| 1 | Tue 28 Nov | 54-0 v Preston North EndMiddlesbrough 4-0 Preston North End | Sky Bet Championship |
| 2 | Sat 2 Dec | 5 2-3 v Leeds UnitedLeeds United 3-2 Middlesbrough | Sky Bet Championship |
| 3 | Sat 9 Dec | 50-2 v Ipswich TownMiddlesbrough 0-2 Ipswich Town | Sky Bet Championship |
| 4 | Tue 19 Dec | 5 3-0 v Port ValePort Vale 0-3 Middlesbrough | Carabao Cup Quarter Final |
| 5 | Sat 23 Dec | 51-0 v West Bromwich AlbionMiddlesbrough 1-0 West Bromwich Albion | Sky Bet Championship |
| 6 | Tue 26 Dec | 50-1 v Rotherham UnitedRotherham United 1-0 Middlesbrough | Sky Bet Championship |
| 7 | Fri 29 Dec | 52-1 v Huddersfield TownHuddersfield Town 1-2 Middlesbrough | Sky Bet Championship |
| 8 | Mon 1 Jan | 51-3 v Coventry CityMiddlesbrough 1-3 Coventry City | Sky Bet Championship |
| 9 | Sat 6 Jan | 50-1 v Aston VillaMiddlesbrough 0-1 Aston Villa | Emirates FA Cup Third Round |
| 10 | Tue 9 Jan | 51-0 v ChelseaMiddlesbrough 1-0 Chelsea | Carabao Cup Semi Final |
| 11 | Sat 13 Jan | 53-1 v MillwallMillwall 1-3 Middlesbrough | Sky Bet Championship |
| 12 | Sat 20 Jan | 51-1 v Rotherham UnitedMiddlesbrough 1-1 Rotherham United | Sky Bet Championship |
| 13 | Tue 23 Jan | 51-6 v ChelseaChelsea 6-1 Middlesbrough | Carabao Cup Semi Final |
| 14 | Wed 14 Feb | 51-2 v Preston North EndPreston North End 2-1 Middlesbrough | Sky Bet Championship |
| 15 | Sat 17 Feb | 5 2-1 v Leicester CityLeicester City 1-2 Middlesbrough | Sky Bet Championship |
| 16 | Sat 2 Mar | 50-2 v Stoke CityStoke City 2-0 Middlesbrough | Sky Bet Championship |
| 17 | Wed 6 Mar | 53-1 v Norwich CityMiddlesbrough 3-1 Norwich City | Sky Bet Championship |
| 18 | Sat 9 Mar | 52-0 v Queens Park RangersQueens Park Rangers 0-2 Middlesbrough | Sky Bet Championship |
| 19 | Tue 12 Mar | 51-0 v Birmingham CityBirmingham City 0-1 Middlesbrough | Sky Bet Championship |
| 20 | Sat 16 Mar | 50-0 v Blackburn RoversMiddlesbrough 0-0 Blackburn Rovers | Sky Bet Championship |
| 21 | Fri 29 Mar | 51-1 v SouthamptonSouthampton 1-1 Middlesbrough | Sky Bet Championship |
| 22 | Mon 1 Apr | 52-0 v Sheffield WednesdayMiddlesbrough 2-0 Sheffield Wednesday | Sky Bet Championship |
| 23 | Sat 6 Apr | 52-0 v Swansea CityMiddlesbrough 2-0 Swansea City | Sky Bet Championship |
| 24 | Wed 10 Apr | 52-2 v Hull CityHull City 2-2 Middlesbrough | Sky Bet Championship |
| 25 | Sat 13 Apr | 51-1 v Ipswich TownIpswich Town 1-1 Middlesbrough | Sky Bet Championship |
| 26 | Mon 22 Apr | 53-4 v Leeds UnitedMiddlesbrough 3-4 Leeds United | Sky Bet Championship |
| 27 | Sat 27 Apr | 54-1 v Cardiff CityCardiff City 1-4 Middlesbrough | Sky Bet Championship |
| 28 | Sat 4 May | 53-1 v WatfordMiddlesbrough 3-1 Watford | Sky Bet Championship |
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