Chelsea 1 Middlesbrough 0
Outcome: Lost
Date: 9/25/1999
Manager: Bryan Robson
Attendance: 34183
Competition: PremierLeague
Played at: Riverside Stadium
Goals:
| Goals | Time | Assists |
Team
| Player | Yellow | Red | Subbed |
| Juninho | |||
| Brian Deane | |||
| Hamilton Ricard | |||
| Paul Ince | |||
| Keith Oneill | |||
| Colin Cooper | |||
| Gianluca Festa | |||
| Christian Ziege | |||
| Gary Pallister | |||
| Curtis Fleming | |||
| Mark Schwarzer |
Subs
| Player | Yellow | Red | Subbed |
| Alun Armstrong | |||
| Robbie Mustoe | |||
| Paul Gascoigne |