Chelsea have played S.L. Benfica 5 times in competitive football, winning 5, drawing 0 and losing 0, first meeting on 27 Mar 2012 and most recently on 30 Sep 2025. Every meeting is listed below.
| Date | Season | Competition | Venue | Opponent | Score | Scorers | Att |
|---|---|---|---|---|---|---|---|
| 27 Mar 2012 | 2011–12 | Champions League | A | S.L. Benfica | 1–0 | Salomon Kalou 75 | 60,830 |
| 4 Apr 2012 | 2011–12 | Champions League | H | S.L. Benfica | 2–1 | Frank Lampard 21, Raul Meireles 90+2 | 37,264 |
| 15 May 2013 | 2012–13 | Europa League | A | S.L. Benfica | 2–1 | Fernando Torres 60, Branislav Ivanović 90+3 | 46,163 |
| 28 Jun 2025 | 2024–25 | Club World Cup | A | S.L. Benfica | 4–1 | Reece James 64, Christopher Nkunku 108, Pedro Neto 114, Kiernan Dewsbury-Hall 117 | 25,929 |
| 30 Sep 2025 | 2025–26 | Champions League | H | S.L. Benfica | 1–0 | Richard Ríos 18 | 38,636 |