| 1 | Sat 30 Aug | 31-0 v Sheffield UnitedMiddlesbrough 1-0 Sheffield United | Sky Bet Championship |
| 2 | Sat 13 Sep | 32-2 v Preston North EndPreston North End 2-2 Middlesbrough | Sky Bet Championship |
| 3 | Fri 19 Sep | 32-1 v West Bromwich AlbionMiddlesbrough 2-1 West Bromwich Albion | Sky Bet Championship |
| 4 | Sat 27 Sep | 3 1-1 v SouthamptonSouthampton 1-1 Middlesbrough | Sky Bet Championship |
| 5 | Tue 30 Sep | 30-0 v Stoke CityMiddlesbrough 0-0 Stoke City | Sky Bet Championship |
| 6 | Sat 4 Oct | 30-1 v PortsmouthPortsmouth 1-0 Middlesbrough | Sky Bet Championship |
| 7 | Fri 17 Oct | 32-1 v Ipswich TownMiddlesbrough 2-1 Ipswich Town | Sky Bet Championship |
| 8 | Wed 22 Oct | 31-0 v Sheffield WednesdaySheffield Wednesday 0-1 Middlesbrough | Sky Bet Championship |
| 9 | Sat 25 Oct | 31-1 v WrexhamMiddlesbrough 1-1 Wrexham | Sky Bet Championship |
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