| Tuesday 8th August 2000 | |||
| Scottish League Cup First Round | |||
| Arbroath | 2-0 | Brechin City | |
| Clyde | 5-1 | Morton | |
| Clydebank | 0-2 | Alloa Athletic | |
| Cowdenbeath | 3-0 | Elgin City | |
| East Fife | 1-2 | Raith Rovers | |
| East Stirlingshire | 2-1 | Hamilton Academical | |
| Montrose | 1-0 | Berwick Rangers | |
| Partick Thistle | 1-2 | Airdrieonians | aet |
| Peterhead | 2-3 | Inverness CT | |
| Queen of the South | 2-1 | Forfar Athletic | |
| Queen's Park | 2-0 | Stranraer | |
| Ross County | 1-0 | Albion Rovers | |
| Stirling Albion | 0-1 | Stenhousemuir | |
| UEFA Champions League Third Qualifying Round 1st Leg | |||
| Shakhtar Donetsk | 0-1 | Slavia Prague | |
| Sturm Graz | 2-1 | Feyenoord | |
| Wacker Innsbruck | 0-0 | Valencia | |
| Zimbru Chisinau | 0-1 | Sparta Prague | |
| UEFA Cup First Qualifying Round 1st Leg | |||
| IA Akranes | 0-3 | KAA Gent | |
| Kapaz Ganja | 0-2 | Antalyaspor | |
» Results : Tuesday 8th August 2000
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