Hertha Berlin v Chelsea, 21 September 1999
| Score | 2-1 to Hertha Berlin |
| Referee | Michel Piraux |
| Competition | UEFA Champions League Group H |
| Venue | Berliner Olympiastadion, Berlin |
| Attendance | 55,541 |
View Chelsea v Hertha Berlin head to head
2 Hertha Berlin
Goals:
| Ali Daei | 3 |
|
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| Ali Daei | 70 |
|
Starting lineup:
Goalkeeper
Gábor Király
Defender
Dick Van Burik
Midfielder
Pál Dárdai
Midfielder
Sebastian Deisler
Midfielder
Andreas Herzog
Midfielder
Anthony Sanneh
Midfielder
Andreas Schmidt
Midfielder
René Tretschok
Midfielder
Dariusz Wosz
Forward
Ali Daei
Forward
Michael Preetz
Substitutions:
| Kai Michalke for René Tretschok | 12 |
| Sixten Veit for Anthony Sanneh | 67 |
| Thomas Helmer for Pál Dárdai | 80 |
Cards:
| Dick Van Burik | Y |
1 Chelsea
Goals:
| Frank Leboeuf | penalty | 86 |
|
Starting lineup:
Ed de Goey
Goalkeeper
Albert Ferrer
Defender
Marcel Desailly
Defender
Graeme Le Saux
Defender
Frank Leboeuf
Defender
Dan Petrescu
Defender
Celestine Babayaro
Defender/Left back
Didier Deschamps
Midfielder
Dennis Wise
Midfielder
Tore André Flo
Forward
Gianfranco Zola
Forward
Substitutions:
| Gabriele Ambrosetti for Albert Ferrer | 61 |
| Chris Sutton for Tore André Flo | 61 |
| Jody Morris for Graeme Le Saux | 74 |
Cards:
| Dennis Wise | Y | |
| Marcel Desailly | Y | |
| Celestine Babayaro | Y |