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      TOTTENHAM HOTSPUR    1999/2000
      UEFA Cup
     
   

Spurs qualified for the UEFA Cup as League Cup holders following their 1-0 victory over Leicester City in the 1998/99 Worthington Cup final.

   
1st Round 
1st Leg Thu Sep 16 Zimbru Chisinau (Moldova) Home Won 3-0
2nd Leg Thu Sep 30 Zimbru Chisinau Away Drew 0-0
Won 3-0 on aggregate
2nd Round 
1st Leg Thu Oct 28 Kaiserslautern (Germany) Home Won 1-0
2nd Leg Thu Nov 4 Kaiserslautern Away Lost 0-2
Lost 1-2 on aggregate.