Middlesbrough U21
| Anglia - Premier League 2 | 08/14 18:00 | 1 |
[15] Nottm Forest U21
v
Middlesbrough U21
[13] 
|
D | 2-2 | |
| Anglia - Premier League 2 | 04/23 13:00 | 22 |
[2] Leeds U21
v
Middlesbrough U21
[7]
|
L | 3-1 | |
| Anglia - Premier League 2 | 04/14 18:00 | 21 |
[7] Middlesbrough U21
v
Nottm Forest U21
[3]
|
L | 0-1 | |
| Anglia - Premier League 2 | 04/03 18:00 | 20 |
[9] Newcastle U21
v
Middlesbrough U21
[7]
|
D | 0-0 | |
| Anglia - Premier League 2 | 03/24 14:00 | 13 |
[11] Derby U21
v
Middlesbrough U21
[7]
|
W | 1-5 | |
| Anglia - Premier League 2 | 03/06 19:00 | 18 |
[7] Middlesbrough U21
v
Aston Villa U21
[6] 
|
L | 2-3 | |
| Anglia - Premier League 2 | 02/24 12:00 | 17 |
[4] Norwich U21
v
Middlesbrough U21
[7]
|
D | 2-2 | |
| Anglia - Premier League 2 | 02/20 18:00 | 16 |
[10] Stoke U21
v
Middlesbrough U21
[7]
|
W | 1-2 | |
| Anglia - Premier League 2 | 02/10 19:00 | 15 |
[7] Middlesbrough U21
v
West Brom U21
[5] 
|
L | 2-4 | |
| Anglia - Premier League Cup U21 | 01/30 14:00 | 4 |
Brentford U21
v
Middlesbrough U21
|
L | 2-1 | |
| Anglia - Premier League 2 | 01/27 13:00 | 14 |
[6] Middlesbrough U21
v
Southampton U21
[1] 
|
D | 2-2 | |
| Anglia - Premier League 2 | 01/16 19:00 | 13 |
Derby U21
v
Middlesbrough U21
|
- | Postponed | |
| Anglia - Premier League 2 | 01/09 19:00 | 12 |
[9] Sunderland U21
v
Middlesbrough U21
[7]
|
W | 5-7 | |
| Anglia - Premier League Cup U21 | 01/05 14:00 | - |
West Brom U21
v
Middlesbrough U21
|
W | 0-1 | |
| Anglia - Premier League Cup U21 | 12/20 13:30 | - |
Watford U21
v
Middlesbrough U21
|
L | 3-1 | |
| Anglia - Premier League Cup U21 | 11/25 13:00 | - |
Huddersfield U21
v
Middlesbrough U21
|
L | 2-0 | |
| Anglia - Premier League Cup U21 | 11/19 11:00 | - |
Middlesbrough U21
v
Watford U21
|
W | 4-0 | |
| Anglia - Premier League 2 | 10/30 12:00 | 10 |
[5] Southampton U21
v
Middlesbrough U21
[4]
|
L | 8-1 | |
| Anglia - Premier League 2 | 10/22 10:00 | 9 |
[4] Middlesbrough U21
v
Leeds U21
[1]
|
L | 2-4 | |
| Anglia - Premier League Cup U21 | 10/17 17:00 | - |
Middlesbrough U21
v
West Brom U21
|
W | 2-1 | |
| Anglia - Premier League 2 | 10/10 17:00 | 8 |
[5] West Brom U21
v
Middlesbrough U21
[3]
|
L | 5-2 | |
| Anglia - Premier League 2 | 09/30 18:00 | 7 |
[2] Middlesbrough U21
v
Newcastle U21
[6]
|
D | 1-1 | |
| Anglia - Premier League 2 | 09/23 18:00 | 5 |
[3] Middlesbrough U21
v
Sunderland U21
[8]
|
W | 2-0 | |
| Anglia - Premier League 2 | 09/18 12:00 | 6 |
[2] Middlesbrough U21
v
Norwich U21
[4]
|
L | 1-3 | |
| Anglia - Premier League 2 | 09/09 18:00 | 5 |
Middlesbrough U21
v
Sunderland U21
|
- | Postponed | |
| Anglia - Premier League Cup U21 | 09/03 11:00 | - |
Middlesbrough U21
v
Huddersfield U21
|
L | 0-3 | |
| Anglia - Premier League 2 | 08/26 18:00 | 4 |
[2] Middlesbrough U21
v
Stoke U21
[8]
|
W | 4-1 | |
| Anglia - Premier League 2 | 08/22 18:00 | 3 |
[9] Nottm Forest U21
v
Middlesbrough U21
[5]
|
W | 1-4 | |
| Anglia - Premier League 2 | 08/12 17:00 | 2 |
[6] Middlesbrough U21
v
Derby U21
[11]
|
W | 3-1 | |
| Anglia - Premier League 2 | 08/05 16:00 | 1 |
[2] Aston Villa U21
v
Middlesbrough U21
[2]
|
D | 3-3 |