Middlesbrough have played Darlington 10 times in competitive football, winning 7, drawing 2 and losing 1, first meeting on 17 Oct 1925 and most recently on 5 Apr 1987. Every meeting is listed below.
| Date | Season | Competition | Venue | Opponent | Score | Scorers | Att |
|---|---|---|---|---|---|---|---|
| 17 Oct 1925 | 1925–26 | Second Division | H | Darlington | 3–2 | ||
| 27 Feb 1926 | 1925–26 | Second Division | A | Darlington | 2–0 | ||
| 30 Oct 1926 | 1926–27 | Second Division | A | Darlington | 4–1 | ||
| 19 Mar 1927 | 1926–27 | Second Division | H | Darlington | 4–1 | ||
| 26 Dec 1966 | 1966–67 | Third Division | A | Darlington | 3–0 | ||
| 27 Dec 1966 | 1966–67 | Third Division | H | Darlington | 4–0 | ||
| 5 Jan 1985 | 1984–85 | FA Cup | H | Darlington | 0–0 | ||
| 8 Jan 1985 | 1984–85 | FA Cup | A | Darlington | 1–2 | ||
| 8 Nov 1986 | 1986–87 | Third Division | A | Darlington | 1–0 | 9,947 | |
| 5 Apr 1987 | 1986–87 | Third Division | H | Darlington | 1–1 | 11,969 |
All Middlesbrough head-to-head records · Middlesbrough season by season