#3 Bayern Munich vs. Arsenal, 5-1, Champions League, 2016-17
Many would call Ancelotti's spell at Bayern Munich a mixed bag, having fallen short of the Champions League crown during his one-and-a-half-year tenure. His solitary Bundesliga title win was not enough to keep his job, with an uncharacteristic dressing room fallout.
The high point of his German adventure was undoubtedly the 10-2 aggregate demolition of Arsene Wenger's Arsenal in the 2016-17 Champions League Round of 16. Ancelotti once again played the famous Rolls Royce-esque free-flowing and brutalizing attack-minded game that he has trademarked.
Goals from Arjen Robben, Robert Lewandowski and Thomas Muller, and a brace from Thiago left Arsenal humiliated. The humiliation was extended further when Ancelotti's Bayern visited the Emirates stadium and won by the same scoreline once more.
#2 AC Milan vs. Manchester United, 3-0, Champions League, 2006-07
Ancelotti's legendary AC Milan team of the 2000s is still spoken of with great affection and appreciation by fans of European football. Winning his first Champions League title in 2003, Ancelotti looked set to dominate Europe until that famous collapse in Istanbul against Liverpool in 2005.
Having lost Andriy Schevchenko, Ancelotti evolved to playing a 4-3-2-1 Christmas Tree formation. This brought the very best out of attacking midfielders Clarence Seedorf and Kaká, in front of a three-man midfield which featured Andrea Pirlo as a creative playmaker. Pirlo was supported by hard-working defensive midfielders Gennaro Gattuso and Massimo Ambrosini.
The ghosts of Istanbul were expelled when AC Milan won the 2007 final against Liverpool in emphatic fashion. Enroute to the final, they played a dangerous Manchester United team in a blockbuster semi-final clash. Goals from a prime Ricardo Kaka, Seedorf and Gilardino ensured a dominant 3-0 win that took them to another final.
#1 Real Madrid vs. Atletico Madrid, 4-1, Champions League, 2013-14
Real Madrid had been waiting for more than a decade for their coveted 10th Champions League title. The quest for La Decima saw Fiorentino Perez spend in the billions to fulfill, until Ancelotti delivered in 2014. The Italian took them to the finals where they faced city rivals Atletico Madrid.
In a tense and tactical game, Diego Godin scored to leave Real Madrid chasing in a high pressure situation against a dogged defensive unit.
In the depths of extra-time, Sergio Ramos sprung up to bring Real Madrid's dreams back to life. Soon, Angel Di Maria's shot was dispatched by Gareth Bale in extra time. Marcelo scored another, running amok at a tired Atletico defense, and Cristiano Ronaldo capped it all off by scoring a 120th minute penalty.
Not only was La Decima achieved but it was done in a style and swagger that has become a trademark of Ancelotti's great teams.