| 1 | Sat 5 Aug | 80-1 v MillwallMiddlesbrough 0-1 Millwall | Sky Bet Championship |
| 2 | Sat 12 Aug | 80-3 v Coventry CityCoventry City 3-0 Middlesbrough | Sky Bet Championship |
| 3 | Sat 19 Aug | 81-1 v Huddersfield TownMiddlesbrough 1-1 Huddersfield Town | Sky Bet Championship |
| 4 | Sat 26 Aug | 82-4 v West Bromwich AlbionWest Bromwich Albion 4-2 Middlesbrough | Sky Bet Championship |
| 5 | Tue 29 Aug | 83-1 v Bolton WanderersBolton Wanderers 1-3 Middlesbrough | Carabao Cup Second Round |
| 6 | Sat 2 Sep | 80-2 v Queens Park RangersMiddlesbrough 0-2 Queens Park Rangers | Sky Bet Championship |
| 7 | Sun 10 Sep | 142-2 v MexicoMexico 2-2 Australia | International Friendly |
| 8 | Sat 16 Sep | 81-2 v Blackburn RoversBlackburn Rovers 2-1 Middlesbrough | Sky Bet Championship |
| 9 | Tue 19 Sep | 81-1 v Sheffield WednesdaySheffield Wednesday 1-1 Middlesbrough | Sky Bet Championship |
| 10 | Sat 23 Sep | 82-1 v SouthamptonMiddlesbrough 2-1 Southampton | Sky Bet Championship |
| 11 | Tue 26 Sep | 82-0 v Bradford CityBradford City 0-2 Middlesbrough | Carabao Cup Third Round |
| 12 | Sat 30 Sep | 83-2 v WatfordWatford 2-3 Middlesbrough | Sky Bet Championship |
| 13 | Tue 3 Oct | 82-0 v Cardiff CityMiddlesbrough 2-0 Cardiff City | Sky Bet Championship |
| 14 | Sat 23 Dec | 81-0 v West Bromwich AlbionMiddlesbrough 1-0 West Bromwich Albion | Sky Bet Championship |
| 15 | Tue 26 Dec | 80-1 v Rotherham UnitedRotherham United 1-0 Middlesbrough | Sky Bet Championship |
| 16 | Fri 29 Dec | 82-1 v Huddersfield TownHuddersfield Town 1-2 Middlesbrough | Sky Bet Championship |
| 17 | Sat 6 Jan | 142-0 v BahrainBahrain 0-2 Australia | International Friendly |
| 18 | Sat 13 Jan | 142-0 v IndiaAustralia 2-0 India | Asian Cup Group B |
| 19 | Thu 18 Jan | 141-0 v SyriaSyria 0-1 Australia | Asian Cup Group B |
| 20 | Tue 23 Jan | 14 1-1 v UzbekistanAustralia 1-1 Uzbekistan | Asian Cup Group B |
| 21 | Sun 28 Jan | 144-0 v IndonesiaAustralia 4-0 Indonesia | Asian Cup Round of 16 |
| 22 | Fri 2 Feb | 141-2 v South KoreaAustralia 1-2 South Korea | Asian Cup Quarter Final |
| 23 | Sat 10 Feb | 81-2 v Bristol CityMiddlesbrough 1-2 Bristol City | Sky Bet Championship |
| 24 | Wed 14 Feb | 8 1-2 v Preston North EndPreston North End 2-1 Middlesbrough | Sky Bet Championship |
| 25 | Sat 17 Feb | 8 2-1 v Leicester CityLeicester City 1-2 Middlesbrough | Sky Bet Championship |
| 26 | Sat 24 Feb | 80-2 v Plymouth ArgyleMiddlesbrough 0-2 Plymouth Argyle | Sky Bet Championship |
| 27 | Sat 2 Mar | 80-2 v Stoke CityStoke City 2-0 Middlesbrough | Sky Bet Championship |
| 28 | Wed 6 Mar | 83-1 v Norwich CityMiddlesbrough 3-1 Norwich City | Sky Bet Championship |
| 29 | Sat 9 Mar | 82-0 v Queens Park RangersQueens Park Rangers 0-2 Middlesbrough | Sky Bet Championship |
| 30 | Tue 12 Mar | 81-0 v Birmingham CityBirmingham City 0-1 Middlesbrough | Sky Bet Championship |
| 31 | Sat 16 Mar | 80-0 v Blackburn RoversMiddlesbrough 0-0 Blackburn Rovers | Sky Bet Championship |
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