Chelsea’s 5 Best & 5 Worst Champions League Nights

Chelsea's Champions League aspirations are on the line tonight as they welcome Paris Saint-Germain for the second leg of their last-16 clash having lost the first leg in 2-1 Paris. 

Ever since the Roman Abramovich revolution in 2003, the competition has played a huge part in the club’s history, featuring both glorious highs and devastating lows.

But what are the best and worst evenings for the Blues? Here’s five of each:



5. Chelsea 4 Liverpool 4, 2008/09 quarter-final, second leg

Two Branislav Ivanovic goals had helped the Blues win the first leg 3-1 at Anfield, but Liverpool weren’t about to give up their Champions League place easily.

The Reds raced into a 2-0 lead at Stamford Bridge, only for the Blues to eventually peg them back and take a 3-2 advantage, Liverpool to come back again and move to within a goal of qualification, and then Frank Lampard to finish them off.

And breathe.


4. Chelsea 4 Barcelona 2, 2004/05 second round, second leg

Three goals in the first 19 minutes from Eidur Gudjohnsen, Lampard and Damien Duff ensured that Chelsea completely wiped out Barca’s first leg advantage in stunning style, only for the class of Ronaldinho to take over.

The Brazilian scored twice – once brilliantly – to put Barca ahead on away goals, but then John Terry rode to the hosts’ rescue and headed home the winner just 14 minutes from time.


3. Chelsea 4 Napoli 1 AET, 2011/12 second round, second leg

A 3-1 loss in the first leg in Italy had led to the sacking of Andre Villas-Boas, but caretaker boss Roberto Di Matteo oversaw this dramatic comeback in the second game at Stamford Bridge.

Didier Drogba, John Terry and Lampard – Chelsea’s Big Three – all scored, but with Gokhan Inler’s goal taking the match into extra-time, Ivanovic struck a dramatic winner to keep his side on the road to Munich.


2. Barcelona 2 Chelsea 2, 2011/12 semi-final, second leg

Despite being 1-0 up from the first leg, Chelsea looked to have thrown away their chance to reach their second Champions League final when Sergio Busquets and Andres Iniesta struck at the Nou Camp, and Terry was brainlessly sent off in between.

However, a fine away goal from Ramires gave the 10 men something to hold on to, Lionel Messi then missed a penalty and a place in the Munich final was secured when Fernando Torres – yes Fernando Torres – raced away in stoppage time to seal a 3-2 aggregate win. Isn’t that right Gary Neville?


1. Bayern Munich 1 Chelsea 1 – Chelsea win 4-3 on pens, 2011/12 final

This was the night that dreams came true for Chelsea, and Blues won their – and London’s –  first ever European Cup.

Bayern Munich had largely dominated the match at their own stadium, and finally took the lead through Thomas Muller seven minutes from time. However, Chelsea weren’t finished there are dramatically drew level through Drogba in the 88th minute.

Ex-Blues winger Arjen Robben saw his penalty saved by Petr Cech in extra-time, before the Chelsea keeper saved an Ivica Olic spot-kick in the shootout, Bastian Schweinsteiger hit a post and it was left for Drogba to deliver a moment of destiny.



5. Liverpool 1 Chelsea 0 – Liverpool win 4-1 on pens, 2006/07 semi-final, second leg

Joe Cole’s first leg goal had given Chelsea the advantage as they chased a first ever appearance in the final, but Daniel Agger struck in the first half at a raucous Anfield to cancel that strike out.

A tense tie then went all the way to penalties, where Pepe Reina saved from Robben and Geremi to give Dirk Kuyt the chance to send Liverpool to the Athens final, and the Dutchman delivered.


4. Chelsea 1 Atletico Madrid 3, 2013/14 semi-final, second leg

After a desperately dull goalless draw in the first leg, everything appeared set up for Jose Mourinho to drag Chelsea into their third Champions League final in six years, and even more so when former Atletico man Torres gave them the lead.

However, an Adrian Lopez goal just before half-time proved to be crucial, before current Chelsea forward Diego Costa fired home a penalty and midfielder Arda Turan wrapped up a stunning victory.


3. Chelsea 1 Barcelona 1, 2008/09 semi-final, second leg

The Blues were in touching distance of a second successive Champions League final against Manchester United, only for it to be snatched away in the dying seconds.

A stunning early goal from Michael Essien gave them the lead both on the night and on aggregate, and that looked as though it was going to be enough until Barca, who had had Eric Abidal sent off in the 66th minute, dramatically took the tie on away goals through a stoppage time strike from Andres Iniesta.


2. Liverpool 1 Chelsea 0, 2004/05 semi-final, second leg

Chelsea had just been crowned Premier League champions whilst Liverpool were merely the also-rans, but Mourinho admitted that his side were undone by “the power of Anfield” in this semi-final.

After a goalless first leg, an early break from Liverpool saw Petr Cech clatter into Milan Baros and Luis Garcia send the ball goalwards. William Gallas appeared to clear it off the line but the goal was given, and the rest is history.


1. Manchester United 1 Chelsea 1 – Man Utd win 6-5 on pens, 2007/08 final

The moment that must still keep Terry awake at night.

Cristiano Ronaldo and Lampard exchanged goals in the first half in the Moscow rain, before the final went all the way to a penalty shootout via a red card for Drogba, who had slapped Nemanja Vidic.

Cech saved from Ronaldo in the shootout, giving skipper Terry the chance to win it. He slipped, sent his kick wide and then watched on as an Edwin van der Sar save from Nicolas Anelka sealed glory for United, and agony for Chelsea.