2 (0:0)
26.10.2019 15:30 Penicuik Athletic - Stenhousemuir FC 3:0 (0:0)
Partidos decisivos
16:00 Brechin City FC - Annan Athletic 0:2 (0:0)
16:00 Gala Fairydean Rovers - Formartine United 1:2 (0:0)
16:00 Broxburn Athletic - Cowdenbeath FC 3:0 (1:0)
16:00 Fort William FC - Albion Rovers 0:5 (0:4)
27.10.2019 16:30 BSC Glasgow - Lochee United FC 2:1 (1:0)