UEFA Cup 1999/00, Qualifying Round, 2nd leg
| Sileks (FYR Macedonia) |
2:1 (1:1) |
Shakhtar Donetsk (Ukraine) |
| Stadium: | City stadium (2000) | |
| Match time, city: | 26 August 1999, Kratovo | |
| Referee: | Costas Kapitanis (Cyprus) | |
| Goals | ||
Ignatov  (pen) 16' | 1:0 | |
| 1:1 | 40'  Seleznyov | |
| Simovski 74' | 2:1 | |
| First leg: 1:3 (aggregate 3:4) | ||
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