Portsmouth 4 Middlesbrough 1
Outcome: Lost
Date: 3/25/1966
Manager: Stan Anderson
Attendance: 10640
Competition: DivisionTwo
Played at: Fratton Park
Goals:
| Goals | Time | Assists | |
| Ian Gibson | |||
Team
| Player | Yellow | Red | Subbed |
| Arthur Horsfield | |||
| Eddie Holliday | |||
| Jim Townsend | |||
| Stan Anderson | |||
| Derrick Downing | |||
| Ian Gibson | |||
| Terry Garbett | |||
| Gordon Jones | |||
| Dickie Rooks | |||
| Billy Horner | |||
| Des McPartland |
Subs
| Player | Yellow | Red | Subbed |