Head to Head
| Anglia - Premier League 2 | 2020/11/27 13:00 | Middlesbrough - U23 v Reading - U23 | W | 2-3 |
| Anglia - Premier League 2 | 2020/02/17 19:00 | Reading - U23 v Middlesbrough - U23 | L | 0-1 |
| Anglia - Premier League 2 | 2019/10/18 18:00 | Middlesbrough - U23 v Reading - U23 | L | 2-1 |
| Anglia - Premier League 2 | 2019/03/09 13:00 | Reading - U23 v Middlesbrough - U23 | D | 2-2 |
| Anglia - Premier League 2 | 2018/10/19 18:00 | Middlesbrough - U23 v Reading - U23 | W | 2-3 |
| Anglia - Premier League 2 | 2018/02/18 13:00 | Reading - U23 v Middlesbrough - U23 | L | 2-3 |
| Anglia - Premier League 2 | 2017/10/15 12:00 | Middlesbrough - U23 v Reading - U23 | W | 3-4 |
| Angol Premier League Cup - U23 | 2017/03/20 13:00 | Reading - U23 v Middlesbrough - U23 | W | 4-1 |
Home History
| Anglia - Premier League 2 | 2021/04/02 12:00 | Reading - U23 v Sunderland - U23 | L | 0-2 |
| Anglia - Premier League 2 | 2021/03/12 13:00 | Reading - U23 v Crystal Palace - U23 | W | 2-1 |
| Anglia - Premier League 2 | 2021/03/05 13:00 | Reading - U23 v Norwich - U23 | L | 1-3 |
| Anglia - Premier League 2 | 2021/03/01 13:00 | Newcastle - U23 v Reading - U23 | W | 1-2 |
| Anglia - Premier League 2 | 2021/02/19 13:00 | Reading - U23 v Stoke - U23 | L | 1-3 |
| Anglia - Premier League 2 | 2021/02/15 13:00 | Leeds - U23 v Reading - U23 | L | 3-0 |
| Anglia - Premier League 2 | 2021/02/05 13:00 | Reading - U23 v West Brom - U23 | W | 5-2 |
| Anglia - Premier League 2 | 2021/01/29 13:00 | Reading - U23 v Aston Villa - U23 | W | 3-1 |
Away History
| Anglia - Premier League 2 | 2021/03/22 12:00 | Middlesbrough - U23 v Wolverhampton - U23 | D | 1-1 |
| Anglia - Premier League 2 | 2021/03/12 13:00 | West Brom - U23 v Middlesbrough - U23 | W | 0-1 |
| Anglia - Premier League 2 | 2021/03/05 14:00 | Middlesbrough - U23 v Newcastle - U23 | W | 2-1 |
| Anglia - Premier League 2 | 2021/02/26 14:00 | Middlesbrough - U23 v Norwich - U23 | L | 0-3 |
| Anglia - Premier League 2 | 2021/02/22 14:00 | Burnley - U23 v Middlesbrough - U23 | L | 3-2 |
| Anglia - Premier League 2 | 2021/02/15 13:30 | Middlesbrough - U23 v Sunderland - U23 | D | 1-1 |
| Anglia - Premier League 2 | 2021/02/07 13:00 | Middlesbrough - U23 v Leeds - U23 | L | 2-4 |
| Anglia - Premier League 2 | 2021/01/25 15:00 | Stoke - U23 v Middlesbrough - U23 | L | 2-0 |