| 21 Aug 65 | r00  | MiddlesbroughMiddlesbrough | 1 - 1 | Manchester CityManchester Ci |
| 25 Aug 65 | r00 | BirminghamBirmingham | 1 - 1 | MiddlesbroughMiddlesbrough |
| 28 Aug 65 | r00 | Huddersfield TownHuddersfield | 6 - 0 | MiddlesbroughMiddlesbrough |
| 31 Aug 65 | r00 | MiddlesbroughMiddlesbrough | 1 - 1 | BirminghamBirmingham |
| 04 Sep 65 | r00 | MiddlesbroughMiddlesbrough | 2 - 2 | Crystal PalaceCrystal Palac |
| 07 Sep 65 | r00 | IpswichIpswich | 2 - 1 | MiddlesbroughMiddlesbrough |
| 11 Sep 65 | r00 | PrestonPreston | 1 - 1 | MiddlesbroughMiddlesbrough |
| 14 Sep 65 | r00 | MiddlesbroughMiddlesbrough | 3 - 2 | IpswichIpswich |
| 18 Sep 65 | r00 | MiddlesbroughMiddlesbrough | 2 - 2 | CharltonCharlton |
| 25 Sep 65 | r00 | PlymouthPlymouth | 2 - 2 | MiddlesbroughMiddlesbrough |
| 09 Oct 65 | r00 | MiddlesbroughMiddlesbrough | 4 - 0 | RotherhamRotherham |
| 16 Oct 65 | r00 | WolvesWolves | 3 - 0 | MiddlesbroughMiddlesbrough |
| 22 Oct 65 | r00 | MiddlesbroughMiddlesbrough | 0 - 1 | NorwichNorwich |
| 26 Oct 65 | r00 | MiddlesbroughMiddlesbrough | 5 - 2 | PortsmouthPortsmouth |
| 30 Oct 65 | r00 | BuryBury | 2 - 0 | MiddlesbroughMiddlesbrough |
| 06 Nov 65 | r00 | MiddlesbroughMiddlesbrough | 0 - 0 | SouthamptonSouthampton |
| 13 Nov 65 | r00 | DerbyDerby | 5 - 0 | MiddlesbroughMiddlesbrough |
| 20 Nov 65 | r00 | MiddlesbroughMiddlesbrough | 3 - 4 | CardiffCardiff |
| 04 Dec 65 | r00 | MiddlesbroughMiddlesbrough | 1 - 1 | CoventryCoventry |
| 11 Dec 65 | r00 | Bristol CityBristol City | 2 - 2 | MiddlesbroughMiddlesbrough |
| 18 Dec 65 | r00 | MiddlesbroughMiddlesbrough | 3 - 1 | WolvesWolves |
| 27 Dec 65 | r00 | MiddlesbroughMiddlesbrough | 2 - 1 | Leyton OrientLeyton Orient |
| 01 Jan 66 | r00 | RotherhamRotherham | 4 - 1 | MiddlesbroughMiddlesbrough |
| 08 Jan 66 | r00 | MiddlesbroughMiddlesbrough | 0 - 0 | DerbyDerby |
| 29 Jan 66 | r00 | Manchester CityManchester Ci | 3 - 1 | MiddlesbroughMiddlesbrough |
| 05 Feb 66 | r00 | MiddlesbroughMiddlesbrough | 1 - 3 | Huddersfield TownHuddersfield |
| 19 Feb 66 | r00 | Crystal PalaceCrystal Palac | 1 - 1 | MiddlesbroughMiddlesbrough |
| 26 Feb 66 | r00 | MiddlesbroughMiddlesbrough | 2 - 1 | PrestonPreston |
| 05 Mar 66 | r00 | MiddlesbroughMiddlesbrough | 4 - 2 | Bristol CityBristol City |
| 08 Mar 66 | r00 | CarlisleCarlisle | 2 - 1 | MiddlesbroughMiddlesbrough |
| 12 Mar 66 | r00 | CharltonCharlton | 1 - 0 | MiddlesbroughMiddlesbrough |
| 19 Mar 66 | r00 | MiddlesbroughMiddlesbrough | 0 - 1 | PlymouthPlymouth |
| 25 Mar 66 | r00 | PortsmouthPortsmouth | 4 - 1 | MiddlesbroughMiddlesbrough |
| 02 Apr 66 | r00 | SouthamptonSouthampton | 3 - 1 | MiddlesbroughMiddlesbrough |
| 09 Apr 66 | r00 | MiddlesbroughMiddlesbrough | 1 - 0 | BuryBury |
| 11 Apr 66 | r00 | BoltonBolton | 6 - 0 | MiddlesbroughMiddlesbrough |
| 12 Apr 66 | r00 | MiddlesbroughMiddlesbrough | 1 - 1 | BoltonBolton |
| 18 Apr 66 | r00 | Leyton OrientLeyton Orient | 2 - 3 | MiddlesbroughMiddlesbrough |
| 23 Apr 66 | r00 | MiddlesbroughMiddlesbrough | 0 - 2 | CarlisleCarlisle |
| 27 Apr 66 | r00 | NorwichNorwich | 1 - 2 | MiddlesbroughMiddlesbrough |
| 30 Apr 66 | r00 | CoventryCoventry | 2 - 1 | MiddlesbroughMiddlesbrough |
| 03 May 66 | r00 | CardiffCardiff | 5 - 3 | MiddlesbroughMiddlesbrough |
Team 1965-1966 Schedules
Birmingham City
Blackburn Rovers
Bolton Wanderers
Bristol City
Burnley
Cardiff City
Charlton Athletic
Derby County
Lincoln City
Middlesbrough
Millwall
Norwich City
Portsmouth
Preston North End
Queens Park Rangers
Sheffield United
Southampton
Stoke City
Swansea City
Watford
West Bromwich Albion
West Ham United
Wolverhampton Wanderers
Wrexham
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