‘On the Verge’—How Chelsea Twice Came Close to Rewriting Premier League History With Blockbuster Transfer
Published on Friday, 6 February 2026 at 9:09 am

Chelsea Football Club has a rich history in the Premier League, with numerous titles and accolades to their name. However, there are moments in the club's past where they came tantalizingly close to signing one of the greatest players in Premier League history, a move that could have rewritten the course of their history. The player in question is none other than Cristiano Ronaldo, the Portuguese sensation who has consistently dominated the sport for over a decade.
On two separate occasions, Chelsea had the opportunity to bring Ronaldo to Stamford Bridge, but ultimately failed to secure his signature. The first chance came in 2003, when Ronaldo was just a teenager playing for Sporting Lisbon. Chelsea's then-manager, Claudio Ranieri, was keen to bring the young winger to the club, but a deal could not be agreed upon. Ronaldo eventually signed with Manchester United, where he would go on to win three Premier League titles and the Champions League.
The second opportunity arose in 2013, when Ronaldo was playing for Real Madrid. Chelsea's owner, Roman Abramovich, was reportedly willing to break the bank to bring Ronaldo to the club, but the deal ultimately fell through due to a combination of factors, including the player's wage demands and the transfer fee. Ronaldo would eventually sign with Juventus in 2018, where he continues to play to this day.
It is intriguing to think about what could have been if Chelsea had managed to sign Ronaldo on either of those occasions. The club's history would likely be very different, with potentially more titles and accolades to their name. Ronaldo's presence would have undoubtedly brought a new level of excitement and expectation to Stamford Bridge, and it is likely that the club would have become an even more dominant force in the Premier League.
In hindsight, it is clear that Chelsea's failure to sign Ronaldo was a missed opportunity of epic proportions. The club has had success in the years since, winning multiple titles and competing at the highest level, but the thought of what could have been will always linger. As the Premier League continues to evolve and new stars emerge, Chelsea will be hoping to avoid similar missed opportunities in the future.
The transfer market is a complex and unpredictable beast, with many factors at play when it comes to signing top players. Chelsea's experiences with Ronaldo serve as a reminder that even the biggest clubs can miss out on the best talent, and that the consequences of such misses can be far-reaching.
Chelsea's fans can only imagine what it would have been like to have Ronaldo leading their team, scoring crucial goals and inspiring his teammates to victory. The club's history is filled with what-ifs and maybes, but the Ronaldo saga is perhaps the most intriguing of all.
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Source: si
