| 1 | Sat 9 Aug | 91-0 v Swansea CityMiddlesbrough 1-0 Swansea City | Sky Bet Championship |
| 2 | Tue 12 Aug | 90-4 v Doncaster RoversMiddlesbrough 0-4 Doncaster Rovers | Carabao Cup First Round |
| 3 | Sat 16 Aug | 9 3-0 v MillwallMillwall 0-3 Middlesbrough | Sky Bet Championship |
| 4 | Sat 23 Aug | 92-1 v Norwich CityNorwich City 1-2 Middlesbrough | Sky Bet Championship |
| 5 | Sat 30 Aug | 91-0 v Sheffield UnitedMiddlesbrough 1-0 Sheffield United | Sky Bet Championship |
| 6 | Sat 13 Sep | 92-2 v Preston North EndPreston North End 2-2 Middlesbrough | Sky Bet Championship |
| 7 | Fri 19 Sep | 92-1 v West Bromwich AlbionMiddlesbrough 2-1 West Bromwich Albion | Sky Bet Championship |
| 8 | Sat 27 Sep | 9 1-1 v SouthamptonSouthampton 1-1 Middlesbrough | Sky Bet Championship |
| 9 | Tue 30 Sep | 9 0-0 v Stoke CityMiddlesbrough 0-0 Stoke City | Sky Bet Championship |
| 10 | Sat 4 Oct | 90-1 v PortsmouthPortsmouth 1-0 Middlesbrough | Sky Bet Championship |
| 11 | Fri 17 Oct | 92-1 v Ipswich TownMiddlesbrough 2-1 Ipswich Town | Sky Bet Championship |
| 12 | Wed 22 Oct | 91-0 v Sheffield WednesdaySheffield Wednesday 0-1 Middlesbrough | Sky Bet Championship |
| 13 | Sat 25 Oct | 91-1 v WrexhamMiddlesbrough 1-1 Wrexham | Sky Bet Championship |
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