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Middlesbrough v Newcastle 10.08.1965 - Friendly
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Middlesbrough v Newcastle 14.08.1965 - Friendly
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Middlesbrough v Man City 21.08.1965
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Middlesbrough v Birmingham 25.08.1965
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Middlesbrough v Huddersfield 28.08.1965
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Middlesbrough v Birmingham 31.08.1965
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Middlesbrough v Crystal Palace 04.09.1965
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Middlesbrough v Ipswich 07.09.1965
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Middlesbrough v Preston 11.09.1965
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Middlesbrough v Ipswich 14.09.1965
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Middlesbrough v Charlton 18.09.1965
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Middlesbrough v Colchester 22.09.1965 - League Cup Round 2
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Middlesbrough v Plymouth 25.09.1965
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Middlesbrough v Rotherham 09.10.1965
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Middlesbrough v Millwall 13.10.1965 - League Cup 3rd Round
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Middlesbrough v Wolves 16.10.1965
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Middlesbrough v Millwall 18.10.1965 - League Cup 3rd Round Replay
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Middlesbrough v Norwich 22.10.1965
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Middlesbrough v Portsmouth 26.10.1965
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Middlesbrough v Bury 30.10.1965
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Middlesbrough v Southampton 06.11.1965
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Middlesbrough v Derby 13.11.1965
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Middlesbrough v Cardiff 20.11.1965
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Middlesbrough v Coventry 04.12.1965
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Middlesbrough v Bristol City 11.12.1965
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Darlington v Middlesbrough 13.12.1965 - Ron Greener Testimonial Match
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Middlesbrough v Wolves 18.12.1965
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Middlesbrough v Leyton Orient 27.12.1965
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Middlesbrough v Leyton Orient 29.12.1965 (postponed)
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Middlesbrough v Rotherham 01.01.1966
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Middlesbrough v Derby 08.01.1966
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Middlesbrough v Spurs 22.01.1966 - FA Cup 3rd Round
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Middlesbrough v Man City 29.01.1966
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Middlesbrough v Huddersfield 05.02.1966
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Middlesbrough v Crystal Palace 19.02.1966
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Middlesbrough v Preston 26.02.1966
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Middlesbrough v Bristol City 05.03.1966
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Middlesbrough v Carlisle 08.03.1966
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Middlesbrough v Charlton 12.03.1966
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Middlesbrough v Plymouth 19.03.1966
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Middlesbrough v Portsmouth 25.03.1966
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Middlesbrough v Southampton 02.04.1966
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Middlesbrough v Bury 09.04.1966
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Middlesbrough v Bolton 11.04.1966
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Middlesbrough v Bolton 12.04.1966
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Middlesbrough v Leyton Orient 18.04.1966
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Middlesbrough v Carlisle 23.04.1966
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Middlesbrough v Norwich 27.04.1966
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Middlesbrough v Coventry 30.04.1966
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Middlesbrough v Cardiff 03.05.1966 (Relegated)