Middlesbrough U21
| Anglia - Premier League 2 | 05/04 11:00 | 4 |
[6] Reading U21
v
Middlesbrough U21
[11] 
|
L | 2-0 | |
| Anglia - Premier League 2 | 04/26 18:00 | 20 |
[9] Middlesbrough U21
v
Crystal Palace U21
[15] 
|
L | 2-3 | |
| Anglia - Premier League 2 | 04/15 18:00 | 19 |
[9] Sunderland U21
v
Middlesbrough U21
[10]
|
W | 1-2 | |
| Anglia - Premier League 2 | 04/08 11:00 | 18 |
[3] Fulham U21
v
Middlesbrough U21
[10]
|
D | 2-2 | |
| Anglia - Premier League 2 | 04/05 18:00 | 18 |
Fulham U21
v
Middlesbrough U21
|
- | Postponed | |
| Anglia - Premier League 2 | 03/22 19:00 | 13 |
[10] Middlesbrough U21
v
Newcastle U21
[24] 
|
W | 3-2 | |
| Anglia - Premier League 2 | 03/17 13:00 | 17 |
[9] Middlesbrough U21
v
Tottenham U21
[2] 
|
L | 1-2 | |
| Anglia - Premier League 2 | 03/08 19:00 | 16 |
[11] Middlesbrough U21
v
Man Utd U21
[12] 
|
W | 3-2 | |
| Anglia - Premier League 2 | 03/01 19:00 | 15 |
[14] Norwich U21
v
Middlesbrough U21
[13]
|
W | 2-3 | |
| Anglia - Premier League 2 | 02/23 13:00 | 9 |
[12] Middlesbrough U21
v
Chelsea U21
[6] 
|
L | 1-3 | |
| Anglia - Premier League Cup U21 | 02/20 19:00 | 4 |
[1] Fulham U21
v
Middlesbrough U21
[2]
|
L | 2-1 | |
| Anglia - Premier League 2 | 02/16 19:00 | 14 |
[20] Aston Villa U21
v
Middlesbrough U21
[11]
|
L | 4-0 | |
| Anglia - Premier League 2 | 02/09 19:00 | 13 |
Middlesbrough U21
v
Newcastle U21
|
- | Postponed | |
| Anglia - Premier League Cup U21 | 02/05 19:00 | 6 |
[3] Birmingham U21
v
Middlesbrough U21
[4]
|
W | 0-4 | |
| Anglia - Premier League 2 | 01/26 19:00 | 12 |
[7] Middlesbrough U21
v
West Brom U21
[20] 
|
L | 0-1 | |
| Anglia - Premier League Cup U21 | 01/23 19:00 | 5 |
[4] Ipswich U21
v
Middlesbrough U21
[3]
|
L | 2-0 | |
| Anglia - Premier League 2 | 01/12 19:00 | 11 |
[4] Arsenal U21
v
Middlesbrough U21
[5]
|
L | 1-0 | |
| Anglia - Premier League 2 | 12/18 19:00 | 10 |
[9] Reading U21
v
Middlesbrough U21
[5]
|
D | 2-2 | |
| Anglia - Premier League Cup U21 | 12/11 19:00 | 4 |
[2] Crystal Palace U21
v
Middlesbrough U21
[4]
|
W | 0-4 | |
| Anglia - Premier League 2 | 12/03 12:00 | 9 |
Middlesbrough U21
v
Chelsea U21
|
- | Postponed | |
| Anglia - Premier League Cup U21 | 11/12 12:00 | 3 |
[3] Middlesbrough U21
v
Birmingham U21
[4]
|
L | 0-2 | |
| Anglia - Premier League 2 | 11/05 13:00 | 8 |
[7] Middlesbrough U21
v
Derby U21
[24] 
|
W | 1-0 | |
| Anglia - Premier League 2 | 10/27 18:00 | 7 |
[8] West Ham U21
v
Middlesbrough U21
[3]
|
L | 5-0 | |
| Anglia - Premier League Cup U21 | 10/06 18:00 | 2 |
[4] Middlesbrough U21
v
Ipswich U21
[2]
|
W | 2-0 | |
| Anglia - Premier League 2 | 09/29 18:00 | 6 |
[5] Middlesbrough U21
v
Stoke U21
[25] 
|
W | 4-1 | |
| Anglia - Premier League 2 | 09/25 18:00 | 5 |
[24] Leicester U21
v
Middlesbrough U21
[10]
|
W | 1-3 | |
| Anglia - Premier League Cup U21 | 09/15 18:00 | 1 |
Middlesbrough U21
v
Crystal Palace U21
|
L | 2-6 | |
| Anglia - Premier League 2 | 09/03 13:00 | 4 |
[7] Liverpool U21
v
Middlesbrough U21
[11]
|
W | 1-4 | |
| Anglia - Premier League 2 | 08/25 18:00 | 3 |
[17] Middlesbrough U21
v
Wolverhampton U21
[24] 
|
W | 3-2 | |
| Anglia - Premier League 2 | 08/18 18:00 | 2 |
[13] Middlesbrough U21
v
Everton U21
[24] 
|
D | 2-2 |