| 1 | Sat 17 Aug | 220-1 v Derby CountyDerby County 1-0 Middlesbrough | Sky Bet Championship |
| 2 | Sat 24 Aug | 222-2 v PortsmouthMiddlesbrough 2-2 Portsmouth | Sky Bet Championship |
| 3 | Tue 27 Aug | 220-5 v Stoke CityMiddlesbrough 0-5 Stoke City | Carabao Cup Second Round |
| 4 | Sat 31 Aug | 222-0 v Cardiff CityCardiff City 0-2 Middlesbrough | Sky Bet Championship |
| 5 | Sat 14 Sep | 221-1 v Preston North EndMiddlesbrough 1-1 Preston North End | Sky Bet Championship |
| 6 | Sat 21 Sep | 220-1 v SunderlandSunderland 1-0 Middlesbrough | Sky Bet Championship |
| 7 | Sat 19 Oct | 220-2 v Bristol CityMiddlesbrough 0-2 Bristol City | Sky Bet Championship |
| 8 | Wed 23 Oct | 221-0 v Sheffield UnitedMiddlesbrough 1-0 Sheffield United | Sky Bet Championship |
| 9 | Sun 27 Oct | 223-3 v Norwich CityNorwich City 3-3 Middlesbrough | Sky Bet Championship |
| 10 | Sat 2 Nov | 220-3 v Coventry CityMiddlesbrough 0-3 Coventry City | Sky Bet Championship |
| 11 | Tue 5 Nov | 224-1 v Queens Park RangersQueens Park Rangers 1-4 Middlesbrough | Sky Bet Championship |
| 12 | Sat 9 Nov | 225-1 v Luton TownMiddlesbrough 5-1 Luton Town | Sky Bet Championship |
| 13 | Sat 23 Nov | 226-2 v Oxford UnitedOxford United 2-6 Middlesbrough | Sky Bet Championship |
| 14 | Wed 27 Nov | 220-1 v Blackburn RoversMiddlesbrough 0-1 Blackburn Rovers | Sky Bet Championship |
| 15 | Sat 30 Nov | 223-1 v Hull CityMiddlesbrough 3-1 Hull City | Sky Bet Championship |
| 16 | Fri 6 Dec | 221-1 v BurnleyBurnley 1-1 Middlesbrough | Sky Bet Championship |
| 17 | Tue 10 Dec | 221-3 v Leeds UnitedLeeds United 3-1 Middlesbrough | Sky Bet Championship |
| 18 | Sat 14 Dec | 221-0 v MillwallMiddlesbrough 1-0 Millwall | Sky Bet Championship |
| 19 | Sat 21 Dec | 223-3 v Plymouth ArgylePlymouth Argyle 3-3 Middlesbrough | Sky Bet Championship |
| 20 | Thu 26 Dec | 223-3 v Sheffield WednesdayMiddlesbrough 3-3 Sheffield Wednesday | Sky Bet Championship |
| 21 | Mon 3 Feb | 222-3 v SunderlandMiddlesbrough 2-3 Sunderland | Sky Bet Championship |
| 22 | Wed 12 Feb | 221-3 v Sheffield UnitedSheffield United 3-1 Middlesbrough | Sky Bet Championship |
| 23 | Sat 15 Feb | 220-1 v WatfordMiddlesbrough 0-1 Watford | Sky Bet Championship |
| 24 | Fri 21 Feb | 221-2 v Bristol CityBristol City 2-1 Middlesbrough | Sky Bet Championship |
| 25 | Tue 25 Feb | 22 3-1 v Stoke CityStoke City 1-3 Middlesbrough | Sky Bet Championship |
| 26 | Sat 1 Mar | 221-0 v Derby CountyMiddlesbrough 1-0 Derby County | Sky Bet Championship |
| 27 | Sat 8 Mar | 220-1 v Swansea CitySwansea City 1-0 Middlesbrough | Sky Bet Championship |
| 28 | Tue 11 Mar | 222-1 v Queens Park RangersMiddlesbrough 2-1 Queens Park Rangers | Sky Bet Championship |
| 29 | Sat 15 Mar | 220-0 v Luton TownLuton Town 0-0 Middlesbrough | Sky Bet Championship |
| 30 | Sat 29 Mar | 222-1 v Oxford UnitedMiddlesbrough 2-1 Oxford United | Sky Bet Championship |
| 31 | Fri 4 Apr | 222-0 v Blackburn RoversBlackburn Rovers 0-2 Middlesbrough | Sky Bet Championship |
| 32 | Tue 8 Apr | 220-1 v Leeds UnitedMiddlesbrough 0-1 Leeds United | Sky Bet Championship |
| 33 | Sat 12 Apr | 220-1 v MillwallMillwall 1-0 Middlesbrough | Sky Bet Championship |
| 34 | Fri 18 Apr | 222-1 v Plymouth ArgyleMiddlesbrough 2-1 Plymouth Argyle | Sky Bet Championship |
| 35 | Mon 21 Apr | 221-2 v Sheffield WednesdaySheffield Wednesday 2-1 Middlesbrough | Sky Bet Championship |
| 36 | Sat 26 Apr | 220-0 v Norwich CityMiddlesbrough 0-0 Norwich City | Sky Bet Championship |
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