Head to Head
| England U23 Premier League Cup | 2016/11/11 20:05 | Middlesbrough U23 v Charlton U23 | L | 1-0 |
Home History
| England U23 Development League | 2017/02/06 13:00 | QPR U23 v Charlton U23 | D | 2-2 |
| England U23 Development League | 2017/01/30 13:00 | Charlton U23 v Ipswich U23 | W | 4-0 |
| England U23 Development League | 2017/01/16 13:50 | Bristol City U23 v Charlton U23 | L | 2-1 |
| England U23 Premier League Cup | 2016/12/05 20:05 | Charlton U23 v Fulham U23 | W | 3-1 |
| England U23 Development League | 2016/11/28 13:00 | Crystal Palace U23 v Charlton U23 | W | 0-1 |
| England U23 Premier League Cup | 2016/11/11 20:05 | Middlesbrough U23 v Charlton U23 | L | 1-0 |
Away History
| England Premier League 2 | 2017/01/30 19:00 | Middlesbrough U23 v Stoke U23 | D | 2-2 |
| England U23 Premier League Cup | 2017/01/23 17:01 | Middlesbrough U23 v Fulham U23 | L | 1-2 |
| England Premier League 2 | 2017/01/16 19:00 | Aston Villa U23 v Middlesbrough U23 | D | 0-0 |
| England Premier League 2 | 2016/12/19 19:00 | Swansea U23 v Middlesbrough U23 | L | 3-2 |
| England Premier League 2 | 2016/12/12 19:00 | Middlesbrough U23 v Norwich U23 | D | 2-2 |
| England U23 Premier League Cup | 2016/12/05 14:06 | AFC Wimbledon U23 v Middlesbrough U23 | W | 0-1 |
| England Premier League 2 | 2016/11/28 19:00 | West Brom U23 v Middlesbrough U23 | D | 0-0 |
| England Premier League 2 | 2016/11/18 13:00 | Middlesbrough U23 v Fulham U23 | L | 1-4 |