Every Trophy Carlo Ancelotti Has Won

Carlo Ancelotti has already cemented his place among football’s managerial greats. The Real Madrid boss has conquered nearly every major competition and led some of Europe’s biggest clubs in the Champions League spotlight, including AC Milan and Chelsea.

In the 2024/25 campaign, Ancelotti is once again guiding Madrid in a relentless pursuit of silverware—firmly in the La Liga title race, battling for yet another Champions League crown, and preparing for a Copa del Rey final showdown against arch-rivals Barcelona. But just how many trophies has 'Don Carlo' lifted during his storied career? From domestic leagues to continental triumphs, Ancelotti has truly won it all.

Juventus

Given his glittering success at AC Milan, it’s easy to overlook the fact that Carlo Ancelotti’s first trophy as a manager came during his time at Juventus. After missing out on UEFA Cup qualification, the Bianconeri found themselves in the less prestigious Intertoto Cup—but with the star-studded squad at their disposal, the competition proved no real challenge.

In his first full season in Turin, Ancelotti guided Juve to the Intertoto title with a 4-2 win over Rennes. While he didn’t add any more silverware during his time at the club, his work was impressive enough to attract the attention of Milan, who would soon come calling to offer him the job that would define his early legacy.

Milan

Carlo Ancelotti’s arrival at AC Milan marked the beginning of one of the most successful eras in the club’s history. Under his leadership, the Rossoneri thrived both domestically and in Europe. His first season of major silverware came in 2002/03, when Milan lifted both the Coppa Italia and the Champions League, followed by the UEFA Super Cup later that year.

Ancelotti continued to build on that success, winning the Italian Super Cup in 2004 and securing the only Serie A title of his managerial career the following season. But perhaps the most iconic moment of his Milan tenure came in 2007, when he guided the club to Champions League redemption against Liverpool—avenging the painful defeat in Istanbul two years earlier with a commanding win in the final.

That triumph earned him a second Champions League title with Milan, and was followed by victories in both the UEFA Super Cup and the FIFA Club World Cup, cementing his legacy at San Siro.

Chelsea

Following a glittering stint at Milan, Carlo Ancelotti made the switch to Chelsea, where he was tasked with bringing domestic dominance to Stamford Bridge, backed by significant financial support. His tenure in England delivered mixed results overall, but it included a memorable high point in the 2009/10 season when he guided the Blues to a historic Premier League and FA Cup double.

Those two trophies—along with the Community Shield—were the only major honours he captured during his time in west London. However, Ancelotti left a lasting impact on the squad and club culture, earning admiration from players and fans alike, with the likes of Joe Cole among those who praised his influence and man-management.

"Having worked with him, and seen it first hand, it is 90% pure wisdom. He does not try and overcomplicate things, rewrite the game, he just has this knack of motivating football teams, players and groups.