Southampton v Manchester City, 21 September 1999
| Score | 4-3 to Southampton |
| Referee | Rob Harris |
| Competition | League Cup 2nd round 2nd leg |
| Venue | The Dell |
| Attendance | 10,960 |
View Southampton v Manchester City head to head
Southampton won 4-3 on aggregate.
After extra time - 3-3 at 90 minutes.
Goals:
| Jason Dodd | penalty | 16 |
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| Matt Oakley | 28 |
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| Matt Oakley | 57 |
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| Dean Richards | 92 |
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Starting lineup:
Goalkeeper
Paul Jones
Defender/Right back
Jason Dodd
Defender
Francis Benali
Defender
Wayne Bridge
Defender
Claus Lundekvam
Defender/Centre back
Dean Richards
Midfielder
Hassan Kachloul
Midfielder
Matt Oakley
Midfielder
Trond Egil Soltvedt
Forward
James Beattie
Forward
Mark Hughes
Substitutions:
| Matt Le Tissier for James Beattie | 82 |
| Luis Boa Morte for Wayne Bridge | 82 |
Cards:
| Mark Hughes | Y | |
| Mark Hughes | Y | |
| Matt Oakley | Y | |
| Jason Dodd | Y | |
| Claus Lundekvam | Y | |
| Mark Hughes | 89 | R |
Goals:
| Paul Dickov | 10 |
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| Shaun Goater | 76 |
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| Shaun Goater | 82 |
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Starting lineup:
Nicky Weaver
Goalkeeper
Richard Edghill
Defender/Right back
Richard Jobson
Defender
Lee Crooks
Defender/Midfielder
Danny Tiatto
Defender/Midfielder
Ian Bishop
Midfielder
Kevin Horlock
Midfielder
Mark Kennedy
Midfielder
Jeff Whitley
Midfielder
Paul Dickov
Forward
Shaun Goater
Forward
Substitutions:
| Nick Fenton for Richard Edghill | 91 |
| Danny Allsopp for Paul Dickov | 98 |
| Terry Cooke for Danny Tiatto | 101 |
Cards:
| Danny Tiatto | Y | |
| Richard Jobson | Y | |
| Ian Bishop | Y |