| 8th September 1999, 16.30 CET | |||
 MACEDONIA 2:4 YUGOSLAVIA  |
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| HT 0:4 | |||
| Goals: 59′ Artim Shakjiri, 88′ Sasha Ciric – 1′ Savo Milošević, 4′ (og) Boban Babunski, 16′ Dejan Stanković, 36′ Ljubinko Drulović | |||
| Stadium: Gradski in Skopje |
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| Attendance: 13.000 | |||
| MKD | YUG | ||
| 1. | Petar Miloshevski (GK) | 1. | Ivica Kralj (GK) |
| 2. | Goran Stavrevski | 2. | Zoran Mirković  40′ |
| 3. | Zoran Jovanoski  52′ |
3. | Mladen Krstajić |
| 4. | Goran Lazarevski | 4. | Slaviša Jokanović |
| 5. | Boban Babunski | 5. | Miroslav Đukić |
| 6. | Toni Savevski 46′ |
6. | Dejan Stanković |
| 7. | Dragan Veselinovski 40′ |
7. | Ljubinko Drulović |
| 8. | Toni Micevski (C) 40′ |
8. | Predrag Mijatović |
| 9. | Gjorgji Hristov | 9. | Savo Milošević 83′ |
| 10. | Sasha Ciric | 10. | Dragan Stojković (C) 46′ |
| 11. | Artim Shakjiri 53′ |
11. | Siniša Mihajlović |
| Substitutes: | |||
| 12. | Goce Grujoski (GK) | 12. | Nikola Damjanac (GK) |
| 13. | Srgjan Zaharievski | 13. | Slobodan Komljenović  40′ 67′ |
| 14. | Goce Sedloski | 14. | Dražen Bolić |
| 15. | Nedjmedin Memedi | 15. | Dejan Govedarica |
| 16. | Zharko Serafimovski 40′ |
16. | Nenad Grozdić |
| 17. | Marjan Gerasimovski 46′ |
17. | Dejan Savićević 46′ |
| 18. | Djevdet Shainoski 40′ |
18. | Darko Kovačević 83′ |
| Coaches: | |||
| Dragi Kanatlarovski |
Vujadin Boškov |
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| Officials: | |||
Referee: Ľuboš Micheľ  |
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| Assistants: Igor Sramka, Martin Balko |
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| Fourth official: Vladimír Hriňák |
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Highlights (in Serbian):
Highlights (in Macedonian):