| 6th September 2008, 15.00 CET | |||
 MACEDONIA 1:0 SCOTLAND  |
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| HT 1:0 | |||
| Goals: 5′ Ilcho Naumoski | |||
| Stadium: Gradski in Skopje |
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| Attendance: 9.000 | |||
| MKD | SCO | ||
| 1. | Petar Miloshevski (GK) | 1. | Craig Gordon (GK) |
| 2. | Nikolche Noveski | 2. | Alexander Graham |
| 3. | Robert Petrov  79′ |
3. | Gary Naysmith |
| 4. | Goce Sedloski (C) | 4. | Stephen McManus (C) |
| 5. | Igor Mitreski | 5. | Gary Caldwell |
| 7. | Vlatko Grozdanoski | 6. | Paul Hartley 66′ |
| 8. | Veliche Shumulikoski  27′ |
7. | Darren Fletcher |
| 9. | Goran Maznov | 8. | Scott Brown |
| 10. | Goran Pandev 63′ 83′ |
9. | Kenneth Miller 81′ |
| 11. | Ilcho Naumoski 6′ 69′ |
10. | James McFadden 70′ |
| 14. | Vlade Lazarevski | 11. | Barry Robson 76′ |
| Substitutes: | |||
| 6. | Darko Tasevski  83′ |
12. | Allan McGregor (GK) |
| 12. | Tome Pachovski (GK) | 13. | Kris Boyd 81′ |
| 13. | Artim Polozhani | 14. | Kirk Broadfoot |
| 15. | Ertan Demiri | 15. | Shaun Maloney 76′ |
| 16. | Vancho Trajanov 69′ |
16. | Kristian Commons 66′ |
| 17. | Boban Grncharov 79′ |
17. | Michael Stewart |
| 18. | Stevica Ristikj | 18. | Christophe Berra |
| Coaches: | |||
Srečko Katanec  |
George Burley |
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| Officials: | |||
Referee: Pavel Královec  |
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| Assistants: Miroslav Zlámal, Jan Filgas |
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| Fourth official: Jiří Jech |
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Highlights: