20.09.2019 20:05 Kelty Hearts - Auchinleck Talbot 0:3 (0:2)
21.09.2019 16:00 Broxburn Athletic - East Stirlingshire FC 3:2 (2:1)
16:00 Buckie Thistle - Civil Service Strollers 4:1 (3:0)
16:00 Caledonian Braves - Rothes FC 3:4 (0:2)
16:00 Cumbernauld Colts - Penicuik Athletic 1:5 (0:3)
16:00 Dalbeattie Star - Gala Fairydean Rovers 1:3 (0:2)
16:00 Edinburgh University AFC - Lochee United FC 1:3 (0:0)
16:00 Forres Mechanics FC - Banks O’ Dee FC 1:4 (0:0)
16:00 Fort William FC - Vale of Leithen FC 5:0 (1:0)
16:00 Fraserburgh FC - Bonnyrigg Rose Athletic 0:1 (0:0)
16:00 Gretna FC 2008 - Hill of Beath Hawthorn 1:0 (0:0)
16:00 Inverurie Loco Works - Wick Academy FC 3:2 (0:2)
16:00 Linlithgow Rose - Huntly FC 1:0 (0:0)
16:00 Keith FC - University of Stirling FC 2:3 (0:1)
16:00 Nairn County FC - Clachnacuddin FC 0:0 (0:0)
16:00 The Spartans FC - Deveronvale FC 1:1 (1:1)
16:00 Strathspey Thistle FC - Lossiemouth FC 2:1 (1:0)
16:00 Turriff United - Formartine United 1:5 (0:3)
Partidos decisivos
28.09.2019 16:00 Clachnacuddin FC - Nairn County FC 2:1 (1:0)
30.09.2019 21:00 Deveronvale FC - The Spartans FC 1:2 (1:1)