| 1 | Fri 11 Sep 2020 | 40-1 v WatfordWatford 1-0 Middlesbrough | Sky Bet Championship |
| 2 | Sat 19 Sep 2020 | 41-1 v AFC BournemouthMiddlesbrough 1-1 AFC Bournemouth | Sky Bet Championship |
| 3 | Sat 26 Sep 2020 | 41-1 v Queens Park RangersQueens Park Rangers 1-1 Middlesbrough | Sky Bet Championship |
| 4 | Sat 13 Feb 2021 | 41-2 v Derby CountyDerby County 2-1 Middlesbrough | Sky Bet Championship |
| 5 | Tue 16 Feb 2021 | 42-1 v Huddersfield TownMiddlesbrough 2-1 Huddersfield Town | Sky Bet Championship |
| 6 | Sat 27 Feb 2021 | 41-1 v Cardiff CityMiddlesbrough 1-1 Cardiff City | Sky Bet Championship |
| 7 | Tue 2 Mar 2021 | 42-1 v Coventry CityCoventry City 1-2 Middlesbrough | Sky Bet Championship |
| 8 | Sat 6 Mar 2021 | 41-2 v Swansea CitySwansea City 2-1 Middlesbrough | Sky Bet Championship |
| 9 | Sat 13 Mar 2021 | 43-0 v Stoke CityMiddlesbrough 3-0 Stoke City | Sky Bet Championship |
| 10 | Tue 16 Mar 2021 | 42-0 v Preston North EndMiddlesbrough 2-0 Preston North End | Sky Bet Championship |
| 11 | Sat 20 Mar 2021 | 40-1 v MillwallMillwall 1-0 Middlesbrough | Sky Bet Championship |
| 12 | Fri 2 Apr 2021 | 41-3 v AFC BournemouthAFC Bournemouth 3-1 Middlesbrough | Sky Bet Championship |
| 13 | Mon 5 Apr 2021 | 41-1 v WatfordMiddlesbrough 1-1 Watford | Sky Bet Championship |
| 14 | Sat 10 Apr 2021 | 40-2 v BarnsleyBarnsley 2-0 Middlesbrough | Sky Bet Championship |
| 15 | Sat 17 Apr 2021 | 41-2 v Queens Park RangersMiddlesbrough 1-2 Queens Park Rangers | Sky Bet Championship |
| 16 | Wed 21 Apr 2021 | 42-1 v Rotherham UnitedRotherham United 1-2 Middlesbrough | Sky Bet Championship |
| 17 | Sat 24 Apr 2021 | 43-1 v Sheffield WednesdayMiddlesbrough 3-1 Sheffield Wednesday | Sky Bet Championship |
| 18 | Sat 1 May 2021 | 41-1 v Luton TownLuton Town 1-1 Middlesbrough | Sky Bet Championship |
| 19 | Sat 8 May 2021 | 40-3 v Wycombe WanderersMiddlesbrough 0-3 Wycombe Wanderers | Sky Bet Championship |
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