Aston Villa v Chester City, 21 September 1999
| Score | 5-0 to Aston Villa |
| Referee | Scott Mathieson |
| Competition | League Cup 2nd round 2nd leg |
| Venue | Villa Park |
| Attendance | 22,613 |
View Aston Villa v Chester City head to head
Goals:
| George Boateng | 16 |
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| Ian Taylor | 31 |
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| Lee Hendrie | 46 |
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| Lee Hendrie | 47 |
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| Alan Thompson | 50 |
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Starting lineup:
Goalkeeper
Peter Enckelman
Defender
Ugo Ehiogu
Defender
Gareth Southgate
Defender
Steve Watson
Midfielder
Gareth Barry
Midfielder
George Boateng
Midfielder
Lee Hendrie
Midfielder
Ian Taylor
Midfielder
Alan Thompson
Forward
Dion Dublin
Forward
Darius Vassell
Substitutions:
| Paul Merson for Ian Taylor | 48 |
| JLloyd Samuel for Gareth Barry | 51 |
| Julian Joachim for Dion Dublin | 57 |
Goals:
Starting lineup:
Wayne Brown
Goalkeeper
Matt Doughty
Defender
Martyn Lancaster
Defender
Mattie Woods
Defender
Ross Davidson
Defender/Full back
Goran Milovaijevic
Defender/Midfielder
Neil Fisher
Midfielder
Nick Richardson
Midfielder
Andy Shelton
Midfielder
Darren Wright
Midfielder
Luke Beckett
Forward
Substitutions:
| Paul Berry for Andy Shelton | 51 |
| Jon Jones for Goran Milovaijevic | 62 |
| Danny Carson for Neil Fisher | 86 |