York City 0 Middlesbrough 0
Outcome: Drawn
Date: 8/24/1966
Manager: Stan Anderson
Attendance: 9758
Competition: LeagueCup FirstRound
Played at: Ayresome Park
Goals:
| Goals | Time | Assists |
Team
| Player | Yellow | Red | Subbed |
| John O'Rourke | |||
| Ian Davidson | |||
| Jimmy Irvine | |||
| Dave Chadwick | |||
| Don Masson | |||
| Jimmy Lawson | |||
| Bill Gates | |||
| Gordon Jones | |||
| Billy Horner | |||
| Neville Chapman | |||
| Bob Appleby |
Subs
| Player | Yellow | Red | Subbed |