| Date | Home | Score | Away | R | Tournament |
|---|---|---|---|---|---|
| 21 Feb 2009 |
Middlesbrough
|
0–0 |
|
D | ENG · Premier League |
| 14 Feb 2009 |
West Ham United
|
1–1 |
|
D | ENG · FA Cup Round 5 |
| 07 Feb 2009 |
Manchester City
|
1–0 |
|
H | ENG · Premier League |
| 31 Jan 2009 |
Middlesbrough
|
0–0 |
|
D | ENG · Premier League |
| 28 Jan 2009 |
Chelsea
|
2–0 |
|
H | ENG · Premier League |
| 24 Jan 2009 |
Wolverhampton Wanderers
|
1–2 |
|
A | ENG · FA Cup Round 4 |
| 17 Jan 2009 |
West Bromwich Albion
|
3–0 |
|
H | ENG · Premier League |
| 10 Jan 2009 |
Middlesbrough
|
1–1 |
|
D | ENG · Premier League |
| 03 Jan 2009 |
Middlesbrough
|
2–1 |
|
H | ENG · FA Cup Round 3 |
| 29 Dec 2008 |
Manchester United
|
1–0 |
|
H | ENG · Premier League |
| 26 Dec 2008 |
Middlesbrough
|
0–1 |
|
A | ENG · Premier League |
| 20 Dec 2008 |
Fulham
|
3–0 |
|
H | ENG · Premier League |
| 13 Dec 2008 |
Middlesbrough
|
1–1 |
|
D | ENG · Premier League |
| 06 Dec 2008 |
Hull City
|
2–1 |
|
H | ENG · Premier League |
| 29 Nov 2008 |
Middlesbrough
|
0–0 |
|
D | ENG · Premier League |
| 22 Nov 2008 |
Middlesbrough
|
1–3 |
|
A | ENG · Premier League |
| 16 Nov 2008 |
Everton
|
1–1 |
|
D | ENG · Premier League |
| 09 Nov 2008 |
Aston Villa
|
1–2 |
|
A | ENG · Premier League |
| 01 Nov 2008 |
Middlesbrough
|
1–1 |
|
D | ENG · Premier League |
| 29 Oct 2008 |
Middlesbrough
|
2–0 |
|
H | ENG · Premier League |
| 25 Oct 2008 |
Blackburn Rovers
|
1–1 |
|
D | ENG · Premier League |
| 18 Oct 2008 |
Middlesbrough
|
0–5 |
|
A | ENG · Premier League |
| 04 Oct 2008 |
Wigan Athletic
|
0–1 |
|
A | ENG · Premier League |
| 27 Sep 2008 |
Middlesbrough
|
0–1 |
|
A | ENG · Premier League |
| 23 Sep 2008 |
Manchester United
|
3–1 |
|
H | ENG · League Cup Round 3 |
| 20 Sep 2008 |
Sunderland
|
2–0 |
|
H | ENG · Premier League |
| 13 Sep 2008 |
Portsmouth
|
2–1 |
|
H | ENG · Premier League |
| 30 Aug 2008 |
Middlesbrough
|
2–1 |
|
H | ENG · Premier League |
| 26 Aug 2008 |
Middlesbrough
|
5–1 |
|
H | ENG · League Cup Round 2 |
| 23 Aug 2008 |
Liverpool
|
2–1 |
|
H | ENG · Premier League |
| 16 Aug 2008 |
Middlesbrough
|
2–1 |
|
H | ENG · Premier League |
| 11 May 2008 |
Middlesbrough
|
8–1 |
|
H | ENG · Premier League |
| 03 May 2008 |
Middlesbrough
|
2–0 |
|
H | ENG · Premier League |
| 26 Apr 2008 |
Sunderland
|
3–2 |
|
H | ENG · Premier League |
| 19 Apr 2008 |
Middlesbrough
|
0–1 |
|
A | ENG · Premier League |
| 12 Apr 2008 |
Tottenham Hotspur
|
1–1 |
|
D | ENG · Premier League |
| 06 Apr 2008 |
Middlesbrough
|
2–2 |
|
D | ENG · Premier League |
| 30 Mar 2008 |
Chelsea
|
1–0 |
|
H | ENG · Premier League |
| 22 Mar 2008 |
Middlesbrough
|
1–0 |
|
H | ENG · Premier League |
| 15 Mar 2008 |
Arsenal
|
1–1 |
|
D | ENG · Premier League |