Middlesbrough have played Southend United 6 times in competitive football, winning 3, drawing 1 and losing 2, first meeting on 2 Nov 1991 and most recently on 10 Dec 1994. Every meeting is listed below.
| Date | Season | Competition | Venue | Opponent | Score | Scorers | Att |
|---|---|---|---|---|---|---|---|
| 2 Nov 1991 | 1991–92 | Second Division | H | Southend United | 1–1 | Stuart Ripley | 9,664 |
| 14 Mar 1992 | 1991–92 | Second Division | A | Southend United | 1–0 | Bernie Slaven | 7,272 |
| 11 Sep 1993 | 1993–94 | First Division | A | Southend United | 0–1 | 6,495 | |
| 15 Mar 1994 | 1993–94 | First Division | H | Southend United | 1–0 | Paul Wilkinson | 7,378 |
| 20 Aug 1994 | 1994–95 | First Division | A | Southend United | 2–0 | John Hendrie, John Hendrie | 5,722 |
| 10 Dec 1994 | 1994–95 | First Division | H | Southend United | 1–2 | John Hendrie | 16,843 |
All Middlesbrough head-to-head records · Middlesbrough season by season