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| St. Johnstone 1 - 1 Raith Brechin 1 - 2 Arbroath Cowdenbeath 4 - 0 Stirling Alb Forfar 2 - 1 Dundee East Fife 0 - 3 Ross Co Montrose 2 - 0 Peterhead Elgin City 2 - 0 Stenhousemuir |
| Airdrie Utd 0 - 3 Gretna East Stirlingshire 0 - 5 Queen's Park Dumbarton 1 - 2 Morton Partick 1 - 2 Albion Hamilton 3 - 1 Berwick QoS 1 - 0 Stranraer Ayr Utd 2 - 1 Livingston |
| Byes - Alloa // Clyde |
| SFL Challenge Cup 1st Round - Results |
| Ties Played Tuesday // Wednesday August 15th // 16th 2006 |
| St Johnstone 3 - 0 Queen's Park Morton 3 - 2 Cowdenbeath Forfar 1 - 3 Arbroath Montrose 0 - 3 Clyde QoS 2 - 2[4 - 5 pens] Ayr Utd Albion 5 - 2 Elgin City Gretna 3 - 1 Hamilton Ross Co 2 - 1[AET] Alloa |
| SFL Challenge Cup 2nd Round - Results |
| Ties Played Tuesday // Wednesday August 29th // 30th 2006 |
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| Albion 3 - 3 [extra-time 5 - 3 penalties] Arbroath Morton 3 - 2 St Johnstone Clyde 1 - 0 Ayr Utd Ross Co 2 - 2 [extra-time 3 - 2] Gretna |
| SFL Challenge Cup 3rd Round |
| Ties To Be Played Tuesday September 12th 2006 |
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| Ties To Be Played Wednesday September 27th 2006 - Kick Off's 7.45pm |
| SFL Challenge Cup Semi - Finals |
| Ross Co 4 - 1 Albion Clyde 3 - 1 Morton |
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| Team: Samson Irvine,Dowie,Keddie,Garbyn Adams,Scott,McKinlay,Cowie Caimi,Gunn On the Bench: Malin,McCulloch,Crooks Anderson,Robertson Booked: Dowie,Scott,Caimi |
| Team: Hutton McGregor,Higgins,Malone,McKeown Bryson,McCann,McHale,O'Donnell Hunter,Ferguson On the Bench: Miller,Bradley,Harris McKenna,Cherrie Booked: O'Donnell,Malone,McCann,Higgins,McGregor Red Card: Malone |
| Hunter 44 |
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| Dowie 80 |
| Ross County Win 5 - 4 Penalty Shoot Out After Extra Time |
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| Referee C Thomson : Attendance 7,471 |
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