Head to Head
| England Championship | 2015/02/07 15:00 | Middlesbrough v Charlton | W | 3-1 |
| England Championship | 2014/09/27 14:00 | Charlton v Middlesbrough | D | 0-0 |
Home History
| England Championship | 2015/08/29 14:00 | Sheff Wed v Middlesbrough | W | 1-3 |
| England EFL Cup | 2015/08/25 18:45 | Burton Albion v Middlesbrough | W | 1-2 |
| England Championship | 2015/08/22 14:00 | Middlesbrough v Bristol City | L | 0-1 |
| England Championship | 2015/08/18 18:45 | Derby v Middlesbrough | D | 1-1 |
| England Championship | 2015/08/15 14:00 | Middlesbrough v Bolton | W | 3-0 |
| England EFL Cup | 2015/08/12 18:45 | Oldham v Middlesbrough | W | 1-3 |
| England Championship | 2015/08/09 11:00 | Preston v Middlesbrough | D | 0-0 |
| Club Friendly List | 2015/07/29 18:00 | Barnsley v Middlesbrough | W | 0-4 |
Away History
| England Championship | 2015/08/29 14:00 | Wolverhampton v Charlton | L | 2-1 |
| England EFL Cup | 2015/08/25 18:45 | Peterborough v Charlton | W | 1-4 |
| England Championship | 2015/08/22 14:00 | Charlton v Hull | W | 2-1 |
| England Championship | 2015/08/18 18:45 | Nottm Forest v Charlton | D | 0-0 |
| England Championship | 2015/08/15 14:00 | Derby v Charlton | D | 1-1 |
| England EFL Cup | 2015/08/11 18:45 | Charlton v Dag & Red | W | 4-1 |
| England Championship | 2015/08/08 14:00 | Charlton v QPR | W | 2-0 |
| Club Friendly List | 2015/07/31 19:00 | Bolton v Charlton | D | 2-2 |