Chelsea have played Glossop North End 8 times in competitive football, winning 6, drawing 1 and losing 1, first meeting on 26 Dec 1905 and most recently on 6 Apr 1912. Every meeting is listed below.
| Date | Season | Competition | Venue | Opponent | Score | Scorers | Att |
|---|---|---|---|---|---|---|---|
| 26 Dec 1905 | 1905–06 | Second Division | A | Glossop North End | 4–2 | Bob McRoberts 15, Jack Kirwan 2nd 65, J.T. Roberston 6th | 6,000 |
| 16 Apr 1906 | 1905–06 | Second Division | H | Glossop North End | 0–0 | ||
| 1 Sep 1906 | 1906–07 | Second Division | H | Glossop North End | 9–2 | ||
| 29 Dec 1906 | 1906–07 | Second Division | A | Glossop North End | 1–0 | ||
| 22 Oct 1910 | 1910–11 | Second Division | A | Glossop North End | 1–2 | ||
| 6 Mar 1911 | 1910–11 | Second Division | H | Glossop North End | 2–0 | ||
| 2 Dec 1911 | 1911–12 | Second Division | H | Glossop North End | 1–0 | ||
| 6 Apr 1912 | 1911–12 | Second Division | A | Glossop North End | 2–1 |