Leyton Orient 2 Middlesbrough 3
Outcome: Won
Date: 4/18/1966
Manager: Stan Anderson
Attendance: 2286
Competition: DivisionTwo
Played at: Brisbane Road
Goals:
| Goals | Time | Assists | |
| Jimmy Irvine | |||
| Jimmy Irvine | |||
| Dickie Rooks | |||
Team
| Player | Yellow | Red | Subbed |
| Jimmy Irvine | |||
| Eddie Holliday | |||
| Jim Townsend | |||
| Stan Anderson | |||
| Jimmy Lawson | |||
| Ian Gibson | |||
| Gordon Jones | |||
| Dickie Rooks | |||
| Billy Horner | |||
| Geoff Butler | |||
| Bob Appleby |
Subs
| Player | Yellow | Red | Subbed |