| 17 Aug 85 | r00  | AFC WimbledonAFC Wimbledon | 3 - 0 | MiddlesbroughMiddlesbrough |
| 24 Aug 85 | r00 | MiddlesbroughMiddlesbrough | 1 - 0 | FulhamFulham |
| 27 Aug 85 | r00 | CharltonCharlton | 2 - 0 | MiddlesbroughMiddlesbrough |
| 31 Aug 85 | r00 | MiddlesbroughMiddlesbrough | 0 - 1 | BrightonBrighton |
| 07 Sep 85 | r00 | HullHull | 0 - 0 | MiddlesbroughMiddlesbrough |
| 10 Sep 85 | r00 | MiddlesbroughMiddlesbrough | 1 - 1 | StokeStoke |
| 14 Sep 85 | r00 | MiddlesbroughMiddlesbrough | 1 - 1 | NorwichNorwich |
| 21 Sep 85 | r00 | Sheffield UnitedSheffield Uni | 0 - 1 | MiddlesbroughMiddlesbrough |
| 28 Sep 85 | r00 | MiddlesbroughMiddlesbrough | 0 - 0 | BarnsleyBarnsley |
| 05 Oct 85 | r00 | MiddlesbroughMiddlesbrough | 0 - 2 | Crystal PalaceCrystal Palac |
| 12 Oct 85 | r00 | LeedsLeeds | 1 - 0 | MiddlesbroughMiddlesbrough |
| 19 Oct 85 | r00 | MiddlesbroughMiddlesbrough | 1 - 1 | BradfordBradford |
| 22 Oct 85 | r00 | SunderlandSunderland | 1 - 0 | MiddlesbroughMiddlesbrough |
| 26 Oct 85 | r00 | GrimsbyGrimsby | 3 - 2 | MiddlesbroughMiddlesbrough |
| 02 Nov 85 | r00 | MiddlesbroughMiddlesbrough | 0 - 0 | BlackburnBlackburn |
| 16 Nov 85 | r00 | MiddlesbroughMiddlesbrough | 3 - 2 | OldhamOldham |
| 23 Nov 85 | r00 | MillwallMillwall | 3 - 0 | MiddlesbroughMiddlesbrough |
| 30 Nov 85 | r00 | MiddlesbroughMiddlesbrough | 3 - 1 | ShrewsburyShrewsbury |
| 07 Dec 85 | r00 | StokeStoke | 3 - 2 | MiddlesbroughMiddlesbrough |
| 14 Dec 85 | r00 | MiddlesbroughMiddlesbrough | 1 - 0 | AFC WimbledonAFC Wimbledon |
| 21 Dec 85 | r00 | FulhamFulham | 0 - 3 | MiddlesbroughMiddlesbrough |
| 26 Dec 85 | r00 | CarlisleCarlisle | 1 - 0 | MiddlesbroughMiddlesbrough |
| 28 Dec 85 | r00 | MiddlesbroughMiddlesbrough | 2 - 0 | SunderlandSunderland |
| 01 Jan 86 | r00 | MiddlesbroughMiddlesbrough | 0 - 1 | Huddersfield TownHuddersfield |
| 11 Jan 86 | r00 | NorwichNorwich | 2 - 0 | MiddlesbroughMiddlesbrough |
| 18 Jan 86 | r00 | BrightonBrighton | 3 - 3 | MiddlesbroughMiddlesbrough |
| 25 Jan 86 | r00 | PortsmouthPortsmouth | 1 - 0 | MiddlesbroughMiddlesbrough |
| 01 Feb 86 | r00 | MiddlesbroughMiddlesbrough | 1 - 3 | CharltonCharlton |
| 04 Mar 86 | r00 | MiddlesbroughMiddlesbrough | 3 - 1 | GrimsbyGrimsby |
| 08 Mar 86 | r00 | Crystal PalaceCrystal Palac | 2 - 1 | MiddlesbroughMiddlesbrough |
| 15 Mar 86 | r00 | MiddlesbroughMiddlesbrough | 2 - 2 | LeedsLeeds |
| 18 Mar 86 | r00 | MiddlesbroughMiddlesbrough | 1 - 2 | Sheffield UnitedSheffield Uni |
| 22 Mar 86 | r00 | MiddlesbroughMiddlesbrough | 1 - 2 | HullHull |
| 25 Mar 86 | r00 | BarnsleyBarnsley | 0 - 0 | MiddlesbroughMiddlesbrough |
| 29 Mar 86 | r00 | Huddersfield TownHuddersfield | 0 - 3 | MiddlesbroughMiddlesbrough |
| 31 Mar 86 | r00 | MiddlesbroughMiddlesbrough | 1 - 3 | CarlisleCarlisle |
| 05 Apr 86 | r00 | BlackburnBlackburn | 0 - 1 | MiddlesbroughMiddlesbrough |
| 12 Apr 86 | r00 | MiddlesbroughMiddlesbrough | 1 - 0 | PortsmouthPortsmouth |
| 19 Apr 86 | r00 | OldhamOldham | 1 - 0 | MiddlesbroughMiddlesbrough |
| 23 Apr 86 | r00 | BradfordBradford | 2 - 1 | MiddlesbroughMiddlesbrough |
| 26 Apr 86 | r00 | MiddlesbroughMiddlesbrough | 3 - 0 | MillwallMillwall |
| 03 May 86 | r00 | ShrewsburyShrewsbury | 2 - 1 | MiddlesbroughMiddlesbrough |
Team 1985-1986 Schedules
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Burnley
Cardiff City
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Derby County
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Millwall
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Preston North End
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