| 1 | 28/8/2018 | 112-1 v RochdaleMiddlesbrough 2-1 Rochdale | Carabao Cup Second Round |
| 2 | 19/9/2018 | 112-0 v Bolton WanderersMiddlesbrough 2-0 Bolton Wanderers | Sky Bet Championship |
| 3 | 22/9/2018 | 11 0-0 v Swansea CityMiddlesbrough 0-0 Swansea City | Sky Bet Championship |
| 4 | 29/9/2018 | 111-1 v Hull CityHull City 1-1 Middlesbrough | Sky Bet Championship |
| 5 | 2/10/2018 | 112-0 v Ipswich TownIpswich Town 0-2 Middlesbrough | Sky Bet Championship |
| 6 | 6/10/2018 | 110-2 v Nottingham ForestMiddlesbrough 0-2 Nottingham Forest | Sky Bet Championship |
| 7 | 19/10/2018 | 112-1 v Sheffield WednesdaySheffield Wednesday 1-2 Middlesbrough | Sky Bet Championship |
| 8 | 23/10/2018 | 110-0 v Rotherham UnitedMiddlesbrough 0-0 Rotherham United | Sky Bet Championship |
| 9 | 31/10/2018 | 111-0 v Crystal PalaceMiddlesbrough 1-0 Crystal Palace | Carabao Cup Fourth Round |
| 10 | 3/11/2018 | 110-0 v Stoke CityStoke City 0-0 Middlesbrough | Sky Bet Championship |
| 11 | 10/11/2018 | 112-0 v Wigan AthleticMiddlesbrough 2-0 Wigan Athletic | Sky Bet Championship |
| 12 | 24/11/2018 | 11 2-1 v BrentfordBrentford 1-2 Middlesbrough | Sky Bet Championship |
| 13 | 27/11/2018 | 11 1-1 v Preston North EndPreston North End 1-1 Middlesbrough | Sky Bet Championship |
| 14 | 1/12/2018 | 110-3 v Aston VillaMiddlesbrough 0-3 Aston Villa | Sky Bet Championship |
| 15 | 8/12/2018 | 111-1 v Blackburn RoversMiddlesbrough 1-1 Blackburn Rovers | Sky Bet Championship |
| 16 | 15/12/2018 | 111-2 v Queens Park RangersQueens Park Rangers 2-1 Middlesbrough | Sky Bet Championship |
| 17 | 18/12/2018 | 11 0-1 v Burton AlbionMiddlesbrough 0-1 Burton Albion | Carabao Cup Quarter Final |
| 18 | 22/12/2018 | 111-0 v ReadingReading 0-1 Middlesbrough | Sky Bet Championship |
| 19 | 26/12/2018 | 110-1 v Sheffield WednesdayMiddlesbrough 0-1 Sheffield Wednesday | Sky Bet Championship |
| 20 | 29/12/2018 | 112-0 v Ipswich TownMiddlesbrough 2-0 Ipswich Town | Sky Bet Championship |
| 21 | 1/1/2019 | 111-1 v Derby CountyDerby County 1-1 Middlesbrough | Sky Bet Championship |
| 22 | 12/1/2019 | 112-1 v Birmingham CityBirmingham City 1-2 Middlesbrough | Sky Bet Championship |
| 23 | 19/1/2019 | 111-1 v MillwallMiddlesbrough 1-1 Millwall | Sky Bet Championship |
| 24 | 2/2/2019 | 11 3-2 v West Bromwich AlbionWest Bromwich Albion 2-3 Middlesbrough | Sky Bet Championship |
| 25 | 5/2/2019 | 110-2 v Newport CountyNewport County 2-0 Middlesbrough | Emirates FA Cup Fourth Round |
| 26 | 9/2/2019 | 111-1 v Leeds UnitedMiddlesbrough 1-1 Leeds United | Sky Bet Championship |
| 27 | 13/2/2019 | 110-1 v Sheffield UnitedSheffield United 1-0 Middlesbrough | Sky Bet Championship |
| 28 | 17/2/2019 | 111-0 v Blackburn RoversBlackburn Rovers 0-1 Middlesbrough | Sky Bet Championship |
| 29 | 23/2/2019 | 112-0 v Queens Park RangersMiddlesbrough 2-0 Queens Park Rangers | Sky Bet Championship |
| 30 | 2/3/2019 | 110-0 v Wigan AthleticWigan Athletic 0-0 Middlesbrough | Sky Bet Championship |
| 31 | 9/3/2019 | 11 1-2 v BrentfordMiddlesbrough 1-2 Brentford | Sky Bet Championship |
| 32 | 13/3/2019 | 111-2 v Preston North EndMiddlesbrough 1-2 Preston North End | Sky Bet Championship |
| 33 | 16/3/2019 | 110-3 v Aston VillaAston Villa 3-0 Middlesbrough | Sky Bet Championship |
| 34 | 30/3/2019 | 110-1 v Norwich CityMiddlesbrough 0-1 Norwich City | Sky Bet Championship |
| 35 | 2/4/2019 | 110-1 v Bristol CityMiddlesbrough 0-1 Bristol City | Sky Bet Championship |
| 36 | 6/4/2019 | 111-3 v Swansea CitySwansea City 3-1 Middlesbrough | Sky Bet Championship |
| 37 | 19/4/2019 | 111-0 v Stoke CityMiddlesbrough 1-0 Stoke City | Sky Bet Championship |
| 38 | 22/4/2019 | 110-3 v Nottingham ForestNottingham Forest 3-0 Middlesbrough | Sky Bet Championship |
| 39 | 27/4/2019 | 11 2-1 v ReadingMiddlesbrough 2-1 Reading | Sky Bet Championship |
