UEFA Cup Winners' Cup 1998-1999 - all matches in Round of 16
| Dates | Home | Guest | Result | ||
| 22.10.1998 |  SC Heerenveen |
- |  NK Varteks |
2:1 (0:0) | report |
| 05.11.1998 | NK Varteks |
- | SC Heerenveen |
4:2 (0:1) aet |
report |
| 22.10.1998 |  SS Lazio |
- |  Partizan Belgrade |
0:0 (0:0) | report |
| 05.11.1998 | Partizan Belgrade |
- | SS Lazio |
2:3 (1:1) | report |
| 22.10.1998 |  Velerenga IF |
- |  Besiktas |
1:0 (0:0) | report |
| 05.11.1998 | Besiktas |
- | Velerenga IF |
3:3 (3:0) | report |
| 22.10.1998 |  Lokomotiv Moscow |
- |  Sporting de Braga |
3:1 (2:0) | report |
| 05.11.1998 | Sporting de Braga |
- | Lokomotiv Moscow |
1:0 (1:0) | report |
| 22.10.1998 |  Panionios |
- |  Apollon Limassol |
3:2 (2:2) | report |
| 05.11.1998 | Apollon Limassol |
- | Panionios |
0:1 (0:1) | report |
| 22.10.1998 |  SV Ried |
- |  Maccabi Haifa |
2:1 (1:1) | report |
| 05.11.1998 | Maccabi Haifa |
- | SV Ried |
4:1 (1:0) | report |
| 22.10.1998 |  Racing Genk |
- |  RCD Mallorca |
1:1 (0:0) | report |
| 05.11.1998 | RCD Mallorca |
- | Racing Genk |
0:0 (0:0) | report |
| 22.10.1998 |  Chelsea FC |
- |  FC Copenhagen |
1:1 (0:0) | report |
| 05.11.1998 | FC Copenhagen |
- | Chelsea FC |
0:1 (0:0) | report |
Round
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