| 22 Aug 59 | r00  | MiddlesbroughMiddlesbrough | 0 - 0 | PortsmouthPortsmouth |
| 26 Aug 59 | r00 | CardiffCardiff | 2 - 0 | MiddlesbroughMiddlesbrough |
| 29 Aug 59 | r00 | DerbyDerby | 1 - 7 | MiddlesbroughMiddlesbrough |
| 02 Sep 59 | r00 | MiddlesbroughMiddlesbrough | 1 - 1 | CardiffCardiff |
| 05 Sep 59 | r00 | MiddlesbroughMiddlesbrough | 6 - 2 | PlymouthPlymouth |
| 09 Sep 59 | r00 | MiddlesbroughMiddlesbrough | 4 - 0 | HullHull |
| 12 Sep 59 | r00 | LiverpoolLiverpool | 1 - 2 | MiddlesbroughMiddlesbrough |
| 14 Sep 59 | r00 | HullHull | 3 - 3 | MiddlesbroughMiddlesbrough |
| 19 Sep 59 | r00 | MiddlesbroughMiddlesbrough | 3 - 0 | CharltonCharlton |
| 26 Sep 59 | r00 | Bristol CityBristol City | 2 - 0 | MiddlesbroughMiddlesbrough |
| 03 Oct 59 | r00 | MiddlesbroughMiddlesbrough | 3 - 1 | ScunthorpeScunthorpe |
| 10 Oct 59 | r00 | MiddlesbroughMiddlesbrough | 1 - 1 | SunderlandSunderland |
| 17 Oct 59 | r00 | Aston VillaAston Villa | 1 - 0 | MiddlesbroughMiddlesbrough |
| 24 Oct 59 | r00 | MiddlesbroughMiddlesbrough | 3 - 2 | LincolnLincoln |
| 31 Oct 59 | r00 | Leyton OrientLeyton Orient | 5 - 0 | MiddlesbroughMiddlesbrough |
| 07 Nov 59 | r00 | MiddlesbroughMiddlesbrough | 1 - 0 | Huddersfield TownHuddersfield |
| 14 Nov 59 | r00 | IpswichIpswich | 1 - 0 | MiddlesbroughMiddlesbrough |
| 21 Nov 59 | r00 | MiddlesbroughMiddlesbrough | 5 - 1 | Bristol RoversBristol Rover |
| 28 Nov 59 | r00 | SwanseaSwansea | 3 - 1 | MiddlesbroughMiddlesbrough |
| 05 Dec 59 | r00 | MiddlesbroughMiddlesbrough | 4 - 1 | BrightonBrighton |
| 12 Dec 59 | r00 | StokeStoke | 2 - 5 | MiddlesbroughMiddlesbrough |
| 19 Dec 59 | r00 | PortsmouthPortsmouth | 6 - 3 | MiddlesbroughMiddlesbrough |
| 26 Dec 59 | r00 | RotherhamRotherham | 0 - 2 | MiddlesbroughMiddlesbrough |
| 28 Dec 59 | r00 | MiddlesbroughMiddlesbrough | 3 - 0 | RotherhamRotherham |
| 02 Jan 60 | r00 | MiddlesbroughMiddlesbrough | 3 - 0 | DerbyDerby |
| 16 Jan 60 | r00 | PlymouthPlymouth | 2 - 2 | MiddlesbroughMiddlesbrough |
| 23 Jan 60 | r00 | MiddlesbroughMiddlesbrough | 3 - 3 | LiverpoolLiverpool |
| 06 Feb 60 | r00 | CharltonCharlton | 1 - 0 | MiddlesbroughMiddlesbrough |
| 13 Feb 60 | r00 | MiddlesbroughMiddlesbrough | 6 - 3 | Bristol CityBristol City |
| 20 Feb 60 | r00 | ScunthorpeScunthorpe | 1 - 1 | MiddlesbroughMiddlesbrough |
| 27 Feb 60 | r00 | SunderlandSunderland | 2 - 2 | MiddlesbroughMiddlesbrough |
| 05 Mar 60 | r00 | MiddlesbroughMiddlesbrough | 0 - 1 | Aston VillaAston Villa |
| 12 Mar 60 | r00 | LincolnLincoln | 5 - 2 | MiddlesbroughMiddlesbrough |
| 19 Mar 60 | r00 | MiddlesbroughMiddlesbrough | 2 - 0 | SwanseaSwansea |
| 26 Mar 60 | r00 | Huddersfield TownHuddersfield | 2 - 0 | MiddlesbroughMiddlesbrough |
| 02 Apr 60 | r00 | MiddlesbroughMiddlesbrough | 4 - 1 | IpswichIpswich |
| 09 Apr 60 | r00 | Bristol RoversBristol Rover | 0 - 2 | MiddlesbroughMiddlesbrough |
| 16 Apr 60 | r00 | MiddlesbroughMiddlesbrough | 1 - 0 | StokeStoke |
| 18 Apr 60 | r00 | MiddlesbroughMiddlesbrough | 1 - 2 | Sheffield UnitedSheffield Uni |
| 19 Apr 60 | r00 | Sheffield UnitedSheffield Uni | 0 - 0 | MiddlesbroughMiddlesbrough |
| 23 Apr 60 | r00 | BrightonBrighton | 3 - 2 | MiddlesbroughMiddlesbrough |
| 30 Apr 60 | r00 | MiddlesbroughMiddlesbrough | 2 - 2 | Leyton OrientLeyton Orient |
Team 1959-1960 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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