| 1. Round | 03/08/2013 | Middlesbrough FC | - | Leicester City | 1:2 | ||||
| 20. Round | 14/12/2013 | Middlesbrough FC | - | Brighton & Hove Albion | 0:1 | ||||
| 39. Round | 29/03/2014 | Brighton & Hove Albion | - | Middlesbrough FC | 0:2 | ||||
| 40. Round | 05/04/2014 | Middlesbrough FC | - | Derby County | 1:0 | ||||
| 41. Round | 08/04/2014 | Middlesbrough FC | - | Birmingham City | 3:1 | ||||
| 42. Round | 12/04/2014 | Burnley FC | - | Middlesbrough FC | 0:1 | ||||
| 43. Round | 19/04/2014 | Middlesbrough FC | - | Millwall FC | 1:2 | ||||
| 44. Round | 22/04/2014 | Reading FC | - | Middlesbrough FC | 2:0 |
England
Ireland 
