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Chelsea Trivia Questions & Answers

Chelsea There are 90 questions on this topic. Last updated Dec 22 2024.
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51 How many times has Chelsea changed its crests?
Answer: 5

The club's centenary crest were used in 2005-06 season. It was changed in the next season.
trivia question Quick Question
Michael Essien played his first game for which country in 2002?




52 Chelsea played out four extraordinary matches against Barcelona in Mourinho's first two seasons in charge, but how many own goals were scored in the matches?
Answer: Three

The first own goal came in the first match at the Nou Camp where Juliano Beletti turned a Damien Duff cross into his own net. The other two came in the 2-1 victory of Barcelona at Stamford Bridge where both John Terry and Carlos Puyol scored at the wrong end. The first tie ended in a 5-4 victory for Chelsea, with the second being won 3-2 by Barcelona.
53 One of Chelsea's first signings after the Abramovich takeover was Glen Johnson from West Ham United. What other player did Chelsea purchase from West Ham in 2003?
Answer: Joe Cole

David James remained at West Ham. Geremi, who played on loan at Middlesbrough in 2002-03, was purchased from Real Madrid.
54 From which club did Chelsea sign Boudewijn Zenden in 2001?
Answer: Barcelona

Zenden began his career at PSV in 1994, before moving to Barcelona in 1998, and then Chelsea three years later.
55 Peter Osgood, scored two goals on his debut for the club. How many goals did he score in his two spells at Chelsea?
Answer: 150

Osgood epitomised the Kings Rd glamour era at Stamford Bridge. He is considered by some as the 'Blues' top striker ever.
56 2016: Chelsea raided surprise champions Leicester City for which of their title winners?
Answer: N'golo Kanté

Kanté would then achieve the rare feat of winning back-to-back Premier Leagues with different clubs, as well as going on to win the FA Cup, PFA Players' Player of the Year, and the World Cup with France.
57 Midfielder Gus Poyet's father, Washington, was also an accomplished sportsman. In which sport did he represent Uruguay in the 1960 and 1964 Summer Olympics?
Answer: Basketball

Gus Poyet won the UEFA Cup Winners' Cup in 1995 with Real Zaragoza, who beat Arsenal 2-1 in the final. After a four year spell with Chelsea, Poyet would go on to join Arsenal's bitter North London rivals Tottenham in 2001. Poyet also won the Copa America in 1995 with Uruguay.

During his managerial career Poyet introduced basketball to training sessions at Sunderland, who he managed from 2013-2015. He believed basketball to have many similarities with soccer, particularly marking.

Poyet's son, Diego, also went on to play professional soccer. Despite being born in Zaragoza he went on to represent England at schoolboy level before switching to Uruguay at Under-20 level.
58 Who is the Portugese midfielder who signed from Liverpool in the summer of 2011?
Answer: Raul Meireles

Chelsea signed Raul Meireles from Liverpool -- with Michael Essien out with a knee injury signing a midfielder for the 2011-12 season was crucial. He scored his first Premier League goal for Chelsea in a 2-1 win at home vs. Manchester City in December 2012 (to end Manchester City's undefeated start to the season). He also scored goals against Genk in the Champions League and Birmingham City and Leicester City in the FA Cup.
59 When was Chelsea FC founded?
Answer: 1905

Chelsea Football Club is also known as the Blues. It has appeared in the Premier League for a long time competing with great teams like Manchester United, Arsenal, and Liverpool.
Question Reference: Quiz: Chelsea FC.
60 Ruud Gullit played his first international game for which country on the 1st of September 1981?
Answer: The Netherlands

Ruud played his first game for the Dutch National Team on his 19th birthday against Switzerland in 1981. He went on to captain the Dutch to victory at Euro 88 in Germany. He also went on to manage Chelsea at the end of his playing career. The clubs that he played for include PSV Eindhoven and Feyenoord in the Dutch league, and AC Milan and Sampdoria in the Italian league.
61 Who were the only English team to come away from Stamford Bridge with a victory?
Answer: Charlton

Although Charlton was the first team to come away with a victory after they beat Chelsea on penalties in the third round of the Carling Cup, the record books still show a draw as penalty knockouts do not count as a loss with the FA.
62 After failing to sign Christian Vieri from Inter Milan, Chelsea instead signed his strike partner. Who is this world class striker?
Answer: Hernan Crespo

Crespo scored 9 Champions League goals for Inter in 2002-03.
63 Chelsea won the 1971 European Cup-Winners Cup, but who did they beat in the final?
Answer: Real Madrid

The first game was a 1-1 draw after extra-time with Peter Osgood scoring, but Chelsea scraped through the replay with a 2-1 victory. John Dempsey and Osgood scored the goals.
64 Perhaps one of the most skillful players ever to put on a Chelsea shirt, this impish Scot left the club in 1988. Who is this Scotsman?
Answer: Pat Nevin

Pat Nevin went on to play at Motherwell, back in his native Scotland.
65 2017: The series of lackluster Chelsea number 9s continued as the club parted with a then-club record fee to sign Alvaro Morata from which European side?
Answer: Real Madrid

The Spanish forward started his time at Chelsea well, before his form faded and he was deemed surplus to requirements by Maurizio Sarri. Morata then joined Atletico Madrid on loan with an option to buy, which the Spanish club later exercised.
66 After how many seconds did midfielder Roberto Di Matteo score in the 1997 FA Cup Final?
Answer: 42 seconds

Di Matteo joined Chelsea from Lazio in 1996. In the 1997 FA Cup Final he scored after only 42 seconds against Middlesbrough. It was, at the time, the fastest goal to be scored in an FA Cup final at Wembley. Chelsea went on to win the match 2-0. Di Matteo also won the FA Cup in 2000 with Chelsea, as well as the 1998 UEFA Cup Winners' Cup and the 1998 UEFA Super Cup. He suffered a leg break in 2001, which eventually forced him to retire from playing eighteen months later at the age of only 31.

Di Matteo would go on to manage Chelsea, winning the FA Cup and UEFA Champions League, both in 2012. This was the first time in their history Chelsea had won the Champions League. Despite this, poor form the following season saw Di Matteo fired in November 2012.
67 Signed in the summer of 2011, Romelu Lukaku is a tall centre-forward referred to as 'The New Didier Drogba'. He made his international debut in February 2010 for which country?
Answer: Belgium

Romelu Lukaku made an impact at Anderlecht at a very young age and Chelsea were immediately interested and signed him in August 2011 at the start of the seaosn. Lukaku had reported he had been interested in moving to Chelsea for a while after taking a field trip to Stamford Bridge and stating he would cry if he got the chance to player there.
68 What club did Frank Lampard arrive from to go to Chelsea?
Answer: West Ham

Lampard's uncle was then the coach of West Ham. Frank James Lampard played for Chelsea and the England national team.
Question Reference: Quiz: Chelsea FC.
69 Eider Gudjohnsen played his first game internationally for which country in 1996?
Answer: Iceland

Eider played for Bolton Wanderers in England, Barcelona in Spain, and Psv Eindhoven in The Netherlands. Eider became the first player ever to be a substitute for their own father at international level. He played for Chelsea between 2001 and 2006.
70 What was Jose Mourniho's worst ever result for Chelsea in the season?
Answer: 3-0

Middlesborough recorded a shock 3-0 victory against Chelsea in season 05-06 to give Jose Mourinho his heaviest defeat since leaving Porto.
71 What was the nickname of former goalkeeper, William Foulkes?
Answer: Fatty

William 'Fatty' Foulkes was so-called, because of his enormous weight, rumoured to be over 20 stones. He played for the club between 1905-06, and died 10 years later, in 1916.
72 2018: Maurizio Sarri's only summer in charge saw him sign two goalkeepers. He spent a world record fee to sign Kepa Arrizabalaga from Athletic Bilbao, but also made a strange move for which former England international to act as cover?
Answer: Rob Green

Green was signed on a free transfer from Huddersfield Town, and never played a competitive fixture for Chelsea. A lack of game time did not stop him from lifting the Europa League trophy in Baku, in his final action as a professional footballer.
73 Striker Tore Andre Flo left Chelsea for which Scottish club?
Answer: Rangers

Norwegian Flo joined Chelsea from SK Brann in 1997 and scored some memorable goals for The Blues, including a brace against Barcelona in the first leg of the UEFA Champions League Quarter-Final in the 1999-2000 season. Chelsea won the match 3-1 but despite Flo scoring in the second leg Barcelona went on to win the tie 6-4 on aggregate. The introduction of Jimmy Floyd Hasselbaink and Eidur Gudjohnsen saw Flo drop down the pecking order at Chelsea and in November 2000 he signed for Scottish side Rangers for a then record transfer sum paid for a Norwegian player. It was also a then Scottish record fee also. Flo failed to live up to expectations however, and despite scoring 29 goals in 53 appearances he was sold to Sunderland in 2002.
74 Signed from Manchester City in July 2009, this striker/winger really came into his own in the 2011-12 season, after a successful loan spell at Bolton Wanderers in the later stages of the 2010-11 season. What is his name?
Answer: Daniel Sturridge

Daniel Sturridge is a striker, although in 2011-12 he had played more out wide. He is extremely quick and is very skillful. He also likes to cut inside when on the wing and curl in shots from all angles. He made his international debut for England in November 2011.
Juan Mata (Spanish international) was signed form Valencia in August 2011, Florent Malouda (French internatinal) was signed from Lyon in July 2007 and Salomon Kalou (Ivory Coast international) was signed from Feyenoord in May 2006.
75 Who was Chelsea's captain in 2000?
Answer: Gianfranco Zola

Zola later became the coach of West Ham. Gianfranco Zola was born on 5th July 1966.
Question Reference: Quiz: Chelsea FC.