Cite1999 Cup Winners' Cup Semifinals
Chelsea vs. Mallorca
| Apr. 8 | –Chelsea 1 | RCD Mallorca 1 |
| Apr. 22 | –Mallorca 1 | Chelsea 0 |
| Mallorca wins 2-1 on aggregate | ||
Lazio vs. Lokomotiv Moscow
| Apr. 8 | –Lokomotiv Moscow 1 | Lazio 1 |
| Apr. 22 | –Lazio 0 | Lokomotiv Moscow 0 |
| Aggregate 1-1, Lazio advances on away goals | ||
| 1999 Cup Winners' Cup | Final |