| 1 | Tue 25 Sep 2018 | 62-2 v Preston North EndPreston North End 2-2 Middlesbrough | Carabao Cup Third Round |
| 2 | Fri 19 Oct 2018 | 62-1 v Sheffield WednesdaySheffield Wednesday 1-2 Middlesbrough | Sky Bet Championship |
| 3 | Wed 31 Oct 2018 | 61-0 v Crystal PalaceMiddlesbrough 1-0 Crystal Palace | Carabao Cup Fourth Round |
| 4 | Sat 3 Nov 2018 | 60-0 v Stoke CityStoke City 0-0 Middlesbrough | Sky Bet Championship |
| 5 | Sat 10 Nov 2018 | 62-0 v Wigan AthleticMiddlesbrough 2-0 Wigan Athletic | Sky Bet Championship |
| 6 | Sat 24 Nov 2018 | 62-1 v BrentfordBrentford 1-2 Middlesbrough | Sky Bet Championship |
| 7 | Tue 27 Nov 2018 | 61-1 v Preston North EndPreston North End 1-1 Middlesbrough | Sky Bet Championship |
| 8 | Sat 1 Dec 2018 | 60-3 v Aston VillaMiddlesbrough 0-3 Aston Villa | Sky Bet Championship |
| 9 | Tue 18 Dec 2018 | 60-1 v Burton AlbionMiddlesbrough 0-1 Burton Albion | Carabao Cup Quarter Final |
| 10 | Sat 29 Dec 2018 | 62-0 v Ipswich TownMiddlesbrough 2-0 Ipswich Town | Sky Bet Championship |
| 11 | Sat 12 Jan 2019 | 62-1 v Birmingham CityBirmingham City 1-2 Middlesbrough | Sky Bet Championship |
| 12 | Sat 19 Jan 2019 | 6 1-1 v MillwallMiddlesbrough 1-1 Millwall | Sky Bet Championship |
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