Chisora had around 20 amateur fights, which included winning the 2006 ABA super heavyweight title, after defeating Tom Dallas in the final,[8] and a gold medal at the Four Nations Championships.

[9] Chisora turned professional under Frank Warren's Queensberry Promotions banner and was trained by Don Charles, alongside Dean Powell in his corner.

Chisora made his professional debut on 17 February 2007 at the Wembley Arena in London, beating Hungarian István Kecskés by a technical knockout (TKO) in the second round.

[10] Chisora's second fight was against English heavyweight Tony Booth at the Millennium Stadium in Cardiff on 7 April 2007, on the undercard of Joe Calzaghe's successful WBO super-middleweight title defence against Peter Manfredo Jr., winning a points decision (PTS), by 40–36.

[12] In June that year, in his first fight over six rounds, Chisora came up against the toughest test of his career in fellow undefeated British heavyweight prospect, Sam Sexton (7–0, 2 KOs).

The bout was stopped in the final 30 seconds of the last round, when the referee decided Sexton was taking too much punishment and declared Chisora the winner by TKO.

Chisora threw a barrage of unanswered left and right hands flush on the chin, backing Sexton against the ropes, prompting referee John Keane to stop the fight.

[27][28] On 11 February 2011, the BBBofC installed English heavyweight champion, and undefeated prospect Tyson Fury as mandatory challenger for Chisora's British title.

[30] On 23 May 2011, it was announced that Chisora would defend his British and Commonwealth heavyweight titles against Fury on July 23, 2011, at the Wembley Arena in London, both men went into the fight with a record of 14–0.

[38] Chisora faced undefeated contender Robert Helenius (16–0, 11 KOs) on 3 December 2011, at the Hartwall Arena in Helsinki for the WBA and WBO Intercontinental, and vacant European heavyweight titles.

[45] Klitschko boxed a disciplined fight with changing angles and superior footwork, and was able to keep the aggressive and offensive Chisora at range for the majority of the rounds.

Chisora also became only the fourth man (after Tino Hoffmann, Kevin Johnson and Shannon Briggs), to take Klitschko the twelve round distance.

Chisora entered the stadium, hooded and masked to the theme from Gladiator, and Haye to his entry music "Ain't No Stoppin' Us Now" by McFadden & Whitehead.

[60] It was confirmed that Chisora would return two months later on 20 July at the Wembley Arena, against undefeated American boxer Malik Scott (35–0–1, 12 KOs), for the vacant WBO International heavyweight title.

[64] Chisora next fought on 21 September for the vacant European heavyweight title against 25-year-old German boxer Edmund Gerber (23–1) at the Copper Box Arena.

[72][73][74] On 27 January 2014, it was announced that Chisora would fight former world title challenger Kevin Johnson (29–4–1, 14 KOs) at the Copper Box in London on 15 February 2014.

[96] On 24 March 2017, it was announced that Chisora would get his much awaited rematch against Finnish boxer Robert Helenius (24–1, 15 KOs) at the Hartwall Arena in Helsinki, Finland.

[100] On pursuing a rematch with Dillian Whyte, on 31 August 2017, Chisora announced that he had split with promoter Team Sauerland, but re-signed with manager Steve Goodwin.

[110] After Joyce knocked out Rudolf Jozic on 16 February, Haye revealed a new six-figure offer would be presented to Chisora, which would see him earn around the same purse he received in his loss to Kabayel.

Hearn stated in the post-fight press conference that he would issue a challenge to WBC champion Deontay Wilder to defend his title against Chisora in either Brooklyn or London.

[131][132] On 11 March 2019, Matchroom Boxing announced a doubleheader which included Chisora making his ring return on 20 April, as the co-main event to Dave Allen vs. Lucas Browne at The O2 Arena in London.

Gashi was known to UK fans after he was a last minute replacement in fighting Carlos Takam on the Whyte vs. Chisora rematch undercard, where he went on to lose via a 7th round stoppage.

Chisora was hoping to be added to the Andy Ruiz Jr. vs. Anthony Joshua rematch undercard, which was scheduled to take place in Saudi Arabia in December 2019.

[178][179] On 30 March, the British Boxing Board of Control extended the suspension until he end of May, following the guidelines from government and medical authorities, meaning the fight would be postponed.

In the middle rounds, Usyk was able to control the pace, using his superior movement and footwork to lead with solid jabs and land combination punches from angles on the outside, outboxing Chisora and escaping his attacks.

In the later rounds, Chisora upped his output and remained on the offensive, pressing forward and successfully landing a series of hard right hands and body shots, with Usyk responding with several heavy flurries and scoring stiff blows repeatedly.

[193] The day before the fight, the event looked to be in jeopardy as Chisora threatened to pull out, after losing a coin toss that meant he would have to walk to the ring first, which he objected to.

At the weigh-in, which took place at Canary Wharf's East Wintergarden, Chisora wore a mask off Boris Johnson, who recently resigned as Prime Minister of United Kingdom.

[224] On 20 October 2022, it was announced that Chisora would fight Tyson Fury in a trilogy bout for the WBC heavyweight title on 3 December at Tottenham Hotspur Stadium in London, live on BT Sport Box Office.

[269] At a court hearing in January 2017, Chisora avoided a driving ban by claiming he thought he was insured after a payment had left his account, paying for two drivers.