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6 November 2008
Bremner Challenge Cup 2008-2009
(Presented by WSC Bremner)
(Sponsored by NCR FINANCIAL SERVICES GROUP)
1st Round
| 1 | Newport AFC | v | St James AFC |
| 2 | Menzieshill AFC | v | Arbroath HSFP |
| 3 | Portcullis AFC | v | Dryburgh AFC |
| 4 | Douglas Sports Club | v | Michelin Athletic |
| 5 | Tayside Fire Brigade | v | FC Claypotts |
2nd Round
| 1 | Arbroath Harp | v | Invergowrie AFC |
| 2 | Monifieth Tayside | v | Harris Academy |
| 3 | Newport AFC/St James AFC | v | Tayside Fire Brigade/FC Claypotts |
| 4 | Elmwood AFC | v | Logie Harp AFC |
| 5 | Dundee College | v | FC Polonia Dundee |
| 6 | Douglas Sports Club/ Michelin Athletic | v | Riverside Athletic |
| 7 | Letham Lads Club | v | Barnhill AFC |
| 8 | Portcullis AFC/Dryburgh AFC | v | NCR AFC |
| 9 | SS Peter & Paul | v | Broughty United |
| 10 | St Michaels AFC | v | Caird Park AFC |
| 11 | Dundee Shamrock | v | Polepark AFC |
| 12 | Morgan Academy FP | v | Wellbank AFC |
| 13 | Arbroath Amateurs | v | Menzieshill AFC/Arbroath HSFP |
| 14 | Dundee University | v | Merpro AFC |
| 15 | Kelso AFC | v | Carnoustie YM |
| 16 | Lowson United | v | Bank Street Athletic |
3rd Round
| 1 | v | ||
| 2 | v | ||
| 3 | v | ||
| 4 | v | ||
| 5 | v | ||
| 6 | v | ||
| 7 | v | ||
| 8 | v |
Quarter Finals
| 1 | v | ||
| 2 | v | ||
| 3 | v | ||
| 4 | v |
Semi Finals
| 1 | v | ||
| 2 | v |
Bremner Challenge Cup
Final
| v |
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