| 1 | Sat 11 Aug 2018 | 281-0 v Birmingham CityMiddlesbrough 1-0 Birmingham City | Sky Bet Championship |
| 2 | Tue 14 Aug 2018 | 283-3 v Notts CountyMiddlesbrough 3-3 Notts County | Carabao Cup First Round |
| 3 | Sat 18 Aug 2018 | 282-0 v Bristol CityBristol City 0-2 Middlesbrough | Sky Bet Championship |
| 4 | Tue 28 Aug 2018 | 282-1 v RochdaleMiddlesbrough 2-1 Rochdale | Carabao Cup Second Round |
| 5 | Tue 25 Sep 2018 | 282-2 v Preston North EndPreston North End 2-2 Middlesbrough | Carabao Cup Third Round |
| 6 | Wed 31 Oct 2018 | 281-0 v Crystal PalaceMiddlesbrough 1-0 Crystal Palace | Carabao Cup Fourth Round |
| 7 | Sat 3 Nov 2018 | 280-0 v Stoke CityStoke City 0-0 Middlesbrough | Sky Bet Championship |
| 8 | Sat 24 Nov 2018 | 282-1 v BrentfordBrentford 1-2 Middlesbrough | Sky Bet Championship |
| 9 | Tue 27 Nov 2018 | 28 1-1 v Preston North EndPreston North End 1-1 Middlesbrough | Sky Bet Championship |
| 10 | Sat 1 Dec 2018 | 280-3 v Aston VillaMiddlesbrough 0-3 Aston Villa | Sky Bet Championship |
| 11 | Sat 15 Dec 2018 | 281-2 v Queens Park RangersQueens Park Rangers 2-1 Middlesbrough | Sky Bet Championship |
| 12 | Tue 18 Dec 2018 | 280-1 v Burton AlbionMiddlesbrough 0-1 Burton Albion | Carabao Cup Quarter Final |
| 13 | Wed 26 Dec 2018 | 280-1 v Sheffield WednesdayMiddlesbrough 0-1 Sheffield Wednesday | Sky Bet Championship |
| 14 | Sat 29 Dec 2018 | 28 2-0 v Ipswich TownMiddlesbrough 2-0 Ipswich Town | Sky Bet Championship |
| 15 | Sat 5 Jan 2019 | 285-0 v Peterborough UnitedMiddlesbrough 5-0 Peterborough United | Emirates FA Cup Third Round |
| 16 | Sat 26 Jan 2019 | 281-1 v Newport CountyMiddlesbrough 1-1 Newport County | Emirates FA Cup Fourth Round |
| 17 | Sat 23 Feb 2019 | 282-0 v Queens Park RangersMiddlesbrough 2-0 Queens Park Rangers | Sky Bet Championship |
| 18 | Sat 2 Mar 2019 | 280-0 v Wigan AthleticWigan Athletic 0-0 Middlesbrough | Sky Bet Championship |
| 19 | Sat 9 Mar 2019 | 281-2 v BrentfordMiddlesbrough 1-2 Brentford | Sky Bet Championship |
| 20 | Wed 13 Mar 2019 | 281-2 v Preston North EndMiddlesbrough 1-2 Preston North End | Sky Bet Championship |
| 21 | Tue 9 Apr 2019 | 282-0 v Bolton WanderersBolton Wanderers 0-2 Middlesbrough | Sky Bet Championship |
| 22 | Fri 19 Apr 2019 | 281-0 v Stoke CityMiddlesbrough 1-0 Stoke City | Sky Bet Championship |
| 23 | Mon 22 Apr 2019 | 280-3 v Nottingham ForestNottingham Forest 3-0 Middlesbrough | Sky Bet Championship |
| 24 | Sat 27 Apr 2019 | 282-1 v ReadingMiddlesbrough 2-1 Reading | Sky Bet Championship |
| 25 | Sun 5 May 2019 | 282-1 v Rotherham UnitedRotherham United 1-2 Middlesbrough | Sky Bet Championship |
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