The Ultimate Premier League 2000s Quiz

The Premier League 2000s had everything — record-breaking transfers, iconic goals, and scandals that made the back pages as often as the front. From Roman Abramovich’s Chelsea revolution to the Beckham boot incident, the decade was never short of drama. But how well do you actually remember it? This quiz covers the transfers, records and controversies that defined one of football’s most explosive eras. No multiple choice — just you and your memory. Let’s find out if you were really paying attention.

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The Ultimate Premier League 2000s Quiz

The 2000s were a golden era for the Premier League — blockbuster transfers, legendary goals, and scandals that shook the game. Think you remember it all? No multiple choice here, you have to type the answer yourself. Transfers, records, controversies and iconic moments from one of football’s most explosive decades. Let’s see how much you really know.

1 / 15

Which Arsenal striker won the Premier League Golden Boot four times between 2002 and 2006?

2 / 15

Roman Abramovich bought Chelsea in 2003 and turned them into a Premier League powerhouse. What nationality is Abramovich?

3 / 15

Which manager led Chelsea to back-to-back Premier League titles in 2005 and 2006 in his first stint at the club?

4 / 15

Cristiano Ronaldo joined Manchester United from which Portuguese club in 2003?

5 / 15

Which club did Wayne Rooney leave to join Manchester United in 2004?

6 / 15

Rio Ferdinand became the world’s most expensive defender in 2002 when Manchester United signed him for £30 million. Which club did he leave?

7 / 15

Which Manchester United player received an eight-month ban in 2003 after missing a mandatory drug test?

8 / 15

Ashley Cole was fined in 2005 after holding an illegal meeting with which club while still under contract at Arsenal?

9 / 15

Cristiano Ronaldo won the Premier League Golden Boot in the 2007-08 season with how many league goals?

10 / 15

Which striker did Chelsea sign from AC Milan in 2006 for a then-British record fee of £30 million, only for the move to flop badly?

11 / 15

David Beckham was famously struck above the eye by a boot kicked by Sir Alex Ferguson after a defeat to which club in the 2003 FA Cup?

12 / 15

Manchester United signed Juan Sebastian Veron from Lazio in 2001 for £28 million, making him a British record signing at the time. What nationality is Veron?

13 / 15

West Ham were fined a record £5.5 million in 2007 after an investigation into the illegal third-party ownership of which Argentine striker?

14 / 15

Ruud van Nistelrooy won the Premier League Golden Boot in the 2002-03 season with how many goals?

15 / 15

Which club did Manchester United sign Ruud van Nistelrooy from in 2001 after a year’s delay due to a failed medical?

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