Middlesbrough have played Glossop North End 5 times in competitive football, winning 2, drawing 1 and losing 2, first meeting on 15 Sep 1900 and most recently on 14 Jan 1911. Every meeting is listed below.
| Date | Season | Competition | Venue | Opponent | Score | Scorers | Att |
|---|---|---|---|---|---|---|---|
| 15 Sep 1900 | 1900–01 | Second Division | H | Glossop North End | 2–2 | ||
| 12 Jan 1901 | 1900–01 | Second Division | A | Glossop North End | 0–2 | ||
| 21 Sep 1901 | 1901–02 | Second Division | A | Glossop North End | 0–1 | ||
| 18 Jan 1902 | 1901–02 | Second Division | H | Glossop North End | 5–0 | ||
| 14 Jan 1911 | 1910–11 | FA Cup | H | Glossop North End | 1–0 |
All Middlesbrough head-to-head records · Middlesbrough season by season