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

Max Parsons
Fernando Hierro challenges Chelsea's Pierluigi Casiraghi in the UEFA Super Cup final in 1998
Fernando Hierro challenges Chelsea's Pierluigi Casiraghi in the UEFA Super Cup final in 1998 / Ben Radford/Getty Images
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Thomas Tuchel has done a pretty sparkling job as Chelsea manager so far, wouldn't you say?

A Premier League resurgence has been accompanied by the Blues reaching the FA Cup final and the last four of the Champions League, where they face the might of Zinedine Zidane's Real Madrid.

And although it's a tough one to call, we wouldn't recommend predicting the outcome based on the two sides' head-to-head record: Chelsea and Real had only faced each other three times in competitive action, and never in the Champions League. The good news, though, is that Chelsea have never lost to Los Blancos!

So, let's take a look at the head-to-head record...


1. Real Madrid 1-1 Chelsea - May 1971

Francisco Gento, Ron Harris, Peter Osgood, Peter Houseman, Peter Bonetti
The two sides walk out for the European Cup Winners' Cup final in 1971 / Keystone/Getty Images

Neither side's current managers had been born the first time Chelsea and Real Madrid met.

The two clubs faced each other on 19 May 1971 in the final of the Cup Winners' Cup. Chelsea felt confident of victory against an ageing Real Madrid squad, and were boosted in the 57th minute as Peter Osgood put his side 1-0 in front.

Chelsea spirits were crushed, however, in the final minute of the 90 as Ignacio Zoco pounced on a defensive mistake to equalise and take the game to extra-time.

The tie finished 1-1 and, before the days of penalty shootouts, it was forced into a replay.

2. Chelsea 2-1 Real Madrid - May 1971

Cup Winners' Cup Final
Chelsea came out on top in the replay of the Cup Winners' Cup final / A. Jones/Getty Images

No hearts were broken just two days later, though.

Goals from Osgood and John Dempsey (who atoned for his mistake that gifted Real an equaliser in the original final) were enough to take home the Cup Winners' Cup trophy, despite Sebastian Fleitas' strike for Real.

3. Real Madrid 0-1 Chelsea - August 1998

The most recent encounter between the two sides came 23 years ago, in the European curtain-raiser.

Real Madrid had just won the Champions League and Chelsea had found UEFA Cup Winners' Cup success once more.

Guus Hiddink's Los Blancos side couldn't find a way past Gianluca Vialli's Blues, as a sweet Gus Poyet strike (skip to 2:28 in the above video to see it) ten minutes from time stole the victory, allowing skipper Denis Wise to lift Chelsea's third trophy of 1998.

What a year...


4. Real Madrid 1-1 Chelsea - April 2021

Christian Pulisic
Pulisic wheels away in celebration / Angel Martinez/Getty Images

The two sides' first competitive meeting for 23 years lived up to the billing, in the first half at least.

Chelsea took the game to Real Madrid and went into a deserved lead after Timo Werner missed his customary sitter; Christian Pulisic kept his composure to round Thibaut Courtois and squeeze a shot between two defenders on the line.

The Blues were left to rue their missed chances though, as the indomitable Karim Benzema produced a wondrous touch and thunderous finish to level proceedings before half-time.

The score remained level going into the second leg, with Chelsea having picked up a valuable away goal...


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