Teams receiving a bye in the first round:Arbroath United, Berwick, Corstorphine, Dundee HSFP, East Kilbride, Leith Franklin Academicals, Perth County, Renfrew and Weirs
Round two fixtures (3rd June 2001; Reserve date 10th June)
Arbroath United
v
Perthshire
 
Corstorphine
v
Renfrew
East Kilbride
v
Edinburgh Academicals
Irvine
v
Berwick
Leith Franklin Academicals
v
St Modans
Penicuik
v
Dundee HSFP
Weirs
v
Hawick & Wilson
SMRH
v
Meigle
Round three to be played on 1st July 2001 (Reserve date 8th July)
Semi-finals to be played on 22nd July 2001 (Reserve date 5th August)
Final to be played on 12th August 2001 at Lochside Park, Forfar (Reserve date 19th August)
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