Premier League Factfile: Chelsea

The Blues have been regular title contenders since the early 2000s and are the League's second most successful club. Can you name all of their managers and captains during the PL era, as well as their top appearance makers, top scorers, most expensive purchases and most expensive sales per season?
Includes caretaker managers, interim managers and player-managers.
Quiz by JoshSamuels
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Last updated: December 10, 2016
First submittedDecember 9, 2016
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1992/93
Manager
Ian Porterfield
David Webb
Captain
Dennis Wise
Top Appearance Maker
Andy Townsend
Top Scorer
Mick Harford
Graham Stuart
Top Transfer (In)
Nigel Spackman
Top Transfer (Out)
Tom Boyd
 
 
1995/96
Manager
Glenn Hoddle
Captain
Dennis Wise
Top Appearance Maker
Dennis Wise
Top Scorer
John Spencer
Top Transfer (In)
Mark Hughes
Top Transfer (Out)
David Hopkin
 
 
1998/99
Manager
Gianluca Vialli
Captain
Dennis Wise
Top Appearance Maker
Lee Dixon
Top Scorer
Gianfranco Zola
Top Transfer (In)
Brian Laudrup
Top Transfer (Out)
Brian Laudrup
 
 
2001/02
Manager
Claudio Ranieri
Captain
Marcel Desailly
Top Appearance Maker
Frank Lampard
Mario Melchiot
Top Scorer
Jimmy Floyd Hasselbaink
Top Transfer (In)
Frank Lampard
Top Transfer (Out)
Jon Harley
 
 
2004/05
Manager
José Mourinho
Captain
John Terry
Top Appearance Maker
Frank Lampard
Top Scorer
Frank Lampard
Top Transfer (In)
Didier Drogba
Top Transfer (Out)
Jesper Grønkjær
 
 
2007/08
Manager
José Mourinho
Avram Grant
Captain
John Terry
Top Appearance Maker
Joe Cole
Top Scorer
Frank Lampard
Top Transfer (In)
Florent Malouda
Top Transfer (Out)
Arjen Robben
 
 
2010/11
Manager
Carlo Ancelotti
Captain
John Terry
Top Appearance Maker
Petr Čech
Ashley Cole
Top Scorer
Florent Malouda
Top Transfer (In)
Fernando Torres
Top Transfer (Out)
Ricardo Carvalho
 
 
2013/14
Manager
José Mourinho
Captain
John Terry
Top Appearance Maker
Branislav Ivanović
Top Scorer
Eden Hazard
Top Transfer (In)
Willian
Top Transfer (Out)
Juan Mata
 
 
2016/17
Manager
Antonio Conte
Captain
John Terry
Top Appearance Maker
Season ongoing
Top Scorer
Season ongoing
Top Transfer (In)
Michy Batshuayi
Top Transfer (Out)
Mohamed Salah
1993/94
Manager
Glenn Hoddle
Captain
Dennis Wise
Top Appearance Maker
Dmitri Kharine
Top Scorer
Mark Stein
Top Transfer (In)
Gavin Peacock
Top Transfer (Out)
Andy Townsend
 
 
1996/97
Manager
Ruud Gullit
Captain
Dennis Wise
Top Appearance Maker
Mark Hughes
Top Scorer
Gianluca Vialli
Top Transfer (In)
Gianfranco Zola
Top Transfer (Out)
Paul Furlong
 
 
1999/00
Manager
Gianluca Vialli
Captain
Dennis Wise
Top Appearance Maker
Gianfranco Zola
Top Scorer
Tore André Flo
Gustavo Poyet
Top Transfer (In)
Chris Sutton
Top Transfer (Out)
Michael Duberry
 
 
2002/03
Manager
Claudio Ranieri
Captain
Marcel Desailly
Top Appearance Maker
Frank Lampard
William Gallas
Gianfranco Zola
Top Scorer
Gianfranco Zola
Top Transfer (In)
Filipe Oliveira
Top Transfer (Out)
Samuele Dalla Bona
 
 
2005/06
Manager
José Mourinho
Captain
John Terry
Top Appearance Maker
John Terry
Top Scorer
Frank Lampard
Top Transfer (In)
Michael Essien
Top Transfer (Out)
Tiago Mendes
 
 
2008/09
Manager
Luiz Felipe Scolari
Ray Wilkins
Guus Hiddink
Captain
John Terry
Top Appearance Maker
Frank Lampard
Top Scorer
Nicolas Anelka
Top Transfer (In)
José Bosingwa
Top Transfer (Out)
Wayne Bridge
 
 
2011/12
Manager
André Villas-Boas
Roberto Di Matteo
Captain
John Terry
Top Appearance Maker
Petr Čech
Juan Mata
Top Scorer
Frank Lampard
Daniel Sturridge
Top Transfer (In)
Juan Mata
Top Transfer (Out)
Yuri Zhirkov
 
 
2014/15
Manager
José Mourinho
Captain
John Terry
Top Appearance Maker
Branislav Ivanović
Eden Hazard
Top Scorer
Diego Costa
Top Transfer (In)
Diego Costa
Top Transfer (Out)
David Luiz
 
 
1994/95
Manager
Glenn Hoddle
Captain
Dennis Wise
Top Appearance Maker
Gavin Peacock
Top Scorer
John Spencer
Top Transfer (In)
Paul Furlong
Top Transfer (Out)
Neil Shipperley
 
 
1997/98
Manager
Ruud Gullit
Gianluca Vialli
Captain
Dennis Wise
Top Appearance Maker
Tore André Flo
Top Scorer
Gianluca Vialli
Tore André Flo
Top Transfer (In)
Graeme Le Saux
Top Transfer (Out)
Danny Granville
 
 
2000/01
Manager
Gianluca Vialli
Graham Rix
Claudio Ranieri
Captain
Marcel Desailly
Top Appearance Maker
Dennis Wise
Gianfranco Zola
Top Scorer
Jimmy Floyd Hasselbaink
Top Transfer (In)
Jimmy Floyd Hasselbaink
Top Transfer (Out)
Tore André Flo
 
 
2003/04
Manager
Claudio Ranieri
Captain
Marcel Desailly
Top Appearance Maker
Frank Lampard
Top Scorer
Jimmy Floyd Hasselbaink
Top Transfer (In)
Damien Duff
Top Transfer (Out)
Graeme Le Saux
 
 
2006/07
Manager
José Mourinho
Captain
John Terry
Jens Lehmann
Frank Lampard
Top Scorer
Didier Drogba
Top Transfer (In)
Andriy Shevchenko
Top Transfer (Out)
Damien Duff
 
 
2009/10
Manager
Carlo Ancelotti
Captain
John Terry
Top Appearance Maker
John Terry
Top Scorer
Didier Drogba
Top Transfer (In)
Yuri Zhirkov
Top Transfer (Out)
Claudio Pizarro
 
 
2012/13
Manager
André Villas-Boas
Rafael Benítez
Captain
John Terry
Top Appearance Maker
Petr Čech
Fernando Torres
Top Scorer
Frank Lampard
Top Transfer (In)
Eden Hazard
Top Transfer (Out)
Daniel Sturridge
 
 
2015/16
Manager
José Mourinho
Steve Holland
Guus Hiddink
Captain
John Terry
Top Appearance Maker
César Azpilicueta
Francesc Fàbregas
Top Scorer
Diego Costa
Top Transfer (In)
Pedro
Top Transfer (Out)
Ramires
 
 
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