The 29-year-old headed to King Power Stadium after making 19 appearances for Wolves during the first half of 2019/20, including his 100th Premier League game.
While Çağlar Söyüncü and Jonny Evans have formed one of the most fearsome defensive partnerships in the Premier League, Bennett provides essential depth and cover.
The authoritative centre-back was signed up by Ipswich Town in 1996 and would spend 10 years in the youth ranks at Portman Road, before Grimsby Town secured his services.
Bennett was quickly called up to Grimsby's senior side and his debut came as a substitute during a 2-1 victory over MK Dons in April 2007.
A month later, he became the youngest man to wear the captain's armband for the Mariners.
His first goal in professional football, meanwhile, sealed a 1-1 draw with Notts County at Blundell Park, and he later won the club's Young Player of the Year award in 2007/08.
When former City player Mike Newell became manager in October 2008, Bennett was promoted to club captain as the individual awards kept coming his way on the Humber.
At the end of 2009, Bennett was named the Supporters' Player and Young Player of the Year, before signing for Championship side Peterborough United in October of that year.
An initial loan deal became permanent shortly after, with Bennett playing a key role in the Posh's promotion back to the second tier, via the play-offs in 2011.
The nature of his performances meant he was signed by Norwich City.
While he was initially loaned back to Posh, Bennett would go on to make over 100 appearances for Norwich, which included four Premier League campaigns and one promotion-winning season.
Bennett left Norwich to link up with Nuno Espírito Santo at Wolverhampton Wanderers, providing vital steel to the Portuguese's defence as they mounted a promotion charge.
He made 33 appearances for the West Midlands side as they roared to the Championship title in 2017/18, scoring a dramatic last-minute winner at Bristol City in December 2017.
Bennett made another 40 appearances in all competitions as Espírito Santo's men secured a seventh-place finish during their maiden season back in the top flight, qualifying for the UEFA Europa League.
He also made an important contribution to Wolves' 2019/20 campaign, featuring 11 times in the league, twice in the Carabao Cup and on six occasions in the Europa League, scoring against Crusaders FC in the qualifying stage.