Coventry City v Tranmere Rovers, 22 September 1999
| Score | 3-1 to Coventry City |
| Referee | Trevor Jones |
| Competition | League Cup 2nd round 2nd leg |
| Venue | Highfield Road |
| Attendance | 12,433 |
View Coventry City v Tranmere Rovers head to head
Tranmere won 6-4 on aggregate.
Goals:
| Gary McAllister | 21 |
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| Youssef Chippo | 44 |
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| Youssef Chippo | 45 |
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Starting lineup:
Goalkeeper
Chris Kirkland
Defender
Marc Edworthy
Defender
Mo Konjić
Defender/Centre back
Richard Shaw
Defender/Left back
Marcus Hall
Midfielder
Youssef Chippo
Midfielder
Mustapha Hadji
Midfielder
Gary McAllister
Midfielder
Carlton Palmer
Midfielder
Paul Telfer
Forward
Gary McSheffrey
Substitutions:
| John Eustace for Gary McSheffrey | 82 |
Cards:
| Mustapha Hadji | Y | |
| Gary McAllister | Y | |
| Carlton Palmer | Y |
Goals:
| Scott Taylor | 22 |
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Starting lineup:
John Achterberg
Goalkeeper
Graham Allen
Defender
Clint Hill
Defender
Andy Thompson
Defender
Steve Yates
Defender
Dave Challinor
Defender/Centre back
Gareth Roberts
Defender/Midfielder
Alan Mahon
Midfielder
Alan Morgan
Midfielder
David Kelly
Forward
Scott Taylor
Forward
Substitutions:
| Andy Parkinson for Scott Taylor | 75 |
Cards:
| Scott Taylor | Y | |
| Gareth Roberts | Y | |
| Dave Challinor | Y | |
| Graham Allen | Y |