| 1 | Sat 10 Aug 2019 | 390-1 v BrentfordMiddlesbrough 0-1 Brentford | Sky Bet Championship |
| 2 | Tue 13 Aug 2019 | 392-2 v Crewe AlexandraMiddlesbrough 2-2 Crewe Alexandra | Carabao Cup First Round |
| 3 | Tue 20 Aug 2019 | 391-0 v Wigan AthleticMiddlesbrough 1-0 Wigan Athletic | Sky Bet Championship |
| 4 | Sat 31 Aug 2019 | 392-2 v Bristol CityBristol City 2-2 Middlesbrough | Sky Bet Championship |
| 5 | Fri 4 Oct 2019 | 391-2 v Birmingham CityBirmingham City 2-1 Middlesbrough | Sky Bet Championship |
| 6 | Sat 14 Dec 2019 | 391-3 v Swansea CitySwansea City 3-1 Middlesbrough | Sky Bet Championship |
| 7 | Thu 26 Dec 2019 | 391-0 v Huddersfield TownMiddlesbrough 1-0 Huddersfield Town | Sky Bet Championship |
| 8 | Sun 29 Dec 2019 | 392-0 v West Bromwich AlbionWest Bromwich Albion 0-2 Middlesbrough | Sky Bet Championship |
| 9 | Wed 1 Jan 2020 | 392-0 v Preston North EndPreston North End 0-2 Middlesbrough | Sky Bet Championship |
| 10 | Sat 11 Jan 2020 | 392-2 v Derby CountyMiddlesbrough 2-2 Derby County | Sky Bet Championship |
| 11 | Tue 14 Jan 2020 | 391-2 v Tottenham HotspurTottenham Hotspur 2-1 Middlesbrough | Emirates FA Cup Third Round Replay |
| 12 | Fri 17 Jan 2020 | 390-1 v FulhamFulham 1-0 Middlesbrough | Sky Bet Championship |
| 13 | Tue 21 Jan 2020 | 391-1 v Birmingham CityMiddlesbrough 1-1 Birmingham City | Sky Bet Championship |
| 14 | Sat 1 Feb 2020 | 391-1 v Blackburn RoversMiddlesbrough 1-1 Blackburn Rovers | Sky Bet Championship |
| 15 | Sat 15 Feb 2020 | 390-1 v Luton TownMiddlesbrough 0-1 Luton Town | Sky Bet Championship |
| 16 | Sat 22 Feb 2020 | 390-1 v BarnsleyBarnsley 1-0 Middlesbrough | Sky Bet Championship |
| 17 | Mon 2 Mar 2020 | 392-2 v Nottingham ForestMiddlesbrough 2-2 Nottingham Forest | Sky Bet Championship |
| 18 | Sat 7 Mar 2020 | 391-0 v Charlton AthleticCharlton Athletic 0-1 Middlesbrough | Sky Bet Championship |
| 19 | Sat 20 Jun 2020 | 140-3 v Swansea CityMiddlesbrough 0-3 Swansea City | Sky Bet Championship |
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