Middlesbrough have played Gainsborough Trinity 7 times in competitive football, winning 4, drawing 2 and losing 1, first meeting on 21 Nov 1885 and most recently on 5 Apr 1902. Every meeting is listed below.
| Date | Season | Competition | Venue | Opponent | Score | Scorers | Att |
|---|---|---|---|---|---|---|---|
| 21 Nov 1885 | 1885–86 | FA Cup | A | Gainsborough Trinity | 2–1 | ||
| 25 Nov 1899 | 1899–00 | Second Division | H | Gainsborough Trinity | 0–0 | ||
| 31 Mar 1900 | 1899–00 | Second Division | A | Gainsborough Trinity | 0–5 | ||
| 27 Oct 1900 | 1900–01 | Second Division | A | Gainsborough Trinity | 1–1 | ||
| 2 Mar 1901 | 1900–01 | Second Division | H | Gainsborough Trinity | 9–2 | ||
| 7 Dec 1901 | 1901–02 | Second Division | H | Gainsborough Trinity | 3–1 | ||
| 5 Apr 1902 | 1901–02 | Second Division | A | Gainsborough Trinity | 4–1 |
All Middlesbrough head-to-head records · Middlesbrough season by season