| 1 | Wed 14 Aug | 153-0 v Leeds UnitedLeeds United 0-3 Middlesbrough | Carabao Cup First Round |
| 2 | Sat 24 Aug | 152-2 v PortsmouthMiddlesbrough 2-2 Portsmouth | Sky Bet Championship |
| 3 | Tue 27 Aug | 150-5 v Stoke CityMiddlesbrough 0-5 Stoke City | Carabao Cup Second Round |
| 4 | Sat 31 Aug | 152-0 v Cardiff CityCardiff City 0-2 Middlesbrough | Sky Bet Championship |
| 5 | Sat 28 Sep | 152-0 v Stoke CityMiddlesbrough 2-0 Stoke City | Sky Bet Championship |
| 6 | Sun 27 Oct | 153-3 v Norwich CityNorwich City 3-3 Middlesbrough | Sky Bet Championship |
| 7 | Sat 2 Nov | 150-3 v Coventry CityMiddlesbrough 0-3 Coventry City | Sky Bet Championship |
| 8 | Tue 5 Nov | 154-1 v Queens Park RangersQueens Park Rangers 1-4 Middlesbrough | Sky Bet Championship |
| 9 | Sat 9 Nov | 155-1 v Luton TownMiddlesbrough 5-1 Luton Town | Sky Bet Championship |
| 10 | Sat 23 Nov | 156-2 v Oxford UnitedOxford United 2-6 Middlesbrough | Sky Bet Championship |
| 11 | Wed 27 Nov | 150-1 v Blackburn RoversMiddlesbrough 0-1 Blackburn Rovers | Sky Bet Championship |
| 12 | Sat 30 Nov | 153-1 v Hull CityMiddlesbrough 3-1 Hull City | Sky Bet Championship |
| 13 | Fri 6 Dec | 151-1 v BurnleyBurnley 1-1 Middlesbrough | Sky Bet Championship |
| 14 | Tue 10 Dec | 15 1-3 v Leeds UnitedLeeds United 3-1 Middlesbrough | Sky Bet Championship |
| 15 | Sat 14 Dec | 15 1-0 v MillwallMiddlesbrough 1-0 Millwall | Sky Bet Championship |
| 16 | Sat 21 Dec | 153-3 v Plymouth ArgylePlymouth Argyle 3-3 Middlesbrough | Sky Bet Championship |
| 17 | Thu 26 Dec | 153-3 v Sheffield WednesdayMiddlesbrough 3-3 Sheffield Wednesday | Sky Bet Championship |
| 18 | Sun 29 Dec | 150-0 v BurnleyMiddlesbrough 0-0 Burnley | Sky Bet Championship |
| 19 | Wed 1 Jan | 151-0 v Hull CityHull City 0-1 Middlesbrough | Sky Bet Championship |
| 20 | Sat 4 Jan | 151-1 v Cardiff CityMiddlesbrough 1-1 Cardiff City | Sky Bet Championship |
| 21 | Sat 11 Jan | 150-1 v Blackburn RoversMiddlesbrough 0-1 Blackburn Rovers | Emirates FA Cup Third Round |
| 22 | Sat 15 Feb | 150-1 v WatfordMiddlesbrough 0-1 Watford | Sky Bet Championship |
| 23 | Fri 21 Feb | 15 1-2 v Bristol CityBristol City 2-1 Middlesbrough | Sky Bet Championship |
| 24 | Tue 25 Feb | 153-1 v Stoke CityStoke City 1-3 Middlesbrough | Sky Bet Championship |
| 25 | Sat 1 Mar | 151-0 v Derby CountyMiddlesbrough 1-0 Derby County | Sky Bet Championship |
| 26 | Sat 8 Mar | 15 0-1 v Swansea CitySwansea City 1-0 Middlesbrough | Sky Bet Championship |
| 27 | Tue 11 Mar | 152-1 v Queens Park RangersMiddlesbrough 2-1 Queens Park Rangers | Sky Bet Championship |
| 28 | Sat 15 Mar | 15 0-0 v Luton TownLuton Town 0-0 Middlesbrough | Sky Bet Championship |
| 29 | Sat 29 Mar | 152-1 v Oxford UnitedMiddlesbrough 2-1 Oxford United | Sky Bet Championship |
| 30 | Fri 4 Apr | 152-0 v Blackburn RoversBlackburn Rovers 0-2 Middlesbrough | Sky Bet Championship |
| 31 | Tue 8 Apr | 150-1 v Leeds UnitedMiddlesbrough 0-1 Leeds United | Sky Bet Championship |
| 32 | Sat 12 Apr | 150-1 v MillwallMillwall 1-0 Middlesbrough | Sky Bet Championship |
| 33 | Fri 18 Apr | 152-1 v Plymouth ArgyleMiddlesbrough 2-1 Plymouth Argyle | Sky Bet Championship |
| 34 | Mon 21 Apr | 151-2 v Sheffield WednesdaySheffield Wednesday 2-1 Middlesbrough | Sky Bet Championship |
| 35 | Sat 26 Apr | 150-0 v Norwich CityMiddlesbrough 0-0 Norwich City | Sky Bet Championship |
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