How many times has Chelsea won Champions League? Total wins and losses in Finals
Chelsea have a tremendous record in Champions League. Chelsea have won 2 Champions League in the course of their history. The 1st win coming under Roberto Di Matteo when they had a disastrous domestic season. They were able to top it off in emphatic fashion at the Allianz Arena – the home of Bayern Munich against Bayern Munich in penalties. It has been considered as an absolute classic by fans all over the world.
In the run up to the final as well – Chelsea encountered a series of dramatic comebacks against Napoli and Barcelona when Torres who was having a disaster season in front of Goal was the game-changer. Chelsea won the Champions League in 2012 and 2021, while they lost the final in 2008.
The one vs Manchester City

The 2nd champions league came under now manager Thomas Tuchel – Chelsea showed great organisation under Tuchel and were amazing defensively. The match against Real Madrid in the Semi’s – Although real were poor, Chelsea did well to create good chances and take them. N’ Golo Kante was man of the match on that occasion. The tactical master class was won by Tuchel against the legendary Pep Guardiola who’s team were very ineffective against Chelsea in Attack and lost out to a solo goal by Kai Havertz.
The one vs Manchester United
It is 2008- Peak Manchester United who are on the back of 3 straight league wins under Sir Alex Ferguson. Rooney, Ronaldo, Tevez, Berbatov in attack – Vidic, Rio & Evra at the back. These are the players that Chelsea were up against – but Chelsea had panache of their own in Drogba, Super Frankie Lampard , Terry & Brasinov Ivanovic. These matches against Chelsea were an epic show-down and the final was just as much dramatic.
Cristiano Ronaldo stutter run-up was rightly judged by Peter Cech & John Terry was handed the deciding penalty which would see them champions of the first time in their history. Cometh the hour, John Terry slipped and missed it. The iconic save by Van Der Sarr remain vividly in the memory of every Manchester United fan. This was Chelsea’s 1st ever Champions League final appearance and they could not see it through.
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