Leeds United 2 Middlesbrough 0
Outcome: Lost
Date: 9/19/1999
Manager: Bryan Robson
Attendance: 34122
Competition: PremierLeague
Played at: Elland Road
Goals:
| Goals | Time | Assists |
Team
| Player | Yellow | Red | Subbed |
| Brian Deane | |||
| Alun Armstrong | |||
| Robbie Mustoe | |||
| Paul Ince | |||
| Keith Oneill | |||
| Colin Cooper | |||
| Gianluca Festa | |||
| Christian Ziege | |||
| Gary Pallister | |||
| Steve Vickers | |||
| Mark Schwarzer |
Subs
| Player | Yellow | Red | Subbed |
| Hamilton Ricard |