Chelsea vs Real Madrid: Complete head-to-head record

Chelsea and Real Madrid are two giants of European football with excellent records in the Champions League.

Los Blancos are by far the most successful team in the competition’s history, winning it a total of 14 times, though the Blues have also enjoyed success in recent times. The Premier League side shocked the continent with surprise triumphs in in 2012 and 2021.

They have naturally met on occassion while battling for Champions League glory. Here’s who has come out on top each time Real Madrid and Chelsea have squared off.

Chelsea and Real Madrid first faced each other way back in May 1971, in the final of the Cup Winners’ Cup.

The Blues took a second half lead through Peter Osgood but were pegged back by an ageing Real side; Ignacio Zoco pouncing on a defensive mistake to equalise.

There was no penalty shootout to head to back in those days, so it was off to a replay to settle the score.

Osgood was again on the scoresheet for Chelsea just two days later – imagine that scheduling in the modern game – with John Dempsey also bagging.

That was enough to render Sebastian Fleitas’ strike for Real irrelevant, landing the Cup Winners’ Cup trophy for Chelsea.

It was 27 years before Chelsea and Real Madrid would lock horns again, this time in the Super Cup.

Real Madrid had just won the Champions League and Chelsea had enjoyed success in the UEFA Cup Winners’ Cup, making this a clash between champions.

Gus Poyet was the match winner for Chelsea, scoring ten minutes from time to allow Dennis Wise to lift their third trophy of 1998.

23 years later Chelsea and Real Madrid did battle once more, this time in the semi-finals of the Champions League.

After Timo Werner had missed an early sitter for the Blues, Christian Pulisic kept his composure to round Thibaut Courtois and squeeze a shot between two defenders on the line to open the scoring.

But Karim Benzema, surprise surprise, produced a wondrous touch and thunderous finish to level the scores as Chelsea headed back to Stamford Bridge with a valuable away goal.

Played during the height of the Covid-19 pandemic, the second leg took place in front of an empty stadium and it was Chelsea who booked their place in the final with a wonderful performance.

Werner opened the scoring from close range, nodding into an empty net after Kai Havertz’s lobbed effort had hit the bar, and there was no way back for Real Madrid after a late Mason Mount second.

The Blues would beat Manchester City in the final, Havertz scoring the winner.

Benzema’s fingerprints were all over Real Madrid’s triumph over Chelsea in the 2021/22 Champions League quarter finals, starting in the first leg at Stamford Bridge.

The Ballon d’Or winner struck a hat trick to give Los Blancos a sizeable advantage heading into the return fixture at home, though Kai Havertz’s header did give the Blues some hope.

Drama coursed through Real’s veins in 2021/22 and they were on the brink of elimination when Timo Werner scored Chelsea’s third at the Bernabeu.

That strike alongside earlier goals from Mount and Antonio Rudiger had Thomas Tuchel’s side 4-3 up on aggregate, but Rodrygo’s 80th minute strike forced extra time, where Benzema headed in the winner on aggregate.

Chelsea vs Real Madrid H2H record