Tottenham Hotspur v Coventry City, 19 September 1999
| Score | 3-2 to Tottenham Hotspur |
| Referee | Andy D' Urso |
| Competition | Premier League |
| Venue | White Hart Lane |
| Attendance | 35,224 |
View Tottenham Hotspur v Coventry City head to head
Goals:
| Steffen Iversen | 7 |
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| Chris Armstrong | 50 |
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| Øyvind Leonhardsen | 51 |
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Starting lineup:
Goalkeeper
Ian Walker
Defender
Stephen Carr
Defender
Luke Young
Defender/Centre back
Chris Perry
Defender/Left back
Mauricio Taricco
Midfielder
Steffen Freund
Midfielder
David Ginola
Midfielder
Øyvind Leonhardsen
Midfielder
Tim Sherwood
Forward
Chris Armstrong
Forward
Steffen Iversen
Substitutions:
| José Dominguez for David Ginola | 59 |
| Allan Nielsen for Chris Armstrong | 85 |
Cards:
| Chris Armstrong | Y |
Goals:
| Robbie Keane | 54 |
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| Youssef Chippo | 75 |
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Starting lineup:
Magnus Hedman
Goalkeeper
David Burrows
Defender
Marc Edworthy
Defender
Mo Konjić
Defender
Richard Shaw
Defender/Centre back
Paul D Williams
Defender/Centre back
Youssef Chippo
Midfielder
Steve Froggatt
Midfielder
Mustapha Hadji
Midfielder
Gary McAllister
Midfielder
Robbie Keane
Forward
Substitutions:
| Marcus Hall for Steve Froggatt | 59 |
| Paul Hall for David Burrows | 83 |
Cards:
| Richard Shaw | Y | |
| Mustapha Hadji | Y | |
| Mo Konjić | Y |