The Portuguese coach was massively successful during his time at Internazionale, with Dutch playmaker Wesley Sneijder a key man for the Italian giants.
Before this, Mourinho brought a certain Didier Drogba to Stamford Bridge, with the Ivorian going on to be his manager’s main attacking weapon and forging his place as a Blues legend.
Despite the familiarity and nostalgia that will be associated with Chelsea facing former charge Drogba tonight, another familiar face will hope to have a significant say in which side progresses through to the quarter-finals.
Roberto Mancini spent three-and-a-half years in charge of Manchester City, before being sacked as the team’s manager last May. The Italian played a considerable role in manufacturing the Etihad Stadium side into its current powerhouse status, winning momentous Premier League and FA Cup titles during his time in England.
With both Mancini and Mourinho managing Inter and both having success with the Milan club, there is certainly a personal rivalry there also.
However, the Italian’s record against Chelsea from his time at City makes very interesting reading.
Of the nine encounters in all competitions between Chelsea and City during Mancini’s reign, the Etihad Stadium outfit won six of them.
Past triumphs for Mancini against the west London side include a 4-2 victory at Stamford Bridge in his first game against the Blues, knocking Chelsea out of the FA Cup last April and a Community Shield victory in August 2012.
In the nine fixtures, Chelsea won only two, with a 0-0 draw played out between the sides back in November 2012.
Mancini’s side scored 15 goals compared to the 10 conceded at the hands of Chelsea.
The Galatasaray manager’s grapple with Chelsea this time round will be slightly different, as he will not be able to call upon the same quality that he had at his disposal during his English tenure.
The Italian has stated that Chelsea “have an 80 per cent” chance of progression, while there is no doubt that on paper the London outfit should win over two legs.
However, with the cauldron of the Türk Telekom Arena that awaits Mourinho and his charges, Drogba’s point to prove and Mancini’s burning desire to get one over his opposite number, it should be an electrifying 180 minutes of football.
Mancini did not lose on home soil against Chelsea during his time at City, winning all three of the Premier League clashes and conceding only one goal in the process.
For Galatasaray to stand a chance of causing an upset, the wily Italian needs to continue his enviable personal record against Chelsea in Turkey tonight.