The upcoming Champions League semi-final between Milan and Inter couldn't be more fascinatingly poised, with both sides currently level on points in Serie A in the tussle for the top four.

While both sides' domestic fortunes have dipped compared to last season, they have curiously managed to excel in Europe, to the extent that there will be a Milanese team in the final of Europe's premier competition for the first time in 13 years. 

Ahead of Wednesday's highly anticipated first leg at San Siro, we look back at the five highest-scoring Derby della Madonnina matches since the turn of the century, with legends of the game like Andriy Shevchenko and Hernan Crespo stamping their authority on this iconic fixture. 


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5) Inter 0-6 Milan, May 2001

The largest margin of victory in the entire history of the Milan derby. 

It was oddly a season in which neither club finished in the top four of Serie A, although Andriy Shevchenko was in fine form and extended his scoring streak to five straight games with a brace as the black and blue half of the city capitulated.

Bizarrely, Gianni Comandini's only two goals for Milan came in this match to give the Rossoneri a 2-0 lead after 13 minutes, the forward steering in Serginho's lay-off before the pair again combined devastatingly as a left-wing cross was powered home.

The contest continued to be one-sided after the break as Federico Giunti's free-kick went through a crowd of bodies and all the way in, with Shevchenko making it four midway through the second half by heading in Serginho's inviting delivery at the back post.

Things continued to go from bad to worse for Inter as Shevchenko doubled his personal tally, speeding onto Kakha Kaladze's ball into the corridor of uncertainty, with the outstanding Serginho completing the rout, latching onto Shevchenko's glorious backheel and bearing down on the advancing Sebastien Frey to fire in. 

4) Inter 2-4 Milan, October 2001

Just five months after the 6-0 thrashing, the Rossoneri took three more points off their rivals, this time with Fatih Terim at the helm after the former Turkey boss replaced caretaker manager Cesare Maldini in the intervening summer. 

After frustrating results against Perugia and Venezia though, Terim was already feeling the heat. 

The pressure was ratcheted up further early on when Andres Guglielminpietro's inch-perfect crossfield pass was cut back by Mohammed Kallon into the path of Nicola Ventola, who finished from virtually on the goalline. 

However, Milan roared back after half-time as Shevchenko - currently the highest-ever scorer in the Derby della Madonnina - produced a downward header to beat Francesco Toldo from Rui Costa's glorious ball. 

Just after the hour mark, the game had turned on its head, Cosmin Contra lashing home superbly with his left foot. 

Filippo Inzaghi, older brother of current Inter boss Simone, then doubled Milan's advantage, leaping to meet Contra's sumptuous cross. 

And Shevchenko got his second of the game to put the result beyond doubt as he made a near-post run to convert from Serginho's square ball. 

Despite that huge three points, Terim was sacked just a fortnight later after picking up just one point from fixtures against Bologna and Torino, with Carlo Ancelotti taking the helm, although he couldn't stop Inter, managed by Hector Cuper, finishing third that season, one place above Milan.

3) Inter 4-2 Milan, May 2012

Milan may have comfortably finished ahead of Inter in 2011/12 - second and sixth respectively - but those bragging rights were tempered by the fact that the Nerazzurri completed the double over their great rivals. 

Wesley Sneijder's free-kick was nudged by Walter Samuel into the path of the reverse fixture's matchwinner Diego Milito, who calmly tucked in past Christian Abbiati for the opener. 

Just before half-time though, Milan levelled in controversial circumstances as Kevin-Prince Boateng theatrically flipped over Julio Cesar and Zlatan Ibrahimovic, formerly of Inter, slotted home the resulting spot-kick. 

Ibrahimovic made it 2-1 immediately after the break, cleverly beating Cesar after a Boateng dummy. 

In a seesaw contest, Diego Milito got Inter on level terms, scoring from the spot after being fouled by Ignazio Abate.

And Andrea Stramaccioni's men completed the comeback when Giampaolo Pazzini's header hit Alessandro Nesta's raised left arm at close range, allowing Milito to bag his hat-trick.

Maicon saved the best until last though as he sped down the right and unleashed a piledriver that left Abbiati rooted to the spot, giving the 'home' fans something to cheer at the end of an underwhelming campaign. 

Maicon celebrates after his screamer against Milan in 2012
Maicon's screamer was the pick of the goals in a pulsating Derby della Madonnina in May 2012

2) Inter 4-2 Milan, February 2020

Another 4-2 win for the Nerazzurri - and an even more impressive comeback to complete another double. 

A month before the world stopped due to the Covid pandemic, Inter and Milan served up a treat at San Siro.

Rossoneri creator Hakan Calhanoglu, who would cross the divide in the summer of 2021, struck a post before Stefano Pioli's men opened the scoring on 40 minutes as Zlatan Ibrahimovic's majestic knockdown was turned in by Ante Rebic, although Daniele Padelli was slow to come off his line and meet the Croatian. 

Padelli was then at fault for the second as he could only palm Ibrahimovic's header into his own net in first-half stoppage time, but Marcelo Brozovic halved the deficit shortly after the interval with a thumping volley before Matias Vecino's shot snuck past the covering Simon Kjaer on the line to level the scores. 

Stefan de Vrij was the man to turn the game in Inter's favour, contorting his body miraculously to direct Antonio Candreva's corner home. 

Christian Eriksen and Ibrahimovic both proceeded to hit the woodwork, and it came down to Lukaku, scorer in the reverse fixture, to settle the game here, dispatching Victor Moses' clipped cross before showing off his spine-tingling celebration as he held aloft a corner flag draped in his shirt. 

In Inter's first season under Antonio Conte, they had come second - their best finish for nine years. A year later, they would be champions (although their bitter rivals would pip them to the crown in 2021/22). 

1) Milan 3-4 Inter, October 2006

In the wake of the calciopoli betting scandal, Juventus' title from the 2005/06 season was given to Inter as the Old Lady were additionally punished with relegation to Serie B. 

Milan meanwhile were docked 30 points that campaign and started the 2006/07 season with an eight-point deduction.

This backdrop to the derby no doubt added a bit more bite to proceedings (as the 10 yellow cards and one red would suggest). 

Kakha Kaladze missed a gilt-edged opportunity to put the Rossoneri ahead and was quickly punished by former Milan goal machine Hernan Crespo, who guided Dejan Stankovic's inswinging free-kick well beyond Dida for the opener on 17 minutes. 

Stankovic doubled the lead midway through the first half with a searing 20-yard drive and just after the break it was Zlatan Ibrahimovic, then of the Nerazzurri, who put Roberto Mancini's men in dreamland, exchanging passes wonderfully with Stankovic before receiving the Serbian's lay-off, lifting the ball over Alessandro Nesta and firing in, although Dida didn't get enouh behind the strike. 

Former Inter midfielder Clarence Seedorf then almost scored one of the great Derby della Madonnina goals after a slaloming solo run, but the Dutchman was ultimately not to be denied as his deflected effort gave Milan hope. 

However, Marco Materazzi restored the three-goal margin with a downward header at the back post from Luis Figo's free-kick - only to be sent off for a second bookable offence after putting his shirt over his head to reveal a message wishing happy birthday to his son Davide. 

Milan kept plugging away, but, despite goals from Alberto Gilardino and Kaka, Inter held on for victory and had Julio Cesar to thank for a superb double save from Cafu and Seedorf. 

That gutsy win proved to be the second of a remarkable 17 successive league wins as Mancini's side defended their title, suffering just one defeat and racking up 97 points, a record for Serie A at the time, with Carlo Ancelotti's Milan claiming the Champions League against Liverpool - just two years after the agony of Istanbul. 

Watch the Champions League semi-final first leg between Milan and Inter exclusively live on BT Sport 1 and BT Sport Ultimate from 7pm on Wednesday 10 May.