Ranking the 5 greatest transfer windows in football history

Bhargav
PSG have had one of the greatest transfer windows of any club in 2021.
PSG have had one of the greatest transfer windows of any club in 2021.

Every year, there is a flurry of activity in the summer transfer window as clubs look to bolster their rosters ahead of the new season. It goes without saying that most big-money transfers happen during the summer transfer window, as most players do not prefer changing clubs mid-season.

Over the years, there have been several blockbuster transfer windows, especially by clubs in Europe's top five leagues that has shaken up the status quo in their respective leagues and in Europe.

A few such instances are Real Madrid bringing in Cristiano Ronaldo and Karim Benzema to become a force to be reckoned with, especially in the Champions League, and Inter Milan making a plethora of new signings on their way to winning their only continental treble.

On that note, here's a look at the five greatest transfer windows by clubs in the game's history.


#5 Chelsea - 2020

Chelsea made a splash in the transfer window last summer.
Chelsea made a splash in the transfer window last summer.

Despite being slapped with a two-window transfer ban by FIFA, Chelsea finished a creditable fourth in the 2019-20 Premier League and immediately set about replenishing their roster that summer, splurging close to €250 million.

The Blues brought in prolific Leipzig striker Timo Werner, who was much sought-after by Liverpool and followed that up by landing his compatriot Kai Havertz from Bayer Leverkusen. The two German internationals, who cost Chelsea a combined €133 million, had modest debut campaigns at the club.

After making a bright start to life at Stamford Bridge, Werner endured a long goalscoring drought but chipped in with key assists. Havertz, arguably fared a bit better, as he thrived in a more advanced role under compatriot Thomas Tuchel and scored the winner in the Champions League final against Manchester City.

Apart from the two Germans, Chelsea also brought in the excellent Edouard Mendy, Ben Chilwell, Hakim Ziyech and Thiago Silva. While Mendy proved to be an instant upgrade on the struggling Kepa Arrizabalaga, Chilwell and Silva have been rocks in the Chelsea defense. The other summer acquisition, Malang Sarr, was loaned off to Porto, though.

After the highs of last season, it remains to be seen how the expensively assembled Chelsea roster fares this campaign.


#4 Inter Milan - 2009

Inter Milan won the continental treble in 2010.
Inter Milan won the continental treble in 2010.

Inter Milan had a season to remember in 2009-10, winning their fifth consecutive Scudetto and becoming the first Italian club to win the continental treble.

It was made possible after a summer of inspired acquisitions by the Nerazzurri. One of their many signings that summer was that of the treble-winning Samuel Eto'o from Barcelona in a swap deal that saw Zlatan Ibrahimovic go the other way.

Although he did not have as prolific a season as he had at Barcelona the season before, Eto'o scored 16 goals in 48 games to become the first player to win the continental treble in successive seasons with two different clubs.

Diego Milito, acquired from Genoa for €30 million, proved to be another astute signing, as the Argentine amassed 30 goals that season, including two in the Champions League final against Bayern Munich.

Wesley Sneijder and Thiago Motta, brought on from Real Madrid and Genoa, also quickly established themselves in the Inter first team. Both players played over 40 games and racked up 32 goal contributions between them. In fact, Sneijder, who also played a key role in taking the Netherlands to the FIFA World Cup final that summer, was one of the favorites to win the Ballon d'Or award that year.

Brazilian center-back Lucio, acquired from Bayern Munich on a free transfer, played close to 50 games despite arriving from a different league. Another free-transfer arrival, Goran Pandev, registered nine goal contributions in 27 games in all competitions, as Inter Milan enjoyed the best-ever campaign by an Italian club.


#3 Real Madrid - 2009

Real Madrid
Real Madrid

It was not just Inter Milan who had a sparkling transfer window in 2009. European giants and La Liga heavyweights Real Madrid also spent big that summer.

The Merengues, as part of their Galacticos policy, landed Manchester United star Cristiano Ronaldo in a world-record deal worth €94 million. Not content with just Ronaldo's acquisition, Madrid splurged €67 million to land Brazilian superstar Kaka from AC Milan and promising French forward Karim Benzema from Olympique Lyon for €21 million.

Their other arrivals that summer were Liverpool's midfield maestro Xabi Alonso, Valencia center-back Raul Albiol, Almeria forward Alvaro Negredo and Liverpool left-back Alvaro Arbeloa.

While the others largely had underwhelming stints at the club, Ronaldo, Benzema and Alonso proved to be mightily inspired acquisitions. During a highly successful nine-season stint at the club, Ronaldo scored a club-record 450 goals, won four Champions League titles and as many Ballon d'Or awards.

Alonso was a stout presence in the Merengues midfield during his five years at the club, winning a La Liga and Champions League title. Meanwhile, Benzema, who is still at the club, has scored close to 300 goals.


#2 Chelsea - 2004

Didier Drogba
Didier Drogba

Chelsea announced themselves as a force to be reckoned with when they made a series of inspired signings in the summer of 2004.

After landing Champions League-winning coach Jose Mourinho, the Blues made 11 new signings that summer. That included Marseille forward Didier Drogba, Porto's defensive pair of Ricardo Carvalho and Paulo Ferreira and PSV winger Arjen Robben, among others.

Chelsea's expensively assembled roster broke the duopoly of Manchester United and Arsenal as the Blues became the team to beat in England.

Most of the summer signings enjoyed stellar stints with Chelsea, who won successive Premier League titles with their star-studded roster.

Drogba cemented his status as one of Chelsea's all-time greats and developed quite the reputation of scoring important goals in big game, as he won trophies aplenty during his time with the Blues.


#1 PSG - 2021

Lionel Messi - Presentation at Paris Saint-Germain
Lionel Messi - Presentation at Paris Saint-Germain

Paris-Saint Germain (PSG) have had arguably the best transfer window of any club in the game's history.

After landing Real Madrid legend Sergio Ramos, Liverpool's midfield maestro Georginio Wijnaldum and Italy's Euro 2020-winning keeper Gianluigi Donnarumma, the Ligue 1 giants pulled the mother of all coups when they snapped up Lionel Messi from Barcelona.

The fact that cash-rich PSG acquired all four players on free transfers makes it all the more astounding.

Messi, who spent his 17 seasons at Barcelona, failed to agree a contract extension with the Catalans, which opened the door for PSG to barge in. Messi now joins Neymar and Kylian Mbappe in one of the game's most devastating triumvirates.

PSG have also splashed the cash this summer, acquiring Inter Milan right-back Achraf Hakimi for €60 million, while Danilo Pereira made his loan move from FC Porto permanent. The summer could get better for the Parisian club, as they are rumored to be interested in signing AC Milan left-back Theo Hernandez.

With an expensively assembled roster brimming with quality in all positions, it remains to be seen if PSG will be able to conquer Europe this season, as their domestic resurgence is all but a certainty.

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Edited by Vishal Subramanian
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