Scottish Cup 2008-09
First Round (27/9/08)
- Banks O'Dee 10-0 Fort William
- Clachnacuddin 4-0 Burntisland Shipyard
- Dalbeattie Star 5-1 Lossiemouth
- Edinburgh City 2-0 Nairn County
- Edinburgh University 1-2 Civil Service Strollers
- Fraserburgh 6-3 Hawick Royal Albert
- Glasgow University 1-0 Vale of Leithen
- Golspie Sutherland 0-3 Threave Rovers
- Huntly 1-0 Girvan
- Inverurie Loco Works 5-2 Deveronvale
- Newton Stewart 1-1 Brora Rangers
- Pollok 1-1 Spartans
- Preston Athletic 3-1 Gala Fairydean
- Selkirk 1-1 Coldstream
- St Cuthbert Wanderers 0-3 Wick Academy
- Wigtown & Bladnoch 2-2 Forres Mechanics
First Round Replays (4/10/08)
- Brora Rangers - Newton Stewart
- Spartans - Pollok
- Coldstream - Selkirk
- Forres Mechanics - Wigtown & Bladnoch
Second Round (27/10/07)
- Annan Athletic - Pollok or Spartans
- Berwick Rangers - Albion Rovers
- Civil Service Strollers - Vale of Leithen
- Clachnacuddin - Crichton
- Cove Rangers - Whitehill Welfare
- Cowdenbeath - Elgin City
- Dalbeattie Star - Selkirk or Coldstream
- East Stirlingshire - Preston Athletic
- Edinburgh City - Wick Academy
- Fraserburgh - Dumbarton
- Inverurie Loco Works - Banks O'Dee
- Lochee United - Buckie Thistle
- Montrose - Huntly
- Newton Stewart or Brora - Forfar Athletic
- Stenhousemuir - Threave Rovers
- Wigtown & Bladnoch or Forres - Keith
Second Round Replays
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