Middlesbrough football club match record: 1966
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1965-66 season
| Date | Match | Result | Score | Competition |
|---|---|---|---|---|
| 21 Aug 1965 | Middlesbrough v Manchester City | D | 1-1 | League Division Two |
| 25 Aug 1965 | Birmingham City v Middlesbrough | D | 1-1 | League Division Two |
| 28 Aug 1965 | Huddersfield Town v Middlesbrough | L | 6-0 | League Division Two |
| 31 Aug 1965 | Middlesbrough v Birmingham City | D | 1-1 | League Division Two |
| 04 Sep 1965 | Middlesbrough v Crystal Palace | D | 2-2 | League Division Two |
| 07 Sep 1965 | Ipswich Town v Middlesbrough | L | 2-1 | League Division Two |
| 11 Sep 1965 | Preston North End v Middlesbrough | D | 1-1 | League Division Two |
| 14 Sep 1965 | Middlesbrough v Ipswich Town | W | 3-2 | League Division Two |
| 18 Sep 1965 | Middlesbrough v Charlton Athletic | D | 2-2 | League Division Two |
| 22 Sep 1965 | Colchester United v Middlesbrough | W | 2-4 | League Cup |
| 25 Sep 1965 | Plymouth Argyle v Middlesbrough | D | 2-2 | League Division Two |
| 09 Oct 1965 | Middlesbrough v Rotherham United | W | 4-0 | League Division Two |
| 13 Oct 1965 | Middlesbrough v Millwall | D | 0-0 | League Cup |
| 16 Oct 1965 | Wolverhampton Wanderers v Middlesbrough | L | 3-0 | League Division Two |
| 18 Oct 1965 | Millwall v Middlesbrough | L | 3-1 | League Cup |
| 22 Oct 1965 | Middlesbrough v Norwich City | L | 0-1 | League Division Two |
| 26 Oct 1965 | Middlesbrough v Portsmouth | W | 5-2 | League Division Two |
| 30 Oct 1965 | Bury v Middlesbrough | L | 2-0 | League Division Two |
| 06 Nov 1965 | Middlesbrough v Southampton | D | 0-0 | League Division Two |
| 13 Nov 1965 | Derby County v Middlesbrough | L | 5-0 | League Division Two |
| 20 Nov 1965 | Middlesbrough v Cardiff City | L | 3-4 | League Division Two |
| 04 Dec 1965 | Middlesbrough v Coventry City | D | 1-1 | League Division Two |
| 11 Dec 1965 | Bristol City v Middlesbrough | D | 2-2 | League Division Two |
| 18 Dec 1965 | Middlesbrough v Wolverhampton Wanderers | W | 3-1 | League Division Two |
| 27 Dec 1965 | Middlesbrough v Leyton Orient | W | 2-1 | League Division Two |
| 01 Jan 1966 | Rotherham United v Middlesbrough | L | 4-1 | League Division Two |
| 08 Jan 1966 | Middlesbrough v Derby County | D | 0-0 | League Division Two |
| 22 Jan 1966 | Tottenham Hotspur v Middlesbrough | L | 4-0 | FA Cup |
| 29 Jan 1966 | Manchester City v Middlesbrough | L | 3-1 | League Division Two |
| 05 Feb 1966 | Middlesbrough v Huddersfield Town | L | 1-3 | League Division Two |
| 19 Feb 1966 | Crystal Palace v Middlesbrough | D | 1-1 | League Division Two |
| 26 Feb 1966 | Middlesbrough v Preston North End | W | 2-1 | League Division Two |
| 05 Mar 1966 | Middlesbrough v Bristol City | W | 4-2 | League Division Two |
| 08 Mar 1966 | Carlisle United v Middlesbrough | L | 2-1 | League Division Two |
| 12 Mar 1966 | Charlton Athletic v Middlesbrough | L | 1-0 | League Division Two |
| 19 Mar 1966 | Middlesbrough v Plymouth Argyle | L | 0-1 | League Division Two |
| 25 Mar 1966 | Portsmouth v Middlesbrough | L | 4-1 | League Division Two |
| 02 Apr 1966 | Southampton v Middlesbrough | L | 3-1 | League Division Two |
| 09 Apr 1966 | Middlesbrough v Bury | W | 1-0 | League Division Two |
| 11 Apr 1966 | Bolton Wanderers v Middlesbrough | L | 6-0 | League Division Two |
| 12 Apr 1966 | Middlesbrough v Bolton Wanderers | D | 1-1 | League Division Two |
| 18 Apr 1966 | Leyton Orient v Middlesbrough | W | 2-3 | League Division Two |
| 23 Apr 1966 | Middlesbrough v Carlisle United | L | 0-2 | League Division Two |
| 27 Apr 1966 | Norwich City v Middlesbrough | W | 1-2 | League Division Two |
| 30 Apr 1966 | Coventry City v Middlesbrough | L | 2-1 | League Division Two |
| 03 May 1966 | Cardiff City v Middlesbrough | L | 5-3 | League Division Two |