Leyton Orient 5 Middlesbrough 2
Outcome: Lost
Date: 11/15/1958
Manager: Bob Dennison
Attendance: 10234
Competition: DivisionTwo
Played at: Brisbane Road
Goals:
| Goals | Time | Assists | |
| Alan Peacock | |||
| Alan Peacock | |||
Team
| Player | Yellow | Red | Subbed |
| Eddie Holliday | |||
| Bill Harris | |||
| Alan Peacock | |||
| Brian Clough | |||
| Arthur Fitzsimons | |||
| Ron Burbeck | |||
| Derek Stonehouse | |||
| Brian Phillips | |||
| Dick Robinson | |||
| Brian Jordan | |||
| Peter Taylor |
Subs
| Player | Yellow | Red | Subbed |