09 May 1999 | Preliminary Round | Arbroath County v City of Edinburgh Pakistan Association | Lochlands Park, Arbroath | misc240736a | ||
09 May 1999 | Preliminary Round | # | Gala v Uddingston | Meigle Park, Galashiels | misc240735 | |
30 May 1999 | First Round | # | Arbroath County v Stenhousemuir | not known | misc240745 | |
30 May 1999 | First Round | # | Brechin v Stewart's Melville Royal High | not known | misc240748 | |
30 May 1999 | First Round | Corstorphine v Helensburgh | Union Park, Edinburgh | misc240739a | ||
30 May 1999 | First Round | # | Dundee High School Former Pupils v Perth County | Forthill, Dundee | misc240742 | |
30 May 1999 | First Round | # | Dunfermline v Dumfries | McKane Park, Dunfermline | misc240741 | |
30 May 1999 | First Round | Falkland v Edinburgh Academicals | Scroggie Park, Falkland | misc240743a | ||
30 May 1999 | First Round | # | Glasgow High Kelvinside v Holy Cross Academicals | not known | misc240751 | |
30 May 1999 | First Round | Gordonians v Clydesdale | Slopefield, Aberdeen | misc240738a | ||
30 May 1999 | First Round | # | Huntly v Penicuik | not known | misc240750 | |
30 May 1999 | First Round | # | Inverurie v Livingston | Kellands Park, Inverurie | misc240752 | |
30 May 1999 | First Round | Irvine v Kilmarnock | Marress, Irvine | misc | ||
30 May 1999 | First Round | # | Kelburne v Selkirk | Whitehaugh Oval, Paisley | misc240749 | |
30 May 1999 | First Round | # | Kelso v Forfarshire | Sheddon Park, Kelso | misc240747 | |
30 May 1999 | First Round | # | Poloc v Uddingston | Shawholm, Glasgow | misc240746 | |
30 May 1999 | First Round | # | Stirling County v Clackmannan County | not known | misc240737 | |
30 May 1999 | First Round | # | Weirs v Cupar | Albert Park, Glasgow | misc240740 | |
20 Jun 1999 | Second Round | # | Brechin v Kelso | not known | misc240758 | |
20 Jun 1999 | Second Round | # | Clydesdale v Dunfermline | not known | misc240757 | |
20 Jun 1999 | Second Round | # | Cupar v Glasgow High Kelvinside | not known | misc240756 | |
20 Jun 1999 | Second Round | Falkland v Helensburgh | not known | misc240755a | ||
20 Jun 1999 | Second Round | # | Huntly v Perth County | not known | misc240759 | |
20 Jun 1999 | Second Round | Inverurie v Poloc | no ground arranged | misc240753a | ||
20 Jun 1999 | Second Round | # | Irvine v Kelburne | not known | misc240760 | |
20 Jun 1999 | Second Round | # | Stenhousemuir v Stirling County | not known | misc240754 | |
04 Jul 1999 | Quarter-Final | # | Cupar v Huntly | not known | misc240764 | |
04 Jul 1999 | Quarter-Final | # | Dunfermline v Poloc | not known | misc240761 | |
04 Jul 1999 | Quarter-Final | # | Falkland v Kelburne | not known | misc240763 | |
04 Jul 1999 | Quarter-Final | Kelso v Stirling County | not known | misc | ||
18 Jul 1999 | Semi-Final | # | Huntly v Poloc | not known | misc240765 | |
18 Jul 1999 | Semi-Final | # | Kelburne v Stirling County | not known | misc240766 | |
01 Aug 1999 | Final | Poloc v Stirling County | Titwood, Glasgow | misc240767 |
The scorecards marked with a # are potted scores only.