CHELSEA    1998/99
      European Cup Winners Cup

Chelsea qualified for the final European Cup Winners Cup competition as holders having beaten VfB Stuttgart in the final in 1997/98. 

1st Round 
1st Leg Thu Sep 17 Helsingborg (Sweden) Home Won 1-0
2nd Leg Thu Oct 1 Helsingborg  Away Drew 0-0
Won 1-0 on aggregate.
2nd Round 
1st Leg Thu Oct 22 FC Copenhagen (Denmark) Home Drew 1-1
2nd Leg Thu Nov 5 FC Copenhagen Away Won 1-0
Won 2-1 on aggregate
3rd Round 
1st Leg Thu Mar 4 Valerengen (Norway) Home Won 3-0
2nd Leg Thu Mar 18 Valerengen Away Won 3-2
Won 6-2 on aggregate.
1st Leg Thu Apr 8 Real Mallorca (Spain) Home Drew 1-1
2nd Leg Thu Apr 22 Real Mallorca Away Lost 0-1
Lost 1-2 on aggregate