| 1 | Fri 2 Aug 2019 | 43-3 v Luton TownLuton Town 3-3 Middlesbrough | Sky Bet Championship |
| 2 | Sat 10 Aug 2019 | 40-1 v BrentfordMiddlesbrough 0-1 Brentford | Sky Bet Championship |
| 3 | Sat 17 Aug 2019 | 4 0-1 v Blackburn RoversBlackburn Rovers 1-0 Middlesbrough | Sky Bet Championship |
| 4 | Tue 20 Aug 2019 | 4 1-0 v Wigan AthleticMiddlesbrough 1-0 Wigan Athletic | Sky Bet Championship |
| 5 | Sat 24 Aug 2019 | 41-1 v MillwallMiddlesbrough 1-1 Millwall | Sky Bet Championship |
| 6 | Sat 14 Sep 2019 | 41-0 v ReadingMiddlesbrough 1-0 Reading | Sky Bet Championship |
| 7 | Sat 21 Sep 2019 | 4 0-1 v Cardiff CityCardiff City 1-0 Middlesbrough | Sky Bet Championship |
| 8 | Sat 28 Sep 2019 | 41-4 v Sheffield WednesdayMiddlesbrough 1-4 Sheffield Wednesday | Sky Bet Championship |
| 9 | Tue 1 Oct 2019 | 41-1 v Preston North EndMiddlesbrough 1-1 Preston North End | Sky Bet Championship |
| 10 | Fri 4 Oct 2019 | 41-2 v Birmingham CityBirmingham City 2-1 Middlesbrough | Sky Bet Championship |
| 11 | Sat 19 Oct 2019 | 40-1 v West Bromwich AlbionMiddlesbrough 0-1 West Bromwich Albion | Sky Bet Championship |
| 12 | Wed 23 Oct 2019 | 40-0 v Huddersfield TownHuddersfield Town 0-0 Middlesbrough | Sky Bet Championship |
| 13 | Sat 26 Oct 2019 | 40-0 v FulhamMiddlesbrough 0-0 Fulham | Sky Bet Championship |
| 14 | Sat 2 Nov 2019 | 40-2 v Derby CountyDerby County 2-0 Middlesbrough | Sky Bet Championship |
| 15 | Sat 9 Nov 2019 | 42-2 v Queens Park RangersQueens Park Rangers 2-2 Middlesbrough | Sky Bet Championship |
| 16 | Sun 24 Nov 2019 | 42-2 v Hull CityMiddlesbrough 2-2 Hull City | Sky Bet Championship |
| 17 | Wed 27 Nov 2019 | 41-0 v BarnsleyMiddlesbrough 1-0 Barnsley | Sky Bet Championship |
| 18 | Sat 30 Nov 2019 | 4 0-4 v Leeds UnitedLeeds United 4-0 Middlesbrough | Sky Bet Championship |
| 19 | Sat 7 Dec 2019 | 41-0 v Charlton AthleticMiddlesbrough 1-0 Charlton Athletic | Sky Bet Championship |
| 20 | Tue 10 Dec 2019 | 41-1 v Nottingham ForestNottingham Forest 1-1 Middlesbrough | Sky Bet Championship |
| 21 | Sat 14 Dec 2019 | 41-3 v Swansea CitySwansea City 3-1 Middlesbrough | Sky Bet Championship |
| 22 | Fri 20 Dec 2019 | 42-1 v Stoke CityMiddlesbrough 2-1 Stoke City | Sky Bet Championship |
| 23 | Thu 26 Dec 2019 | 41-0 v Huddersfield TownMiddlesbrough 1-0 Huddersfield Town | Sky Bet Championship |
| 24 | Sun 29 Dec 2019 | 42-0 v West Bromwich AlbionWest Bromwich Albion 0-2 Middlesbrough | Sky Bet Championship |
| 25 | Wed 1 Jan 2020 | 42-0 v Preston North EndPreston North End 0-2 Middlesbrough | Sky Bet Championship |
Football Web Pages