Matches 1/64 - Scottish Cup 2009
1/64
FT
Lochee United
3-0
Buckie Thistle
25 OCT 2008
FT
Clachnacuddin
1-0
Crichton
25 OCT 2008
FT
Edinburgh City
0-0
Wick Academy
25 OCT 2008
FT
Wick Academy
1-4
Edinburgh City
01 NOV 2008
FT
Cove Rangers
1-0
Whitehill Welfare
25 OCT 2008
FT
Dalbeattie Star
6-0
Selkirk
25 OCT 2008
FT
Montrose
2-0
Huntly
25 OCT 2008
FT
Fraserburgh
0-1
Dumbarton
25 OCT 2008
FT
Berwick Rangers
1-2
Albion Rovers
25 OCT 2008
FT
Inverurie Loco Works
5-1
Banks O' Dee
25 OCT 2008
FT
Stenhousemuir
5-0
Threave Rovers
25 OCT 2008
FT
Brora Rangers
1-3
Forfar Athletic
25 OCT 2008
FT
Cowdenbeath
1-2
Elgin City
25 OCT 2008
FT
Forres Mechanics
1-1
Keith
25 OCT 2008
FT
Keith
1 (0-3) 1
Forres Mechanics
01 NOV 2008
FT
East Stirlingshire
4-2
Preston Athletic
26 OCT 2008
FT
Annan Athletic
1-2
Spartans
27 OCT 2008
FT
Civil Service Strollers
0-1
Vale of Leithen
01 NOV 2008