Key: Win : Draw : Loss
| Date | Home | Away | Ref | ||
|---|---|---|---|---|---|
| 03/08/2013 | Middlesbrough | 1 | 2 | Leicester | A Madley |
| 10/08/2013 | Charlton | 0 | 1 | Middlesbrough | P Tierney |
| 17/08/2013 | Middlesbrough | 1 | 1 | Blackpool | T Kettle |
| 25/08/2013 | Wigan | 2 | 2 | Middlesbrough | D Coote |
| 31/08/2013 | Middlesbrough | 1 | 1 | Sheffield Weds | C Sarginson |
| 14/09/2013 | Ipswich | 3 | 1 | Middlesbrough | J Linington |
| 17/09/2013 | Nott'm Forest | 2 | 2 | Middlesbrough | P Dowd |
| 21/09/2013 | Middlesbrough | 3 | 3 | Bournemouth | G Salisbury |
| 28/09/2013 | QPR | 2 | 0 | Middlesbrough | D Deadman |
| 01/10/2013 | Middlesbrough | 1 | 1 | Huddersfield | J Simpson |
| 05/10/2013 | Middlesbrough | 4 | 1 | Yeovil | D Whitestone |
| 19/10/2013 | Barnsley | 3 | 2 | Middlesbrough | O Langford |
| 25/10/2013 | Middlesbrough | 4 | 0 | Doncaster | M Naylor |
| 02/11/2013 | Blackburn | 1 | 0 | Middlesbrough | C Boyeson |
| 09/11/2013 | Middlesbrough | 2 | 2 | Watford | P Tierney |
| 23/11/2013 | Leeds | 2 | 1 | Middlesbrough | P Gibbs |
| 30/11/2013 | Middlesbrough | 1 | 0 | Bolton | M Brown |
| 04/12/2013 | Derby | 2 | 1 | Middlesbrough | A Madley |
| 07/12/2013 | Birmingham | 2 | 2 | Middlesbrough | D Bond |
| 14/12/2013 | Middlesbrough | 0 | 1 | Brighton | M Haywood |
| 21/12/2013 | Millwall | 0 | 2 | Middlesbrough | J Linington |
| 26/12/2013 | Middlesbrough | 1 | 0 | Burnley | M Clattenburg |
| 29/12/2013 | Middlesbrough | 3 | 0 | Reading | P Tierney |
| 01/01/2014 | Bolton | 2 | 2 | Middlesbrough | C Sarginson |
| 11/01/2014 | Blackpool | 0 | 2 | Middlesbrough | M Russell |
| 18/01/2014 | Middlesbrough | 1 | 0 | Charlton | K Stroud |
| 25/01/2014 | Leicester | 2 | 0 | Middlesbrough | S Martin |
| 28/01/2014 | Middlesbrough | 0 | 0 | Wigan | M Naylor |
| 01/02/2014 | Doncaster | 0 | 0 | Middlesbrough | A Davies |
| 08/02/2014 | Middlesbrough | 0 | 0 | Blackburn | S Attwell |
| 15/02/2014 | Watford | 1 | 0 | Middlesbrough | O Langford |
| 22/02/2014 | Middlesbrough | 0 | 0 | Leeds | A Taylor |
| 01/03/2014 | Sheffield Weds | 1 | 0 | Middlesbrough | A D'Urso |
| 08/03/2014 | Middlesbrough | 2 | 0 | Ipswich | I Williamson |
| 11/03/2014 | Middlesbrough | 1 | 1 | Nott'm Forest | R East |
| 15/03/2014 | Bournemouth | 0 | 0 | Middlesbrough | F Graham |
| 22/03/2014 | Middlesbrough | 1 | 3 | QPR | K Hill |
| 25/03/2014 | Huddersfield | 2 | 2 | Middlesbrough | J Linington |
| 29/03/2014 | Brighton | 0 | 2 | Middlesbrough | G Scott |
| 05/04/2014 | Middlesbrough | 1 | 0 | Derby | A Haines |
| 08/04/2014 | Middlesbrough | 3 | 1 | Birmingham | C Boyeson |
| 12/04/2014 | Burnley | 0 | 1 | Middlesbrough | D Whitestone |
| 19/04/2014 | Middlesbrough | 1 | 2 | Millwall | D Bond |
| 22/04/2014 | Reading | 2 | 0 | Middlesbrough | J Adcock |
| 26/04/2014 | Middlesbrough | 3 | 1 | Barnsley | D Drysdale |
| 03/05/2014 | Yeovil | 1 | 4 | Middlesbrough | G Salisbury |