| 1 | Sat 5 Aug | 70-1 v MillwallMiddlesbrough 0-1 Millwall | Sky Bet Championship |
| 2 | Sat 12 Aug | 7 0-3 v Coventry CityCoventry City 3-0 Middlesbrough | Sky Bet Championship |
| 3 | Sat 19 Aug | 71-1 v Huddersfield TownMiddlesbrough 1-1 Huddersfield Town | Sky Bet Championship |
| 4 | Sat 26 Aug | 72-4 v West Bromwich AlbionWest Bromwich Albion 4-2 Middlesbrough | Sky Bet Championship |
| 5 | Tue 29 Aug | 73-1 v Bolton WanderersBolton Wanderers 1-3 Middlesbrough | Carabao Cup Second Round |
| 6 | Sat 2 Sep | 70-2 v Queens Park RangersMiddlesbrough 0-2 Queens Park Rangers | Sky Bet Championship |
| 7 | Sat 16 Sep | 7 1-2 v Blackburn RoversBlackburn Rovers 2-1 Middlesbrough | Sky Bet Championship |
| 8 | Tue 19 Sep | 71-1 v Sheffield WednesdaySheffield Wednesday 1-1 Middlesbrough | Sky Bet Championship |
| 9 | Sat 23 Sep | 7 2-1 v SouthamptonMiddlesbrough 2-1 Southampton | Sky Bet Championship |
| 10 | Tue 26 Sep | 72-0 v Bradford CityBradford City 0-2 Middlesbrough | Carabao Cup Third Round |
| 11 | Sat 30 Sep | 73-2 v WatfordWatford 2-3 Middlesbrough | Sky Bet Championship |
| 12 | Tue 3 Oct | 72-0 v Cardiff CityMiddlesbrough 2-0 Cardiff City | Sky Bet Championship |
| 13 | Sat 7 Oct | 74-0 v SunderlandSunderland 0-4 Middlesbrough | Sky Bet Championship |
| 14 | Sat 21 Oct | 7 1-0 v Birmingham CityMiddlesbrough 1-0 Birmingham City | Sky Bet Championship |
| 15 | Tue 24 Oct | 7 2-1 v Norwich CityNorwich City 1-2 Middlesbrough | Sky Bet Championship |
| 16 | Tue 31 Oct | 73-2 v Exeter CityExeter City 2-3 Middlesbrough | Carabao Cup Fourth Round |
| 17 | Sat 4 Nov | 73-3 v Plymouth ArgylePlymouth Argyle 3-3 Middlesbrough | Sky Bet Championship |
| 18 | Sat 11 Nov | 71-0 v Leicester CityMiddlesbrough 1-0 Leicester City | Sky Bet Championship |
| 19 | Sat 25 Nov | 72-3 v Bristol CityBristol City 3-2 Middlesbrough | Sky Bet Championship |
| 20 | Sat 6 Jan | 70-1 v Aston VillaMiddlesbrough 0-1 Aston Villa | Emirates FA Cup Third Round |
| 21 | Tue 9 Jan | 71-0 v ChelseaMiddlesbrough 1-0 Chelsea | Carabao Cup Semi Final |
| 22 | Sat 13 Jan | 73-1 v MillwallMillwall 1-3 Middlesbrough | Sky Bet Championship |
| 23 | Sat 20 Jan | 7 1-1 v Rotherham UnitedMiddlesbrough 1-1 Rotherham United | Sky Bet Championship |
| 24 | Tue 23 Jan | 71-6 v ChelseaChelsea 6-1 Middlesbrough | Carabao Cup Semi Final |
| 25 | Sun 4 Feb | 71-1 v SunderlandMiddlesbrough 1-1 Sunderland | Sky Bet Championship |
| 26 | Sat 10 Feb | 71-2 v Bristol CityMiddlesbrough 1-2 Bristol City | Sky Bet Championship |
| 27 | Wed 14 Feb | 71-2 v Preston North EndPreston North End 2-1 Middlesbrough | Sky Bet Championship |
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