Should City defeat Annan Athletic in the 2nd Round replay at Glebe Park on Saturday, they will travel to face another League Two side in Edinburgh City in the 3rd round. The tie will be played on the weekend of 22-24 November 2019.

The full 3rd round draw is as follows:

Albion Rovers or Fort William v Airdrieonians
Auchinleck Talbot v Arbroath
Bonnyrigg Rose Athletic v Montrose
Dumbarton v Forfar Athletic
East Fife v Lochee United or BSC Glasgow
Edinburgh City v Annan Athletic or Brechin City
Elgin City v Alloa Athletic
Formartine United or Gala Fairydean Rovers v East Kilbride
Greenock Morton v Brora Rangers
Inverurie Loco Works v Cowdenbeath or Broxburn Athletic
Linlithgow Rose v Falkirk
Partick Thistle v Penicuik Athletic or Stenhousemuir
Queen of the South v Queen's Park
Raith Rovers v Peterhead
Stirling Albion v Clyde
Stranraer v Dunfermline Athletic