1. Round
00/12/1999 Threave Rovers - Stenhousemuir FC 1:7
Hamilton Academical - Clyde FC 1:2
Huntly FC - East Stirlingshire FC 0:1
Ross County FC - Forfar Athletic 2:2
Forfar Athletic - Ross County FC 4:2 pso
2. Round
08/01/2000 Albion Rovers - Dalbeattie Star 0:0
Arbroath FC - Fraserburgh FC 0:0
Brechin City FC - Annan Athletic 2:2
Cowdenbeath FC - Clyde FC 2:3
Dumbarton FC - Stenhousemuir FC 0:2
Montrose FC - Queen Of The South 1:3
Partick Thistle - East Stirlingshire FC 2:1
Peterhead FC - Forfar Athletic 2:1
Queen's Park FC - Berwick Rangers 1:2
Stirling Albion FC - East Fife FC 2:1
Stranraer FC - Clachnacuddin FC 1:0
Whitehill Welfare - Alloa Athletic 2:2
15/01/2000 Annan Athletic - Brechin City FC 2:3 aet
Fraserburgh FC - Arbroath FC 1:3
19/01/2000 Dalbeattie Star - Albion Rovers 1:5
29/01/2000 Alloa Athletic - Whitehill Welfare 2:0
3. Round
29/01/2000 Heart of Midlothian - Stenhousemuir FC 3:2
St. Mirren FC - Aberdeen FC 1:1
Albion Rovers - Partick Thistle 1:2
Falkirk FC - Peterhead FC 3:1
Arbroath FC - Motherwell FC 1:1
Queen Of The South - Livingston FC 0:7
Clyde FC - Raith Rovers 3:1
Stranraer FC - Berwick Rangers 1:2
Clydebank FC - Stirling Albion FC 1:0
Hibernian FC - Dunfermline Athletic 4:1
Dundee FC - Ayr United 0:0
30/01/2000 St. Johnstone FC - Rangers FC 0:2
Greenock Morton FC - Brechin City FC 1:1
Dundee United - Clydebank FC (old) 4:1
05/02/2000 Kilmarnock FC - Alloa Athletic 0:0
08/02/2000 Celtic FC - Inverness CT 1:3
Aberdeen FC - St. Mirren FC 2:0
Brechin City FC - Greenock Morton FC 3:4 pso
09/02/2000 Alloa Athletic - Kilmarnock FC 1:0
15/02/2000 Ayr United - Dundee FC 7:6 pso
19/02/2000 Motherwell FC - Arbroath FC 2:0
Round of 16
19/02/2000 Greenock Morton FC - Rangers FC 0:1
Hibernian FC - Clydebank FC 1:1
Clyde FC - Heart of Midlothian 0:2
Berwick Rangers - Falkirk FC 0:0
Alloa Athletic - Dundee United 2:2
Partick Thistle - Livingston FC 2:1
20/02/2000 Inverness CT - Aberdeen FC 1:1
26/02/2000 Motherwell FC - Ayr United 3:4
22/02/2000 Dundee United - Alloa Athletic 4:0
29/02/2000 Falkirk FC - Berwick Rangers 3:0
Clydebank FC - Hibernian FC 0:3
Aberdeen FC - Inverness CT 1:0
Quarter-finals
11/03/2000 Ayr United - Partick Thistle 2:0
Hibernian FC - Falkirk FC 3:1
12/03/2000 Rangers FC - Heart of Midlothian 4:1
Dundee United - Aberdeen FC 0:1
Semi-finals
08/04/2000 Ayr United - Rangers FC 0:7
Hibernian FC - Aberdeen FC 1:2
Final
27/05/2000 Rangers FC - Aberdeen FC 4:0 (1:0)
FA Cup
FA Cup

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