| 1 | Sat 9 Aug 2014 | 42-0 v Birmingham CityMiddlesbrough 2-0 Birmingham City | Sky Bet Championship |
| 2 | Tue 12 Aug 2014 | 43-0 v Oldham AthleticOldham Athletic 0-3 Middlesbrough | Capital One Cup First Round |
| 3 | Sat 16 Aug 2014 | 40-1 v Leeds UnitedLeeds United 1-0 Middlesbrough | Sky Bet Championship |
| 4 | Tue 19 Aug 2014 | 42-1 v Bolton WanderersBolton Wanderers 1-2 Middlesbrough | Sky Bet Championship |
| 5 | Sat 23 Aug 2014 | 42-3 v Sheffield WednesdayMiddlesbrough 2-3 Sheffield Wednesday | Sky Bet Championship |
| 6 | Tue 26 Aug 2014 | 43-1 v Preston North EndMiddlesbrough 3-1 Preston North End | Capital One Cup Second Round |
| 7 | Sat 13 Sep 2014 | 42-1 v Huddersfield TownHuddersfield Town 1-2 Middlesbrough | Sky Bet Championship |
| 8 | Tue 16 Sep 2014 | 41-0 v Cardiff CityCardiff City 0-1 Middlesbrough | Sky Bet Championship |
| 9 | Tue 23 Sep 2014 | 222-2 v LiverpoolLiverpool 2-2 Middlesbrough | Capital One Cup Third Round |
| 10 | Sat 27 Sep 2014 | 40-0 v Charlton AthleticCharlton Athletic 0-0 Middlesbrough | Sky Bet Championship |
| 11 | Tue 30 Sep 2014 | 41-1 v BlackpoolMiddlesbrough 1-1 Blackpool | Sky Bet Championship |
| 12 | Sat 4 Oct 2014 | 42-0 v FulhamMiddlesbrough 2-0 Fulham | Sky Bet Championship |
| 13 | Sat 18 Oct 2014 | 42-1 v Brighton & Hove AlbionBrighton & Hove Albion 1-2 Middlesbrough | Sky Bet Championship |
| 14 | Tue 21 Oct 2014 | 40-2 v Wolverhampton WanderersWolverhampton Wanderers 2-0 Middlesbrough | Sky Bet Championship |
| 15 | Sat 25 Oct 2014 | 41-1 v WatfordMiddlesbrough 1-1 Watford | Sky Bet Championship |
| 16 | Sat 1 Nov 2014 | 43-0 v Rotherham UnitedRotherham United 0-3 Middlesbrough | Sky Bet Championship |
| 17 | Tue 4 Nov 2014 | 44-0 v Norwich CityMiddlesbrough 4-0 Norwich City | Sky Bet Championship |
| 18 | Sat 8 Nov 2014 | 40-0 v AFC BournemouthMiddlesbrough 0-0 AFC Bournemouth | Sky Bet Championship |
| 19 | Sat 22 Nov 2014 | 41-1 v Wigan AthleticWigan Athletic 1-1 Middlesbrough | Sky Bet Championship |
| 20 | Sat 29 Nov 2014 | 41-1 v Blackburn RoversMiddlesbrough 1-1 Blackburn Rovers | Sky Bet Championship |
| 21 | Sat 6 Dec 2014 | 45-1 v MillwallMillwall 1-5 Middlesbrough | Sky Bet Championship |
| 22 | Sat 13 Dec 2014 | 42-0 v Derby CountyMiddlesbrough 2-0 Derby County | Sky Bet Championship |
| 23 | Sat 20 Dec 2014 | 220-2 v Ipswich TownIpswich Town 2-0 Middlesbrough | Sky Bet Championship |
| 24 | Sun 28 Dec 2014 | 40-0 v Blackburn RoversBlackburn Rovers 0-0 Middlesbrough | Sky Bet Championship |
| 25 | Sat 3 Jan 2015 | 42-0 v BarnsleyBarnsley 0-2 Middlesbrough | FA Cup Third Round |
| 26 | Sat 10 Jan 2015 | 40-0 v ReadingReading 0-0 Middlesbrough | Sky Bet Championship |
| 27 | Sat 17 Jan 2015 | 42-0 v Huddersfield TownMiddlesbrough 2-0 Huddersfield Town | Sky Bet Championship |
| 28 | Tue 20 Jan 2015 | 42-1 v Cardiff CityMiddlesbrough 2-1 Cardiff City | Sky Bet Championship |
| 29 | Sat 24 Jan 2015 | 42-0 v Manchester CityManchester City 0-2 Middlesbrough | FA Cup Fourth Round |
| 30 | Tue 10 Feb 2015 | 42-1 v BlackpoolBlackpool 1-2 Middlesbrough | Sky Bet Championship |
| 31 | Sat 14 Mar 2015 | 44-1 v Ipswich TownMiddlesbrough 4-1 Ipswich Town | Sky Bet Championship |
| 32 | Sat 11 Apr 2015 | 42-0 v Rotherham UnitedMiddlesbrough 2-0 Rotherham United | Sky Bet Championship |
| 33 | Fri 17 Apr 2015 | 41-0 v Norwich CityNorwich City 0-1 Middlesbrough | Sky Bet Championship |
| 34 | Sat 25 Apr 2015 | 43-4 v FulhamFulham 4-3 Middlesbrough | Sky Bet Championship |
| 35 | Sat 2 May 2015 | 40-0 v Brighton & Hove AlbionMiddlesbrough 0-0 Brighton & Hove Albion | Sky Bet Championship |
| 36 | Fri 8 May 2015 | 42-1 v BrentfordBrentford 1-2 Middlesbrough | Sky Bet Championship Play-off Semi Final |
| 37 | Fri 15 May 2015 | 43-0 v BrentfordMiddlesbrough 3-0 Brentford | Sky Bet Championship Play-off Semi Final |
| 38 | Mon 25 May 2015 | 40-2 v Norwich CityMiddlesbrough 0-2 Norwich City | Sky Bet Championship Play-off Final |
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