Chelsea have played Macclesfield Town 1 times in competitive football, winning 1, drawing 0 and losing 0, first meeting on 6 Jan 2007 and most recently on 6 Jan 2007. Every meeting is listed below.
| Date | Season | Competition | Venue | Opponent | Score | Scorers | Att |
|---|---|---|---|---|---|---|---|
| 6 Jan 2007 | 2006–07 | FA Cup | H | Macclesfield Town | 6–1 | Frank Lampard 17, Frank Lampard 41, Frank Lampard 51, Shaun Wright-Phillips 68, Mikel John Obi 82, Ricardo Carvalho 86 | 41,434 |