| 1 | Sat 10 Aug | 101-0 v Swansea CityMiddlesbrough 1-0 Swansea City | Sky Bet Championship |
| 2 | Wed 14 Aug | 103-0 v Leeds UnitedLeeds United 0-3 Middlesbrough | Carabao Cup First Round |
| 3 | Sat 17 Aug | 100-1 v Derby CountyDerby County 1-0 Middlesbrough | Sky Bet Championship |
| 4 | Sat 24 Aug | 102-2 v PortsmouthMiddlesbrough 2-2 Portsmouth | Sky Bet Championship |
| 5 | Sat 31 Aug | 102-0 v Cardiff CityCardiff City 0-2 Middlesbrough | Sky Bet Championship |
| 6 | Sat 14 Sep | 101-1 v Preston North EndMiddlesbrough 1-1 Preston North End | Sky Bet Championship |
| 7 | Sat 21 Sep | 100-1 v SunderlandSunderland 1-0 Middlesbrough | Sky Bet Championship |
| 8 | Sat 28 Sep | 102-0 v Stoke CityMiddlesbrough 2-0 Stoke City | Sky Bet Championship |
| 9 | Tue 1 Oct | 101-0 v West Bromwich AlbionWest Bromwich Albion 0-1 Middlesbrough | Sky Bet Championship |
| 10 | Sat 5 Oct | 101-2 v WatfordWatford 2-1 Middlesbrough | Sky Bet Championship |
| 11 | Sat 19 Oct | 100-2 v Bristol CityMiddlesbrough 0-2 Bristol City | Sky Bet Championship |
| 12 | Sat 2 Nov | 100-3 v Coventry CityMiddlesbrough 0-3 Coventry City | Sky Bet Championship |
| 13 | Sat 9 Nov | 10 5-1 v Luton TownMiddlesbrough 5-1 Luton Town | Sky Bet Championship |
| 14 | Sat 23 Nov | 106-2 v Oxford UnitedOxford United 2-6 Middlesbrough | Sky Bet Championship |
| 15 | Sat 30 Nov | 103-1 v Hull CityMiddlesbrough 3-1 Hull City | Sky Bet Championship |
| 16 | Fri 6 Dec | 101-1 v BurnleyBurnley 1-1 Middlesbrough | Sky Bet Championship |
| 17 | Tue 10 Dec | 101-3 v Leeds UnitedLeeds United 3-1 Middlesbrough | Sky Bet Championship |
| 18 | Sat 14 Dec | 101-0 v MillwallMiddlesbrough 1-0 Millwall | Sky Bet Championship |
| 19 | Sat 21 Dec | 103-3 v Plymouth ArgylePlymouth Argyle 3-3 Middlesbrough | Sky Bet Championship |
| 20 | Thu 26 Dec | 103-3 v Sheffield WednesdayMiddlesbrough 3-3 Sheffield Wednesday | Sky Bet Championship |
| 21 | Sun 29 Dec | 100-0 v BurnleyMiddlesbrough 0-0 Burnley | Sky Bet Championship |
| 22 | Wed 1 Jan | 101-0 v Hull CityHull City 0-1 Middlesbrough | Sky Bet Championship |
| 23 | Sat 4 Jan | 101-1 v Cardiff CityMiddlesbrough 1-1 Cardiff City | Sky Bet Championship |
| 24 | Sat 11 Jan | 100-1 v Blackburn RoversMiddlesbrough 0-1 Blackburn Rovers | Emirates FA Cup Third Round |
| 25 | Sat 18 Jan | 101-2 v PortsmouthPortsmouth 2-1 Middlesbrough | Sky Bet Championship |
| 26 | Tue 21 Jan | 102-0 v West Bromwich AlbionMiddlesbrough 2-0 West Bromwich Albion | Sky Bet Championship |
| 27 | Sat 25 Jan | 101-2 v Preston North EndPreston North End 2-1 Middlesbrough | Sky Bet Championship |
| 28 | Mon 3 Feb | 10 2-3 v SunderlandMiddlesbrough 2-3 Sunderland | Sky Bet Championship |
| 29 | Wed 12 Feb | 101-3 v Sheffield UnitedSheffield United 3-1 Middlesbrough | Sky Bet Championship |
| 30 | Sat 15 Feb | 100-1 v WatfordMiddlesbrough 0-1 Watford | Sky Bet Championship |
| 31 | Fri 21 Feb | 101-2 v Bristol CityBristol City 2-1 Middlesbrough | Sky Bet Championship |
| 32 | Tue 25 Feb | 103-1 v Stoke CityStoke City 1-3 Middlesbrough | Sky Bet Championship |
| 33 | Sat 1 Mar | 101-0 v Derby CountyMiddlesbrough 1-0 Derby County | Sky Bet Championship |
| 34 | Sat 8 Mar | 100-1 v Swansea CitySwansea City 1-0 Middlesbrough | Sky Bet Championship |
| 35 | Tue 11 Mar | 102-1 v Queens Park RangersMiddlesbrough 2-1 Queens Park Rangers | Sky Bet Championship |
| 36 | Sat 15 Mar | 100-0 v Luton TownLuton Town 0-0 Middlesbrough | Sky Bet Championship |
| 37 | Sat 29 Mar | 102-1 v Oxford UnitedMiddlesbrough 2-1 Oxford United | Sky Bet Championship |
| 38 | Fri 4 Apr | 102-0 v Blackburn RoversBlackburn Rovers 0-2 Middlesbrough | Sky Bet Championship |
| 39 | Tue 8 Apr | 100-1 v Leeds UnitedMiddlesbrough 0-1 Leeds United | Sky Bet Championship |
| 40 | Sat 12 Apr | 100-1 v MillwallMillwall 1-0 Middlesbrough | Sky Bet Championship |
| 41 | Fri 18 Apr | 102-1 v Plymouth ArgyleMiddlesbrough 2-1 Plymouth Argyle | Sky Bet Championship |
| 42 | Mon 21 Apr | 101-2 v Sheffield WednesdaySheffield Wednesday 2-1 Middlesbrough | Sky Bet Championship |
| 43 | Sat 26 Apr | 100-0 v Norwich CityMiddlesbrough 0-0 Norwich City | Sky Bet Championship |
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