Ancelotti is the most successful manager in the competition’s history with three victories.
SunSport takes a look back.
Parma — 1997-98
Parma qualified for the Champions League after Ancelotti led them to within two points of a first-ever Serie A title.
The likes of Gianluigi Buffon, Lillian Thuram, Fabio Cannavaro, Dino Baggio and Hernan Crespo held their own in the group stage.
But finished runners up to holders, Borussia Dortmund, at a time when best second-placed sides progressed.
Juventus — 1998-99 and 2000-01
A rare blotch on Ancelotti’s copybook.
He led Juventus to a staggering seventh-place finish and a Champions League semi-final collapse against Manchester United in his first season.
AC Milan — 2002-03 to 2007-08
It was back at his old stomping ground where Ancelotti made his mark in management.
Having won the trophy twice as a player, he replicated that achievement as boss of the club with victories in 2003 and 2007.
Under his stewardship, Milan were the most feared team in Europe as they also reached a quarter-final, semi-final and final in a sensational five-year stretch.
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Chelsea — 2009-10 and 2010-11
Productive on the domestic scene, but disappointed in Europe.
In the following season, it was United who ended their run at the quarter-final stage.
Paris Saint-Germain — 2012-13
Fresh from Qatari investment, the French side had won their first league title for 19 years.
PSG held their own in the Champions League — topping their group with five wins.
They beat Valencia in the last-16, but were eliminated — without losing — by Barcelona.
Real Madrid — 2013-14 and 2014-15
Won the coveted ‘Decima’ in his first season, and routed holders Bayern Munich 5-0 on aggregate in the semi-finals.
Despite winning the clubs first Champions League title for 12 years, he would only last one more season.