Khan’s experiences with the pair are still fresh in boxing memory. Back in 2016, he moved up to a 155-pound catchweight to challenge Canelo but was stopped in the sixth round after being caught by the Mexican superstar’s power. Three years later, Khan tested himself against Crawford at welterweight, only to suffer another sixth-round stoppage defeat.
Despite both setbacks, Khan feels he saw enough to form a clear impression of the fighters. “Canelo was easier to hit when I fought him,” Khan recalled. “His footwork wasn’t the quickest, but his hand speed surprised me. The power was always there, and that’s something Crawford has to deal with—the natural size and strength.”
The only man to have fought both Canelo and Crawford, @AmirKingKhan, has backed the American to come out on top when the pair meet next month 🗣️
— IFL TV (@IFLTV) August 20, 2025
Do you agree with Amir?#CaneloCrawford | #AmirKhan | #BoxingDebate | #BoxingFans pic.twitter.com/K2rIRTY27T
Even so, Khan leans toward Crawford. He pointed out how strong the Omaha native has looked while bulking up, citing a recent photo of Crawford around 180 pounds. “He’s carrying the weight well, still powerful, still sharp. Plus, he’s fresher than Canelo. Canelo’s had so many grueling fights, while Crawford hasn’t taken the same kind of damage.”
Still, Khan tempered his prediction with realism. “This is elite-level boxing. Anything can happen. But if I had to lean one way, it’s Crawford.”
Of course, time is a factor in evaluating Khan’s view. His fight with Canelo was nearly a decade ago, long before the Mexican cemented himself as a full-time super middleweight and even tested the waters at light heavyweight. Meanwhile, his bout with Crawford was six years past, when Bud was still firmly a welterweight.
So much for all the talk about them being too buddy buddy. Canelo Alvarez just shoved Terence Crawford hard as Dana White separates them. #CaneloCrawford pic.twitter.com/Iy5WrjlVKq
— Mike Coppinger (@MikeCoppinger) June 22, 2025
Crawford is now making a daring leap from 147 pounds to challenge Canelo at 168, skipping over a large chunk of territory in between. It’s a bold gamble that leaves questions about how he’ll handle a naturally bigger opponent.
Most experts still argue that Alvarez’s size and experience at higher weights make him the favorite. Yet, the growing support for Crawford suggests that many believe his skillset could offset the physical disadvantages. On September 13, we’ll finally see if Khan’s instincts were right.