Particularly for boss Carlo Ancelotti, who was plunged into the firing line and left to deny claims that his squad are unruly and out of control after Ashley Cole shot 21-year-old work placement student Tom Cowan with an air rifle.
Cole of duty: Several internet virals depicting Ashley Cole with an air ridle have emerged since his shameful behaviour came to light
Indeed, it was yet another blow for the club's reputation, following on from a string of controversies involving star players that have blighted the Blues in recent times.
Sportsmail takes a look back at the other Chelsea bad boys whose troublemaking brought shame on the club and caused a stir in the headlines.
Dennis WiseThe combative midfielder was twice voted the club's player of the year and skippered the Blues to victory in the FA Cup in 1997 and 2000, as well as the League Cup and UEFA Cup Winners' Cup in 1998.
But Wise was stripped of the captaincy back in 1995 after he was dealt a three-month jail sentence for assaulting a London cab driver.
The verdict was later overturned on appeal but Sir Alex Ferguson once said Wise could 'start a fight in an empty room.'
John TerryCurrent Chelsea captain Terry lost the armband of the national side after allegations of his affair with England team-mate Wayne Bridge's ex-girlfriend came to light.
But his antics didn't start there. He had a penchant for partying and missed the 2002 World Cup because of a lawsuit over a nightclub skirmish. He was derided for questionable money-making schemes.
Caught out: Wayne Bridge refused to shake John Terry's hand following his alleged affair with his former team-mates girlfriend
And his family even got in on the act, with his mother cautioned for shoplifting and his Dad selling drugs to an undercover reporter.
Jody MorrisMorris was once Terry's partner-in-crime. Along with several others, the two were fined for mocking US tourists at Heathrow after the atrocities of 9/11 and both were charged with assault and affray at a London nightclub in 2002.
They were also fined for being out late before an FA Cup match against Norwich in the same year.
The midfielder didn't change after leaving Chelsea either and was later accused of sexual assault and shamefully arrested for drink-driving.
Mark BosnichGoalkeeper Bosnich signed for Chelsea on a free transfer from Manchester United but was plagued by fitness problems from the off. In September 2002 he was sensationally sacked after failing a drugs test and banned from football for nine months.
Feeling blue: Mark Bosnich was troubled by a string of controversies during his brief spell at Stamford Bridge
He developed a serious cocaine habit and at one point shot his father with an air rifle. The Australian returned to his home country in 2008.
Adrian MutuAfter an impressive start to life at Stamford Bridge following his ?15.8million arrival from Parma, things soon went downhill for the Romanian.
Testing times: Chelsea sacked ?15.8million drug-shamed striker Adrian Mutu after he was banned for seven-months
He and boss Jose Mourinho clashed over claims the striker was injured for a 2004 World Cup match. He then tested positive for cocaine in September 2004 and was dismissed a month later, receiving a hefty fine and a global seven-month ban.
Chelsea sued for breach of contract in 2005, and last June he was ordered to pay a record ?14.5m compensation fee to his former employers.
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Explore more:People: Alex Ferguson, John Terry, Ashley Cole, Mark Bosnich, Jose Mourinho, Wayne Bridge, Carlo Ancelotti Places: London, Norwich, United Kingdom