Chelsea have played Grenadier Guards 1 times in competitive football, winning 1, drawing 0 and losing 0, first meeting on 7 Oct 1905 and most recently on 7 Oct 1905. Every meeting is listed below.
| Date | Season | Competition | Venue | Opponent | Score | Scorers | Att |
|---|---|---|---|---|---|---|---|
| 7 Oct 1905 | 1905–06 | FA Cup | H | Grenadier Guards | 6–1 | O'Hara 2, J. Robertson 7, O'Hara 15, Martin Moran 40, Jimmy Windridge 6th 80 | 5,000 |