Oleksandr Usyk vs. Derek Chisora: Fight prediction, card, odds, start time, how to watch, live stream

Fans curious as to how Oleksandr Usyk would fare at heavyweight were given few answers in his divisional debut just over a year ago. Saturday in London, Usyk will face his first true test in boxing’s biggest division when he takes on Derek Chisora in the main event of a Matchroom Boxing card (2 p.m. ET, DAZN).

Usyk (17-0, 13 KO) dominated the cruiserweight ranks, winning the World Boxing Super Series against legitimate competition and establishing himself as the best fighter in the division. After a 2018 knockout win over Tony Bellew, Usyk had few interesting decisions aside from jumping up in weight in an attempt to become the third man to ever win legitimate world titles at cruiserweight and heavyweight.

His debut in the heavyweight division came against Chazz Witherspoon, the once-prospect turned also-ran who stepped in at the last minute after kickboxing Tyrone Spong was forced out after failed drug tests. Witherspoon offered up little resistance, but Usyk did little to impress the way he had at cruiserweight. The ugly, slow affair ended with a seventh-round stoppage, but answered very few questions about Usyk’s potential in the division.

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Those answers figure to start to come Saturday against Chisora, a bruising power puncher who has built a decent career as a fringe world title contender but never quite hit the highest highs in the division.

Chisora (32-9, 23 KO) got off to a strong start, winning his first 14 fights and capturing both the British and Commonwealth titles before running into Tyson Fury in 2011 and taking a decision loss. The two would rematch in 2014 with a few more trinkets on the line, but Chisora was stopped after 10 rounds. In between those Fury fights, Chisora picked up some wins, was robbed against Robert Helenius, lost a world title shot against Vitali Klitschko and was knocked out by David Haye, a rival turned current Chisora manager.

In truth, Chisora has lost in basically every bout with fighters who could compete at the world title level. He also beat fighters who aren’t at that level, making him a fine gatekeeper, but one with a big personality, the ability to sell a fight like a star and end a fight with one punch.

This card also has a few more recognizable names throwing down across the pond. Lee Selby is back in action when he faces off with George Kambosos Jr. in an IBF lightweight title eliminator. Selby has been nearly perfect in his pro career while fighting almost exclusively in Great Britain. The former IBF lightweight champ dropped his belt in his only loss of the last decade to Josh Warrington three fights ago by split decision. A win on Saturday over a very tough Kambosos Jr. gets him right back in line for another shot at Warrington for the belt.

Usyk vs. Chisora card, odds

Oleksandr Usyk -650

Derek Chisora +475


George Kambosos Jr. -135

Lee Selby +115

IBF lightweight eliminator

Savannah Marshall

Hannah Rankin

Women’s middleweight

Tommy McCarthy

Bilal Laggoune

Vacant European cruiserweight title

Kash Farooq

Martin Tecuapetla


Amy Timlin

Carly Skelly 

Vacant Commonwealth junior featherweight title  


Heavyweight is unpredictable by its very nature, and Chisora is a live dog on the strength of the proverbial “puncher’s chance,” if nothing else. Usyk is capable of getting caught by a big shot, and Chisora is capable to knocking him out with that same type of shot. That said, Usyk’s boxing skills are likely too good for Chisora, and he certainly fits into the higher-tier level of opponent Chisora has simply never been able to beat. We do, however, get to learn a lot about Usyk in this fight, win or lose. Has he filled out more as a heavyweight? Can he eat a heavyweight punch and keep coming forward? Is he ready for a shot at a world title? We’ll gain a lot of insight as Usyk takes a comfortable decision here. Pick: Oleksandr Usyk via UD

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