Chesterfield have played Leeds City 8 times in competitive football, winning 3, drawing 1 and losing 4, first meeting on 10 Feb 1906 and most recently on 9 Apr 1909. Every meeting is listed below.
| Date | Season | Competition | Venue | Opponent | Score | Scorers | Att |
|---|---|---|---|---|---|---|---|
| 10 Feb 1906 | 1905–06 | Second Division | H | Leeds City | 0–2 | ||
| 27 Feb 1906 | 1905–06 | Second Division | A | Leeds City | 0–3 | ||
| 3 Nov 1906 | 1906–07 | Second Division | H | Leeds City | 1–0 | Willows | |
| 9 Mar 1907 | 1906–07 | Second Division | A | Leeds City | 0–1 | ||
| 16 Nov 1907 | 1907–08 | Second Division | H | Leeds City | 4–3 | ||
| 14 Mar 1908 | 1907–08 | Second Division | A | Leeds City | 0–0 | ||
| 3 Oct 1908 | 1908–09 | Second Division | H | Leeds City | 2–0 | Munday, Bemment | |
| 9 Apr 1909 | 1908–09 | Second Division | A | Leeds City | 0–3 |
All Chesterfield head-to-head records · Chesterfield season by season