Tottenham Hotspur v Middlesbrough, 22 January 1966
| Score | 4-0 to Tottenham Hotspur |
| Competition | FA Cup 3rd round |
| Venue | White Hart Lane |
| Attendance | 37,349 |
View Tottenham Hotspur v Middlesbrough head to head
Richard Le Flem made his final appearance before moving to Leyton Orient in March. Donald Ratcliffe made his final appearance before moving to Darlington in February.
Goals:
| Dave Mackay | penalty |
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| Dave Mackay |
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| Frank Saul |
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| Frank Saul |
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Starting lineup:
Goalkeeper
Pat Jennings
Defender
Phil Beal
Defender
Cyril Knowles
Defender/Midfielder
Dave Mackay
Centre half
Laurie Brown
Midfielder
Alan Mullery
Midfielder/Forward
Cliff Jones
Forward
Alan Gilzean
Forward
Frank Saul
Winger
Jimmy Robertson
Inside forward
Eddie Clayton
Goals:
Starting lineup:
Des McPartland
Goalkeeper
Bill Gates
Defender
Gordon Jones
Defender
Dickie Rooks
Centre half
Ian Gibson
Midfielder
Eric McMordie
Midfielder
Stan Anderson
Wing half
Ian Davidson
Wing half
Dick Le Flem
Outside Left
Arthur Horsfield
Forward
Don Ratcliffe
Winger