| 1 | Sat 9 Aug | 22 1-0 v Swansea CityMiddlesbrough 1-0 Swansea City | Sky Bet Championship |
| 2 | Sat 16 Aug | 22 3-0 v MillwallMillwall 0-3 Middlesbrough | Sky Bet Championship |
| 3 | Sat 23 Aug | 222-1 v Norwich CityNorwich City 1-2 Middlesbrough | Sky Bet Championship |
| 4 | Sat 30 Aug | 221-0 v Sheffield UnitedMiddlesbrough 1-0 Sheffield United | Sky Bet Championship |
| 5 | Fri 19 Sep | 222-1 v West Bromwich AlbionMiddlesbrough 2-1 West Bromwich Albion | Sky Bet Championship |
| 6 | Tue 30 Sep | 22 0-0 v Stoke CityMiddlesbrough 0-0 Stoke City | Sky Bet Championship |
| 7 | Fri 17 Oct | 222-1 v Ipswich TownMiddlesbrough 2-1 Ipswich Town | Sky Bet Championship |
| 8 | Sat 25 Oct | 221-1 v WrexhamMiddlesbrough 1-1 Wrexham | Sky Bet Championship |
| 9 | Tue 4 Nov | 221-1 v Leicester CityLeicester City 1-1 Middlesbrough | Sky Bet Championship |
| 10 | Sat 8 Nov | 222-1 v Birmingham CityMiddlesbrough 2-1 Birmingham City | Sky Bet Championship |
| 11 | Sat 22 Nov | 221-1 v Oxford UnitedOxford United 1-1 Middlesbrough | Sky Bet Championship |
| 12 | Tue 25 Nov | 222-4 v Coventry CityMiddlesbrough 2-4 Coventry City | Sky Bet Championship |
| 13 | Fri 5 Dec | 224-1 v Hull CityHull City 1-4 Middlesbrough | Sky Bet Championship |
| 14 | Sat 13 Dec | 223-1 v Queens Park RangersMiddlesbrough 3-1 Queens Park Rangers | Sky Bet Championship |
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