| 1 | Sat 10 Aug | 161-0 v Swansea CityMiddlesbrough 1-0 Swansea City | Sky Bet Championship |
| 2 | Wed 14 Aug | 16 3-0 v Leeds UnitedLeeds United 0-3 Middlesbrough | Carabao Cup First Round |
| 3 | Wed 23 Oct | 161-0 v Sheffield UnitedMiddlesbrough 1-0 Sheffield United | Sky Bet Championship |
| 4 | Sun 27 Oct | 163-3 v Norwich CityNorwich City 3-3 Middlesbrough | Sky Bet Championship |
| 5 | Sat 2 Nov | 160-3 v Coventry CityMiddlesbrough 0-3 Coventry City | Sky Bet Championship |
| 6 | Tue 5 Nov | 164-1 v Queens Park RangersQueens Park Rangers 1-4 Middlesbrough | Sky Bet Championship |
| 7 | Sat 23 Nov | 166-2 v Oxford UnitedOxford United 2-6 Middlesbrough | Sky Bet Championship |
| 8 | Wed 27 Nov | 160-1 v Blackburn RoversMiddlesbrough 0-1 Blackburn Rovers | Sky Bet Championship |
| 9 | Sat 30 Nov | 163-1 v Hull CityMiddlesbrough 3-1 Hull City | Sky Bet Championship |
| 10 | Sat 14 Dec | 161-0 v MillwallMiddlesbrough 1-0 Millwall | Sky Bet Championship |
| 11 | Sat 21 Dec | 163-3 v Plymouth ArgylePlymouth Argyle 3-3 Middlesbrough | Sky Bet Championship |
| 12 | Sat 8 Mar | 160-1 v Swansea CitySwansea City 1-0 Middlesbrough | Sky Bet Championship |
| 13 | Tue 11 Mar | 162-1 v Queens Park RangersMiddlesbrough 2-1 Queens Park Rangers | Sky Bet Championship |
| 14 | Sat 15 Mar | 160-0 v Luton TownLuton Town 0-0 Middlesbrough | Sky Bet Championship |
| 15 | Sat 29 Mar | 162-1 v Oxford UnitedMiddlesbrough 2-1 Oxford United | Sky Bet Championship |
| 16 | Fri 4 Apr | 162-0 v Blackburn RoversBlackburn Rovers 0-2 Middlesbrough | Sky Bet Championship |
| 17 | Tue 8 Apr | 160-1 v Leeds UnitedMiddlesbrough 0-1 Leeds United | Sky Bet Championship |
| 18 | Sat 12 Apr | 160-1 v MillwallMillwall 1-0 Middlesbrough | Sky Bet Championship |
| 19 | Fri 18 Apr | 162-1 v Plymouth ArgyleMiddlesbrough 2-1 Plymouth Argyle | Sky Bet Championship |
| 20 | Mon 21 Apr | 161-2 v Sheffield WednesdaySheffield Wednesday 2-1 Middlesbrough | Sky Bet Championship |
| 21 | Sat 26 Apr | 160-0 v Norwich CityMiddlesbrough 0-0 Norwich City | Sky Bet Championship |
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