Premier League 2 (Division 1)
 
Final
West Ham Sub-21
Middlesbrough Sub-21
5
0
 
Final
Middlesbrough Sub-21
Derby County Sub-21
1
0
 Premier League Cup
 
Final
Middlesbrough Sub-21
Birmingham City Sub-21
0
2
 
Final
Crystal Palace Sub-21
Middlesbrough Sub-21
0
4
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 Premier League 2 (Division 1)
 
Reading Sub-21
Middlesbrough Sub-21
 
Final
Arsenal Sub-21
Middlesbrough Sub-21
1
0
 Premier League Cup
 
Final
Ipswich Town Sub-21
Middlesbrough Sub-21
2
0
 Premier League 2 (Division 1)
 
Final
Middlesbrough Sub-21
West Brom Sub-21
0
1
 Premier League Cup
 
Final
Birmingham City Sub-21
Middlesbrough Sub-21
0
4
 Premier League 2 (Division 1)
 
Final
Aston Villa Sub-21
Middlesbrough Sub-21
4
0
 Premier League Cup
 
Final
Fulham Sub-21
Middlesbrough Sub-21
2
1
 Premier League 2 (Division 1)
 
Final
Middlesbrough Sub-21
Chelsea Sub-21
1
3
 
Final
Norwich Sub-21
Middlesbrough Sub-21
2
3
 
Final
Middlesbrough Sub-21
Manchester United Sub-21
3
2
 
Final
Middlesbrough Sub-21
Tottenham Sub-21
1
2
 
Final
Middlesbrough Sub-21
Newcastle United Sub-21
3
2
 
Final
Fulham Sub-21
Middlesbrough Sub-21
2
2
 
Final
Sunderland Sub-21
Middlesbrough Sub-21
1
2
 
Final
Middlesbrough Sub-21
Crystal Palace Sub-21
2
3
 
Final
Reading Sub-21
Middlesbrough Sub-21
2
0