Canelo Alvarez’s Four Perfect Riyadh Season Fights for 2025 and 2026

In recent years, Saudi Arabia has transformed into one of the most sought-after destinations for major boxing events, thanks to its massive financial backing and a growing appetite for combat sports. The emergence of Riyadh Season, an annual entertainment festival that has attracted some of the biggest names in sports and entertainment, has given Saudi Arabia a newfound reputation as a global boxing powerhouse.

From hosting Anthony Joshua vs. Andy Ruiz Jr. II in 2019 to the upcoming Tyson Fury vs. Oleksandr Usyk undisputed heavyweight championship fight, Saudi Arabia has proven its ability to organize and fund historic boxing events. Now, all eyes are on Canelo Alvarez, the undisputed super middleweight king, who is rumored to be in line for four major fights between 2025 and 2026 in Riyadh.

With Saudi Arabia’s commitment to hosting elite fights and offering unparalleled financial incentives, it’s no surprise that Canelo Alvarez’s potential four-fight plan in the kingdom is generating significant buzz.

Who Are Canelo’s Potential Opponents?

If Canelo Alvarez indeed agrees to fight in Riyadh Season across 2025 and 2026, boxing fans can expect a blockbuster lineup of opponents. Let’s break down the four most perfect fights for Canelo in Saudi Arabia and why they make sense.

Nicknamed “The Mexican Monster,” David Benavidez has been Canelo’s most vocal challenger. Many boxing fans believe that Benavidez, with his relentless pressure and high-volume punching, poses the biggest threat to Canelo’s reign at 168 pounds.

For years, fans have called for Canelo vs. Benavidez, but the fight has not yet materialized, leading to accusations that Canelo is avoiding a dangerous opponent. In response, Canelo has downplayed the fight, stating that Benavidez hasn’t done enough to earn the opportunity.

However, Riyadh Season provides the perfect opportunity to make this long-awaited clash happen. With Saudi Arabia willing to pay record-breaking purses, the financial incentives for both fighters would be too great to ignore.

A Canelo vs. Benavidez fight in Riyadh would:

• End years of speculation about who is truly the best super middleweight in the world.
• Bring massive pay-per-view (PPV) numbers due to the global demand for the fight.
• Enhance the legacy of both fighters, as the winner would solidify themselves as a generational great.

Jermall Charlo: Another Massive Blockbuster

Canelo has already defeated Jermell Charlo in 2023, but many fans believe that Jermell Charlo, the twin brother and a natural middleweight, would be a much tougher challenge.

Jermall Charlo is undefeated, holding a record of 32-0, and has long been linked to a showdown with Canelo. The fight would likely take place at 168 pounds, where Charlo would have the chance to test himself against one of the greatest champions in boxing history.

Why Jermall Charlo is a Perfect Opponent for Riyadh Season?

• Charlie is a big name in American boxing, ensuring huge PPV sales.
• A fight in Riyadh would bring international attention and give Charlo the biggest payday of his career.
• Charlo has been inactive, and many believe he needs a super fight to reignite his career.

If Canelo wants to continue proving he is the best, fighting and beating Charlo in Saudi Arabia would further solidify his dominance.

Dmitry Bivol Rematch: Revenge or Repeat?

One of the biggest marks on Canelo’s record in recent years was his 2022 loss to Dmitry Bivol. In that fight, Bivol outboxed Canelo, using his superior size, reach, and boxing IQ to win a unanimous decision victory.

Since then, Canelo has expressed interest in a rematch, but negotiations have stalled over weight class disagreements. Canelo wants Bivol to move down to 168 pounds, while Bivol prefers the rematch to happen at 175 pounds.

Why is Saudi Arabia the Perfect Place for Canelo vs. Bivol 2?

• Saudi Arabia’s financial backing could ensure both fighters agree to the fight terms.
• The rematch would be one of the biggest fights in boxing, drawing attention worldwide.
• Canelo wants revenge, and Riyadh could be the stage for his redemption.

A Canelo vs. Bivol rematch in Riyadh would be a high-stakes, career-defining fight, potentially cementing Canelo’s legacy as one of the sport’s all-time greats.

Terence Crawford: A Historic Superfight

Terence Crawford, widely regarded as one of the most skilled boxers in the world, has already conquered the welterweight division. There have been rumors that he is willing to move up in weight to face Canelo Alvarez in a historic showdown.

While Crawford is significantly smaller than Canelo, his elite boxing ability, speed, and ring IQ make this an intriguing fight. Many analysts believe that Crawford could give Canelo serious problems, despite the size disadvantage.

Why Canelo vs. Crawford Makes Sense for Riyadh?

• It would be a huge crossover fight, drawing fans from multiple weight classes.
• Crawford would have the chance to become an all-time great by moving up and beating Canelo.
• Saudi Arabia could provide the financial incentive to make this superfight a reality.

A Canelo vs. Crawford fight could be one of the most skillful matchups in boxing history, making it a perfect headliner for Riyadh Season.

Canelo’s Legacy and the Saudi Arabian Influence

Canelo Alvarez’s involvement in Saudi Arabia’s boxing revolution highlights his continued influence as one of the sport’s biggest stars. By committing to four high-profile fights in Riyadh, Canelo is not only securing record-breaking paydays but also helping reshape the boxing landscape.

Saudi Arabia’s investment in boxing has made it a global powerhouse, attracting elite fighters and ensuring that the most anticipated matchups become a reality. If Canelo successfully defends his legacy against these challengers, he will further solidify his status as one of the greatest fighters of all time.

However, with dangerous opponents like Benavidez, Bivol, Charlo, and Crawford on the horizon, Canelo’s reign will be tested like never before. Will he maintain his dominance, or is a new champion ready to rise in Saudi Arabia’s biggest boxing stage? The world will be watching.

Canelo Alvarez’s involvement in Saudi Arabia’s boxing revolution is a testament to his star power. By taking part in four potential fights in Riyadh Season, Canelo would further establish himself as a global icon and help Saudi Arabia cement its status as the premier boxing hub of the future.

However, the bigger question remains:

• Will Canelo continue to dominate in these matchups?
• Or will one of these challengers finally dethrone the Mexican superstar?

As the boxing world watches closely, one thing is certain: Canelo Alvarez’s next chapter could be written in the sands of Saudi Arabia, with millions tuning in worldwide.