It will actually be the fifth time the teams have met, with Spurs holding a terrible record of four losses, six goals conceded and none scored.
They'll be hoping to change that and can take note from these six other times English clubs beat the best team around.
6. Chelsea 2-1 Real Madrid, 1970/71 Cup Winners Cup Final
Chelsea won the 1971 European Cup Winners Cup final after a replay saw them defeat Real Madrid 2-1 in Greece. The original tie had ended 1-1, with Peter Osgood's opening goal being cancelled out by a last minute Ignacio Zoco strike. With no goals scored in extra time and penalties not being common place, the game was replayed two days later.
In front of a modest 19,000 crowd with most fans having already flown home, Peter Osgood once again kicked off proceedings before John Dempsey added a second before the break. Sebastián Fleitas netted with 15-minutes to go but it wasn't enough and the Blues held on to win their first major European trophy.
5. Ipswich Town 1-0 Real Madrid - 1973/74 UEFA Cup
Ipswich Town became just the third English side to defeat Real Madrid on a famous night at Portman Road back in September 1973. The Tractor Boys, managed by Sir Bobby Robson, overcame Los Blancos 1-0 thanks to an own goal by Real defender Rubiñan.
They would hold on in the second leg, drawing 0-0 at the Bernabeu before eventually being knocked out by Lokomotive Leipzig on penalties in the quarter finals.
4. Liverpool 1-0 Real Madrid - 1980/81 European Cup Final
The Reds clinched their third European Cup in style, beating Madrid at the Parc des Princes in Paris thanks to an 82nd minute goal from Alan Kennedy.
The left-back struck late on to earn Sir Bob Paisley's side a crucial win in a game destined to go the distance, seeing him become the first coach to with Europe's top honour three times.
3. Chelsea 1-0 Real Madrid - 1997/98 Super Cup Final
For the second time in a European final, the Londoners overcame Madrid by one goal thanks to a late Gustavo Poyet strike.
Chelsea, who were Cup Winners Cup holders, defeated Guus Hiddink's Champions League winners in a closely fought game in Monaco. Neither side had won the Super Cup before, with the Blues' victory being their only to date.
Madrid have now gone on to win the competition four times, just short of AC Milan and rivals Barcelona's five.
2. Liverpool 4-0 Real Madrid, 2008/09 Champions League Last 16
The Reds were already in a strong position having won 1-0 in Madrid thanks to a Yossi Benayoun header but could never have dreamt of defeating one of Europe's best sides by such a large margin.
The 5-0 aggregate score was one of Madrid's worst ever in Europe but it wasn't enough for Liverpool, who were knocked out by Chelsea in the next round.
1. Real Madrid 0-1 Arsenal - 2005/06 Champions League Last 16
On one of the most famous nights in English European football history, Arsenal became the first team from the England to overcome Real at the Santiago Bernabeu. Madrid's Galacticos, featuring the likes of Zinedine Zidane, Ronaldo, Raul and David Beckham, were no match for the Gunners who won 1-0 thanks to Thierry Henry's wondergoal.
The Frenchman shrugged off several players before slotting it past Iker Casillas to give Arsenal a slender lead into the second leg. They managed to hold off at Highbury, drawing 0-0 en route to their first and only Champions League final where they would lose 2-1 to Barcelona in Paris.