| 1 | 9/1/2021 | 131-2 v BrentfordBrentford 2-1 Middlesbrough | Emirates FA Cup Third Round |
| 2 | 16/1/2021 | 260-1 v Birmingham CityMiddlesbrough 0-1 Birmingham City | Sky Bet Championship |
| 3 | 20/1/2021 | 132-1 v Nottingham ForestNottingham Forest 1-2 Middlesbrough | Sky Bet Championship |
| 4 | 24/1/2021 | 260-1 v Blackburn RoversMiddlesbrough 0-1 Blackburn Rovers | Sky Bet Championship |
| 5 | 27/1/2021 | 130-3 v Rotherham UnitedMiddlesbrough 0-3 Rotherham United | Sky Bet Championship |
| 6 | 30/1/2021 | 130-0 v Norwich CityNorwich City 0-0 Middlesbrough | Sky Bet Championship |
| 7 | 6/2/2021 | 131-4 v BrentfordMiddlesbrough 1-4 Brentford | Sky Bet Championship |
| 8 | 13/2/2021 | 131-2 v Derby CountyDerby County 2-1 Middlesbrough | Sky Bet Championship |
| 9 | 16/2/2021 | 132-1 v Huddersfield TownMiddlesbrough 2-1 Huddersfield Town | Sky Bet Championship |
| 10 | 20/2/2021 | 132-0 v ReadingReading 0-2 Middlesbrough | Sky Bet Championship |
| 11 | 23/2/2021 | 131-3 v Bristol CityMiddlesbrough 1-3 Bristol City | Sky Bet Championship |
| 12 | 27/2/2021 | 131-1 v Cardiff CityMiddlesbrough 1-1 Cardiff City | Sky Bet Championship |
| 13 | 2/3/2021 | 132-1 v Coventry CityCoventry City 1-2 Middlesbrough | Sky Bet Championship |
| 14 | 6/3/2021 | 131-2 v Swansea CitySwansea City 2-1 Middlesbrough | Sky Bet Championship |
| 15 | 13/3/2021 | 133-0 v Stoke CityMiddlesbrough 3-0 Stoke City | Sky Bet Championship |
| 16 | 16/3/2021 | 132-0 v Preston North EndMiddlesbrough 2-0 Preston North End | Sky Bet Championship |
| 17 | 20/3/2021 | 130-1 v MillwallMillwall 1-0 Middlesbrough | Sky Bet Championship |
| 18 | 2/4/2021 | 131-3 v AFC BournemouthAFC Bournemouth 3-1 Middlesbrough | Sky Bet Championship |
| 19 | 5/4/2021 | 131-1 v WatfordMiddlesbrough 1-1 Watford | Sky Bet Championship |
| 20 | 10/4/2021 | 130-2 v BarnsleyBarnsley 2-0 Middlesbrough | Sky Bet Championship |
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