Colchester United v Middlesbrough, 20 August 1966
| Score | 3-2 to Middlesbrough |
| Competition | League Division Three |
| Attendance | 4,382 |
View Colchester United v Middlesbrough head to head
David Chadwick made his debut after moving from Southampton in July. John O'Rourke made his debut after moving from Luton Town in July.
Goals:
| John O'Rourke |
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| John O'Rourke |
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| Jimmy Lawson |
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Starting lineup:
Bob Appleby
Goalkeeper
Bill Gates
Defender
Billy Horner
Defender
Gordon Jones
Defender
Dickie Rooks
Centre half
Dave Chadwick
Midfielder
Jimmy Lawson
Midfielder
Don Masson
Midfielder
Ian Davidson
Wing half
Jimmy Irvine
Centre forward
John O'Rourke
Centre forward
Substitutions:
| Neville Chapman for Dickie Rooks |
On the bench:
Right back
Neville Chapman