| 1 | Fri 18 Aug | 191-1 v West Bromwich AlbionLeeds United 1-1 West Bromwich Albion | Sky Bet Championship |
| 2 | Tue 29 Aug | 191-1 v Salford CitySalford City 1-1 Leeds United | Carabao Cup Second Round |
| 3 | Sat 2 Sep | 29 0-2 v Queens Park RangersMiddlesbrough 0-2 Queens Park Rangers | Sky Bet Championship |
| 4 | Tue 19 Sep | 291-1 v Sheffield WednesdaySheffield Wednesday 1-1 Middlesbrough | Sky Bet Championship |
| 5 | Sat 23 Sep | 292-1 v SouthamptonMiddlesbrough 2-1 Southampton | Sky Bet Championship |
| 6 | Sat 30 Sep | 293-2 v WatfordWatford 2-3 Middlesbrough | Sky Bet Championship |
| 7 | Tue 3 Oct | 29 2-0 v Cardiff CityMiddlesbrough 2-0 Cardiff City | Sky Bet Championship |
| 8 | Sat 7 Oct | 294-0 v SunderlandSunderland 0-4 Middlesbrough | Sky Bet Championship |
| 9 | Sat 21 Oct | 291-0 v Birmingham CityMiddlesbrough 1-0 Birmingham City | Sky Bet Championship |
| 10 | Tue 24 Oct | 292-1 v Norwich CityNorwich City 1-2 Middlesbrough | Sky Bet Championship |
| 11 | Sat 28 Oct | 290-2 v Stoke CityMiddlesbrough 0-2 Stoke City | Sky Bet Championship |
| 12 | Sat 4 Nov | 293-3 v Plymouth ArgylePlymouth Argyle 3-3 Middlesbrough | Sky Bet Championship |
| 13 | Sat 11 Nov | 291-0 v Leicester CityMiddlesbrough 1-0 Leicester City | Sky Bet Championship |
| 14 | Sat 25 Nov | 29 2-3 v Bristol CityBristol City 3-2 Middlesbrough | Sky Bet Championship |
| 15 | Tue 28 Nov | 294-0 v Preston North EndMiddlesbrough 4-0 Preston North End | Sky Bet Championship |
| 16 | Sat 9 Dec | 290-2 v Ipswich TownMiddlesbrough 0-2 Ipswich Town | Sky Bet Championship |
| 17 | Wed 13 Dec | 291-2 v Hull CityMiddlesbrough 1-2 Hull City | Sky Bet Championship |
| 18 | Sat 16 Dec | 292-1 v Swansea CitySwansea City 1-2 Middlesbrough | Sky Bet Championship |
| 19 | Sat 23 Dec | 291-0 v West Bromwich AlbionMiddlesbrough 1-0 West Bromwich Albion | Sky Bet Championship |
| 20 | Tue 26 Dec | 290-1 v Rotherham UnitedRotherham United 1-0 Middlesbrough | Sky Bet Championship |
| 21 | Fri 29 Dec | 292-1 v Huddersfield TownHuddersfield Town 1-2 Middlesbrough | Sky Bet Championship |
| 22 | Mon 1 Jan | 29 1-3 v Coventry CityMiddlesbrough 1-3 Coventry City | Sky Bet Championship |
| 23 | Sat 6 Jan | 290-1 v Aston VillaMiddlesbrough 0-1 Aston Villa | Emirates FA Cup Third Round |
| 24 | Sat 13 Jan | 293-1 v MillwallMillwall 1-3 Middlesbrough | Sky Bet Championship |
| 25 | Sat 20 Jan | 291-1 v Rotherham UnitedMiddlesbrough 1-1 Rotherham United | Sky Bet Championship |
| 26 | Sun 4 Feb | 29 1-1 v SunderlandMiddlesbrough 1-1 Sunderland | Sky Bet Championship |
| 27 | Sat 10 Feb | 291-2 v Bristol CityMiddlesbrough 1-2 Bristol City | Sky Bet Championship |
| 28 | Wed 14 Feb | 291-2 v Preston North EndPreston North End 2-1 Middlesbrough | Sky Bet Championship |
| 29 | Sat 17 Feb | 292-1 v Leicester CityLeicester City 1-2 Middlesbrough | Sky Bet Championship |
| 30 | Sat 24 Feb | 290-2 v Plymouth ArgyleMiddlesbrough 0-2 Plymouth Argyle | Sky Bet Championship |
| 31 | Sat 2 Mar | 290-2 v Stoke CityStoke City 2-0 Middlesbrough | Sky Bet Championship |
| 32 | Sat 9 Mar | 292-0 v Queens Park RangersQueens Park Rangers 0-2 Middlesbrough | Sky Bet Championship |
| 33 | Tue 12 Mar | 291-0 v Birmingham CityBirmingham City 0-1 Middlesbrough | Sky Bet Championship |
| 34 | Sat 16 Mar | 29 0-0 v Blackburn RoversMiddlesbrough 0-0 Blackburn Rovers | Sky Bet Championship |
| 35 | Fri 29 Mar | 291-1 v SouthamptonSouthampton 1-1 Middlesbrough | Sky Bet Championship |
| 36 | Mon 1 Apr | 29 2-0 v Sheffield WednesdayMiddlesbrough 2-0 Sheffield Wednesday | Sky Bet Championship |
| 37 | Sat 6 Apr | 292-0 v Swansea CityMiddlesbrough 2-0 Swansea City | Sky Bet Championship |
| 38 | Wed 10 Apr | 292-2 v Hull CityHull City 2-2 Middlesbrough | Sky Bet Championship |
| 39 | Sat 13 Apr | 291-1 v Ipswich TownIpswich Town 1-1 Middlesbrough | Sky Bet Championship |
| 40 | Sat 4 May | 293-1 v WatfordMiddlesbrough 3-1 Watford | Sky Bet Championship |
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