Chesterfield have played Loughborough 2 times in competitive football, winning 2, drawing 0 and losing 0, first meeting on 13 Apr 1900 and most recently on 16 Apr 1900. Every meeting is listed below.
| Date | Season | Competition | Venue | Opponent | Score | Scorers | Att |
|---|---|---|---|---|---|---|---|
| 13 Apr 1900 | 1899–00 | Second Division | H | Loughborough | 1–0 | Morley | |
| 16 Apr 1900 | 1899–00 | Second Division | A | Loughborough | 4–0 |
All Chesterfield head-to-head records · Chesterfield season by season