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5 moments that made you fall in love with Milan (Even if you didn’t know it yet)

Wajih by Wajih
25 July 2025
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AC Milan fans and supporters at the San Siro

Milan fans during the Serie A match between AC MIlan and Salernitana at Stadio Giuseppe Meazza on March 13, 2023 in Milan, Italy. (Photo by Alessandro Sabattini/Getty Images)

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You remember that moment when you're sitting there watching a game and something just snaps into place? When a team's personality shines so brightly, you can't help but be emotionally attached. That's what happened to millions of football fans during AC Milan's rollercoaster ride from the early 2000s to the present day. Whether you knew it or not, these five moments likely made you fall in love with the Rossoneri.

1. The Ancelotti masterclass - Champions League revenge (2007)

Do you recall that 2005 Champions League final agony? Liverpool's comeback from the impossible still troubles Milan supporters, but that hurt made the revenge of 2007 taste all the sweeter. When you saw Filippo Inzaghi net two against Liverpool in Athens, you saw tactical brilliance in the hands of Carlo Ancelotti.

This wasn't about winning, it was about how Milan won. The 2-1 victory was proof of football's everything that is beautiful: the elegance of Kaká, the vision of Andrea Pirlo, and Paolo Maldini's leadership in his 38th year. You might not have realized it at the time, but this was when you fell in love with football poetry. The way Milan controlled the game, how they took complex manoeuvres and made them look effortless, that's when you realize why they call it the beautiful game.

2. The wilderness years - When love is put to the test (2010-2015):

But love is not all about the honeymoon, is it? Between 2010 and 2015, Milan put every fan's loyalty to the test. You saw a team that had won a record eight Champions League honours struggle to make Europe. There was one final Serie A crown in the 2011-12 season, but then came the collapse.

Tenth place in 2014. Tenth! You must have questioned your loyalty during those low points. The experienced stars departed, the tactics were outdated, and the magic was lost. Yet something kept you in your seat. Maybe it was loyalty, maybe hope, but you hung on. And that is when you realized that you were no longer a flash-in-the-pan fan - you were emotionally invested.

3. The betting world's perception - When hope was lost (2013-2016):

This is where it gets fascinating from the analytical perspective. During Milan's darkest hour, you could trace the club's decline in betting markets. Lists of sister sites always had Milan relegated to mid-table mediocrity. The bookies' odds narrated a grim story: from Champions League favorites to relegation material.

In 2013, Milan's odds of winning Serie A were around 25/1. Forward to 2016, and some bookies were offering them shorter odds to get relegated than to win the title. The smart money had defected to Juventus, other divisions, anywhere but Milan. But somehow watching those odds reduce made you want all the more. There is something about being the underdog that makes the heart fonder.

4. The Ibrahimovic renaissance - Swagger resurgence (2020):

And then Zlatan was there. You thought he was finished at 38. But you saw him collect 10 goals in his maiden half-year with Milan, and suddenly everything changed. It was like this was not about his goals, it was about his mentality infecting youngsters such as Rafael Leão and Theo Hernández.

You could sense it immediately. Milan moved from protective to assured, from hoping to expecting. Ibrahimović did more than score; he restored belief. When he scored that bicycle kick against Bologna or bullied Inter in games, you were reminded why you loved this club. The swagger had been restored, and your love with it.

5. Scudetto Glory - Love fully realised:

May 22, 2022. You remember where you were when Milan last lifted the Serie A crown 11 years ago. Arithmetic was simple: beat Sassuolo, and the championship was theirs. But football is not arithmetic, is it?

When Olivier Giroud scored twice to seal the 3-0 victory, you must have experienced something you hadn't felt in years. Unadulterated happiness. The kind that comes with watching a team that you'd watched through their leanest years finally stand at the summit again. The San Siro jubilation, the tears of players who'd suffered through the years of exile, that's when you knew your romance with Milan was done.

It was never about the title. It was about the journey, the determination, the moments when everything else seemed lost but wasn't. You had watched a club's story of redemption, and you were experiencing it.

The beautiful truth about AC Milan:

These five moments did not merely define Milan - they defined your relationship with the game itself. The club's ability to break your heart and then convince you again, to challenge your loyalty, and then repay your trust, that is what makes the beautiful game beautiful.

You loved Milan because they showed you football is not about winning. It's about identity, passion, and believing that tomorrow must be better than yesterday. And once you have that, you are hooked for life.

Zlatan Ibrahimovic AC Milan
Zlatan Ibrahimovic celebrates during the award ceremony at the end of the Italian Serie A football match between US Sassuolo and AC Milan at the Mapei Stadium in Reggio Emilia, Italy, on May 22, 2022. Milan defeats Sassuolo 3-0 to win its 19th Scudetto. (Photo by Isabella Bonotto/Anadolu Agency via Getty Images)
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Wajih

Wajih

A writer, passionate about football: Serie A and AC Milan in particular. For business inquiries, contact: wajihmzoughi1996 [at] gmail [dot] com

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