Could Benn vs McGregor Become a Major Money Fight?

Conor Benn Challenges Conor McGregor for a High-Stakes Bout

Conor Benn has publicly called out Conor McGregor for a lucrative fight, stirring excitement about a possible crossover showdown. The idea of these two facing off has captured attention, especially since Benn’s last major outing was a tough loss to Ryan Garcia in September in Las Vegas.

After a fan-created poster promoting Benn versus McGregor surfaced on social media, Benn responded simply with "Any day of the week," sparking widespread speculation among British media about a potential UK versus Ireland battle sometime in early 2027.

BENN VS MCGREGOR IN 2027? 😳Conor Benn has just posted this on his Instagram 👀Would you like to see that fight? #ConorBenn | #ConorMcGregor | #BoxingFans pic.twitter.com/jGeBDSiMN9— IFL TV (@IFLTV) October 27, 2026

Why This Fight Could Happen

McGregor, 38, has flirted with boxing matchups since being stopped by Floyd Mayweather Jr. in 2017. Both fighters have reasons to make this bout happen. Benn has outgrown most competitors in the UK scene; apart from a potential third fight against Chris Eubank Jr., suitable domestic opponents are scarce. Meanwhile, McGregor’s name still draws big paydays.

For context, Benn reportedly earned $15 million for less than two rounds against Ryan Garcia. That sum is pocket change compared to what McGregor pulled in during his latest UFC fight at UFC 329 in July — estimated up to $32 million for a fight lasting just over a minute. His opponent Max Holloway earned roughly $3 million.

With only one fight left on his UFC contract, McGregor aims for a showdown around International Fight Week in July 2027. Since Benn fights under Zuffa Boxing, sharing ownership ties with the UFC's TKO promotion, organizing a clash would be fairly straightforward. A title bout for a Zuffa welterweight or super welterweight belt could add prestige and hype for both men.

Weight Class and Other Considerations

Benn is naturally bigger, having insisted before his Garcia bout he wouldn’t drop back to 147 pounds. Instead, he’s hinted at moving up to 154, 160, or even 168 pounds. McGregor last fought at welterweight, so their weight difference might require a catchweight agreement. If McGregor recovers fully from any injury issues, that obstacle could be cleared.

Given the financial stakes, Benn might reconsider his vow not to return to welterweight. Such a fight seems quite feasible, combining star power, promotional alignment, and lucrative payout potential.

About the Author

Joseph Hammond is an experienced sports journalist who has covered world championship fights globally. He has interviewed legends like Julio César Chávez, Manny Pacquiao, Floyd Mayweather, Gennady Golovkin, Oscar De La Hoya, and Bernard Hopkins. In 2024, he reported ringside for the Tyson Fury vs. Oleksandr Usyk undisputed heavyweight championship in Riyadh, the first in 24 years.