| European Cup |
| 1st Qualifying 1st & 2nd Leg |
 |
Barry Town |
0 |
0 |
Valletta |  |
Jenner Park |
|
| |
Valletta |
3 |
2 |
Barry Town | |
Ta' Qali National Stadium |
agg 3-2 |
| 3rd Qualifying 1st & 2nd Leg |
| PL |
Chelsea |
3 |
0 |
Skonto Riga |  |
Stamford Bridge |
|
| |
Skonto Riga |
0 |
0 |
Chelsea |
PL |
Daugava Stadium |
agg 0-3 |
| 1st Group B |
 |
Fiorentina |
0 |
0 |
Arsenal |
PL |
Stadio Comunale |
|
| PL |
Arsenal |
3 |
1 |
AIK Stockholm |  |
Wembley Stadium (Empire Stadium) |
|
 |
Barcelona |
1 |
1 |
Arsenal |
PL |
Nou Camp |
|
| PL |
Arsenal |
2 |
4 |
Barcelona | |
Wembley Stadium (Empire Stadium) |
|
| PL |
Arsenal |
0 |
1 |
Fiorentina | |
Wembley Stadium (Empire Stadium) |
|
| |
AIK Stockholm |
2 |
3 |
Arsenal |
PL |
Råsunda Stadium |
|
| 1st Group D |
 |
SK Sturm Graz |
0 |
3 |
Manchester United |
PL |
Arnold Schwarzenegger-Stadion |
|
 |
Dinamo Zagreb |
1 |
2 |
Manchester United |
PL |
Maksimir Stadium |
|
| PL |
Manchester United |
0 |
0 |
Dinamo Zagreb | |
Old Trafford |
|
| PL |
Manchester United |
2 |
1 |
Olympique Marseille |  |
Old Trafford |
|
| |
Olympique Marseille |
1 |
0 |
Manchester United |
PL |
Stade Vélodrome |
|
| PL |
Manchester United |
2 |
1 |
SK Sturm Graz | |
Old Trafford |
|
| 1st Group H |
| PL |
Chelsea |
0 |
0 |
Milan | |
Stamford Bridge |
|
 |
Hertha Berlin |
2 |
1 |
Chelsea |
PL |
Olympiastadion |
|
| PL |
Chelsea |
1 |
0 |
Galatasaray |  |
Stamford Bridge |
|
| |
Galatasaray |
0 |
5 |
Chelsea |
PL |
Ali Sami Yen Stadium |
|
| |
Milan |
1 |
1 |
Chelsea |
PL |
San Siro |
|
| PL |
Chelsea |
2 |
0 |
Hertha Berlin | |
Stamford Bridge |
|
| Quarter Final 1st & 2nd Leg |
| 2nd Group B |
| |
Fiorentina |
2 |
0 |
Manchester United |
PL |
Stadio Artemio Franchi |
|
| PL |
Manchester United |
3 |
0 |
Valencia | |
Old Trafford |
|
| PL |
Manchester United |
2 |
0 |
Girondins Bordeaux | |
Old Trafford |
|
| |
Girondins Bordeaux |
1 |
2 |
Manchester United |
PL |
Stade du Parc Lescure |
|
| PL |
Manchester United |
3 |
1 |
Fiorentina | |
Old Trafford |
|
|
Valencia |
0 |
0 |
Manchester United |
PL |
Estadio Mestalla |
|
| 2nd Group D |
| PL |
Chelsea |
3 |
1 |
Feyenoord |  |
Stamford Bridge |
|
| |
Lazio |
0 |
0 |
Chelsea |
PL |
Stadio Olimpico |
|
| |
Olympique Marseille |
1 |
0 |
Chelsea |
PL |
Stade Vélodrome |
|
| PL |
Chelsea |
1 |
0 |
Olympique Marseille | |
Stamford Bridge |
|
| |
Feyenoord |
1 |
3 |
Chelsea |
PL |
De Kuip, Rotterdam |
|
| PL |
Chelsea |
1 |
2 |
Lazio | |
Stamford Bridge |
|
| Quarter Final 1st & 2nd Leg |
| PL |
Chelsea |
3 |
1 |
Barcelona | |
Stamford Bridge |
|
|
Real Madrid |
0 |
0 |
Manchester United |
PL |
Santiago Bernabéu Stadium |
|
| PL |
Manchester United |
2 |
3 |
Real Madrid | |
Old Trafford |
agg 2-3 |
|
Barcelona |
5 |
1 |
Chelsea |
PL |
Nou Camp |
aet agg 6-4 |
| UEFA Cup |
| Round 1 1st & 2nd Leg |
 |
CDNA Sofia |
0 |
2 |
Newcastle United |
PL |
Balgarska Armia Stadium |
| PL |
West Ham United |
3 |
0 |
NK Osijek | |
Upton Park |
|
| PL |
Tottenham Hotspur |
3 |
0 |
Zimbru Chisinau |  |
White Hart Lane |
|
 |
Partizan Belgrade |
1 |
3 |
Leeds United |
PL |
Abe Lenstra Stadion, Heerenveen |
|
| |
NK Osijek |
1 |
3 |
West Ham United |
PL |
Stadion Gradski vrt |
agg 1-6 |
| PL |
Newcastle United |
2 |
2 |
CDNA Sofia | |
St James' Park |
agg 4-2 |
| PL |
Leeds United |
1 |
0 |
Partizan Belgrade | |
Elland Road |
agg 4-1 |
| |
Zimbru Chisinau |
0 |
0 |
Tottenham Hotspur |
PL |
Zimbru Stadium |
agg 0-3 |
| Round 2 1st & 2nd Leg |
| PL |
Tottenham Hotspur |
1 |
0 |
I.FC Kaiserslautern | |
White Hart Lane |
|
| PL |
Leeds United |
4 |
1 |
Lokomotiv Moscow |  |
Elland Road |
|
 |
Steaua Bucuresti |
2 |
0 |
West Ham United |
PL |
Stadionul Steaua |
|
 |
FC Zurich |
1 |
2 |
Newcastle United |
PL |
Letzigrund |
|
| PL |
Newcastle United |
3 |
1 |
FC Zurich | |
St James' Park |
agg 5-2 |
| PL |
West Ham United |
0 |
0 |
Steaua Bucuresti | |
Upton Park |
agg 0-2 |
|
I.FC Kaiserslautern |
2 |
0 |
Tottenham Hotspur |
PL |
Fritz-Walter-Stadion |
agg 2-1 |
| |
Lokomotiv Moscow |
0 |
3 |
Leeds United |
PL |
Lokomotiv Stadium |
agg 1-7 |
| Round 3 1st & 2nd Leg |
| PL |
Arsenal |
3 |
0 |
FC Nantes | |
Highbury |
|
| |
Roma |
1 |
0 |
Newcastle United |
PL |
Stadio Olimpico |
|
| |
Spartak Moscow |
2 |
1 |
Leeds United |
PL |
Georgi Asparuhov Stadium, Sophia |
|
| PL |
Newcastle United |
0 |
0 |
Roma | |
St James' Park |
agg 0-1 |
| PL |
Leeds United |
1 |
0 |
Spartak Moscow | |
Elland Road |
agg 2-2 |
| |
FC Nantes |
3 |
3 |
Arsenal |
PL |
Stade de la Beaujoire |
agg 3-6 |
| Round 4 1st & 2nd Leg |
| PL |
Arsenal |
5 |
1 |
Deportivo La Coruna | |
Highbury |
|
| |
Roma |
0 |
0 |
Leeds United |
PL |
Stadio Olimpico |
|
| PL |
Leeds United |
1 |
0 |
Roma | |
Elland Road |
agg 1-0 |
|
Deportivo La Coruna |
2 |
1 |
Arsenal |
PL |
Estadio Riazor |
agg 3-6 |
| Quarter Final 1st & 2nd Leg |
| PL |
Leeds United |
3 |
0 |
Slavia Prague |  |
Elland Road |
|
| PL |
Arsenal |
2 |
0 |
Werder Bremen | |
Highbury |
|
| |
Slavia Prague |
2 |
1 |
Leeds United |
PL |
Dr Vacka Stadium |
agg 2-4 |
|
Werder Bremen |
2 |
4 |
Arsenal |
PL |
Weserstadion |
agg 2-6 |
| Semi Final 1st & 2nd Leg |
| PL |
Arsenal |
1 |
0 |
RC Lens | |
Highbury |
|
| |
Galatasaray |
2 |
0 |
Leeds United |
PL |
Ali Sami Yen Stadium |
| PL |
Leeds United |
2 |
2 |
Galatasaray | |
Elland Road |
agg 2-4 |
| |
RC Lens |
1 |
2 |
Arsenal |
PL |
Stade Félix-Bollaert |
agg 1-3 |
| Final |
| |
Galatasaray |
0 |
0 |
Arsenal |
PL |
Parken Stadium, Copenhagen |
aet 4-1p |
| European Super Cup 1999 |
| Final |
| | Lazio |
1 |
0 |
Manchester United |
PL |
Stade Louis II Stadium, Monaco |
|
| FIFA World Club Cup 2000 |
| Group B |
| PL |
Manchester United |
1 |
1 |
Necaxa (Mex) |  |
Maracanã Stadium, Rio de Janeiro |
|
 | Vasco da Gama |
3 |
1 |
Manchester United |
PL |
Maracanã Stadium |
|
| PL |
Manchester United |
2 |
0 |
South Melbourne (Aus) |  |
Maracanã Stadium, Rio de Janeiro |
|
| Intercontinental Cup 1999 |
| Final |
| PL |
Manchester United |
1 |
0 |
Palmeiras | |
National Olympic Stadium, Tokyo |
|
