Chelsea have played Galatasaray S.K. 4 times in competitive football, winning 3, drawing 1 and losing 0, first meeting on 29 Sep 1999 and most recently on 18 Mar 2014. Every meeting is listed below.
| Date | Season | Competition | Venue | Opponent | Score | Scorers | Att |
|---|---|---|---|---|---|---|---|
| 29 Sep 1999 | 1999–00 | Champions League | H | Galatasaray S.K. | 1–0 | Dan Petrescu 55 | 33,426 |
| 19 Oct 1999 | 1999–00 | Champions League | A | Galatasaray S.K. | 5–0 | Tore André Flo 32, Tore André Flo 49, Gianfranco Zola 54, Gabriele Ambrosetti 87, Dennis Wise | 20,600 |
| 26 Feb 2014 | 2013–14 | Champions League | A | Galatasaray S.K. | 1–1 | Fernando Torres 9 | 49,194 |
| 18 Mar 2014 | 2013–14 | Champions League | H | Galatasaray S.K. | 2–0 | Samuel Eto'o 4, Gary Cahill 42 | 38,038 |