Leeds United v Middlesbrough, 16 January 1999
| Score | 2-0 to Leeds United |
| Competition | Premier League |
| Venue | Elland Road |
| Attendance | 37,394 |
View Leeds United v Middlesbrough head to head
Goals:
| Alan Smith | 21 |
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| Lee Bowyer | 27 |
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Starting lineup:
Goalkeeper
Nigel Martyn
Defender
Ian Harte
Defender/Centre back
Lucas Radebe
Defender/Centre back
David Wetherall
Defender/Midfielder
Danny Granville
Midfielder
Lee Bowyer
Midfielder
David Hopkin
Midfielder
Stephen McPhail
Midfielder/Forward
Harry Kewell
Forward
Jimmy Floyd Hasselbaink
Forward
Alan Smith
Substitutions:
| Alfe-Inge Haaland for Stephen McPhail | 77 |
| Willem Korsten for Alan Smith | 82 |
Cards:
| Ian Harte | Y |
Goals:
Starting lineup:
Mark Schwarzer
Goalkeeper
Gianluca Festa
Defender
Curtis Fleming
Defender
Gary Pallister
Defender
Steve Vickers
Defender
Dean Gordon
Defender/Left back
Paul Gascoigne
Midfielder
Neil Maddison
Midfielder
Robbie Mustoe
Midfielder
Brian Deane
Forward
Hamilton Ricard
Forward
Substitutions:
| Mikkel Beck for Neil Maddison | 63 |
| Colin Cooper for Paul Gascoigne | 63 |
Cards:
| Curtis Fleming | Y | |
| Gary Pallister | Y | |
| Hamilton Ricard | Y |