Leyton Orient 4 Middlesbrough 0
Outcome: Lost
Date: 9/28/1957
Manager: Bob Dennison
Attendance: 18487
Competition: Division Two
Goals:
Team
| Player | Yellow | Red | Subbed |
| Peter Taylor | |||
| Brian Phillips | |||
| Dick Robinson | |||
| Ray Bilcliff | |||
| Ron Burbeck | |||
| Arthur Fitzsimons | |||
| Bill Harris | |||
| Brian Clough | |||
| Derek McLean | |||
| Ronnie Dicks | |||
| Lindy Delapenha |
Subs
| Player | Yellow | Red | Subbed |