Colchester United 2 Middlesbrough 4
Outcome: Won
Date: 9/22/1965
Manager: Raich Carter
Attendance: 7777
Competition: LeagueCup SecondRound
Played at: Layer Road
Goals:
| Goals | Time | Assists | |
| Billy Horner | |||
| Jimmy Irvine | |||
| Jimmy Irvine | |||
| Eric McMordie | |||
Team
| Player | Yellow | Red | Subbed |
| Ian Davidson | |||
| Jimmy Irvine | |||
| Bobby Braithwaite | |||
| Eddie Holliday | |||
| Eric McMordie | |||
| Ian Gibson | |||
| Bill Gates | |||
| Gordon Jones | |||
| Dickie Rooks | |||
| Billy Horner | |||
| Eddie Connachan |
Subs
| Player | Yellow | Red | Subbed |