Leyton Orient v Middlesbrough, 18 April 1966
| Score | 3-2 to Middlesbrough |
| Competition | League Division Two |
| Attendance | 2,286 |
View Leyton Orient v Middlesbrough head to head
Goals:
| Jimmy Irvine |
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| Dickie Rooks | penalty |
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| Jimmy Irvine |
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Starting lineup:
Bob Appleby
Goalkeeper
Geoff Butler
Defender
Billy Horner
Defender
Gordon Jones
Defender
Dickie Rooks
Centre half
Ian Gibson
Midfielder
Jimmy Lawson
Midfielder
Stan Anderson
Wing half
Jim Townsend
Wing half
Eddie Holliday
Outside Left
Jimmy Irvine
Centre forward