| 1 | Sat 10 Aug | 11-0 v Swansea CityMiddlesbrough 1-0 Swansea City | Sky Bet Championship |
| 2 | Sat 17 Aug | 10-1 v Derby CountyDerby County 1-0 Middlesbrough | Sky Bet Championship |
| 3 | Sat 24 Aug | 12-2 v PortsmouthMiddlesbrough 2-2 Portsmouth | Sky Bet Championship |
| 4 | Sat 31 Aug | 12-0 v Cardiff CityCardiff City 0-2 Middlesbrough | Sky Bet Championship |
| 5 | Sat 14 Sep | 11-1 v Preston North EndMiddlesbrough 1-1 Preston North End | Sky Bet Championship |
| 6 | Sat 21 Sep | 10-1 v SunderlandSunderland 1-0 Middlesbrough | Sky Bet Championship |
| 7 | Sat 28 Sep | 12-0 v Stoke CityMiddlesbrough 2-0 Stoke City | Sky Bet Championship |
| 8 | Tue 1 Oct | 11-0 v West Bromwich AlbionWest Bromwich Albion 0-1 Middlesbrough | Sky Bet Championship |
| 9 | Sat 5 Oct | 11-2 v WatfordWatford 2-1 Middlesbrough | Sky Bet Championship |
| 10 | Sat 19 Oct | 10-2 v Bristol CityMiddlesbrough 0-2 Bristol City | Sky Bet Championship |
| 11 | Wed 23 Oct | 11-0 v Sheffield UnitedMiddlesbrough 1-0 Sheffield United | Sky Bet Championship |
| 12 | Sun 27 Oct | 13-3 v Norwich CityNorwich City 3-3 Middlesbrough | Sky Bet Championship |
| 13 | Sat 2 Nov | 10-3 v Coventry CityMiddlesbrough 0-3 Coventry City | Sky Bet Championship |
| 14 | Tue 5 Nov | 14-1 v Queens Park RangersQueens Park Rangers 1-4 Middlesbrough | Sky Bet Championship |
| 15 | Sat 9 Nov | 15-1 v Luton TownMiddlesbrough 5-1 Luton Town | Sky Bet Championship |
| 16 | Fri 6 Dec | 11-1 v BurnleyBurnley 1-1 Middlesbrough | Sky Bet Championship |
| 17 | Tue 10 Dec | 11-3 v Leeds UnitedLeeds United 3-1 Middlesbrough | Sky Bet Championship |
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