Chelsea 2004-2012 — four Premier League titles and the 2012 Champions League
Drogba's first Chelsea spell from 2004 to 2012 produced 100 goals in 226 league games, three Premier League titles, four FA Cups, three League Cups and the 2011-12 UEFA Champions League — the most decorated single club spell by any African footballer in Premier League history.
The £24 million transfer from Marseille in July 2004 was Chelsea's club record at the time, paid by the new Roman Abramovich ownership for José Mourinho's first-window centre-forward. The fit was immediate. Drogba's 16 goals in his debut Premier League season helped Chelsea win the 2004-05 title — their first English championship since 1955 — and the 2004-05 League Cup. The 2005-06 Premier League followed in Mourinho's second season; Drogba added 12 league goals from a more rotation-heavy role.
The peak years were 2006-07 to 2009-10. Drogba's first Premier League Golden Boot came in 2006-07 with 20 goals and a Mourinho-era career-best aerial conversion rate. The 2007-08 season ended with the Champions League final defeat to Manchester United in Moscow — Drogba sent off in extra time after a confrontation with Nemanja Vidić, Chelsea losing on penalties after the John Terry slip. The 2009-10 season under Carlo Ancelotti delivered the second Premier League Golden Boot (29 goals) and Chelsea's first league-and-cup double, with Drogba scoring in the FA Cup final win over Portsmouth.
The 2011-12 UEFA Champions League is the canonical Drogba-Chelsea moment. The campaign ran through Napoli (knocked out in the round of 16, won the second leg 4-1 after the first-leg 3-1 loss), Benfica in the quarter-finals, Barcelona in the semi-finals (a 1-0 win at Stamford Bridge, a 2-2 draw at the Camp Nou with John Terry sent off), and Bayern Munich in the final at the Allianz Arena on 19 May 2012. Bayern led 1-0 through Thomas Müller's 83rd-minute header. Drogba's 88th-minute equaliser — a far-post header from a Juan Mata corner — sent the final to extra time and penalties. He converted the decisive fifth penalty, gripped his Chelsea team-mates one by one, and then announced his departure from the club within a week.
Drogba returned to Chelsea on a one-year contract in July 2014 under José Mourinho's second spell. He won a fourth Premier League title (2014-15) and a third League Cup as a rotation senior — 28 appearances, 4 goals — before leaving for Montreal Impact in MLS.