Kaká
One of Madrid's greatest fiascos of all time was the transfer of Kaká. The Brazilian footballer had won a Golden Ball and promised to keep getting better whilst playing for Madrid. But, due to injuries he was stopped in his tracks and he left Real Madrid without paying a penny.
Illarramendi
Florentino paid almost 39 million euros for the Real Sociedad footballer. But, the player didn't adapt to the team and ended-up returning to his ex club for half of the amount that the 'Meringues' had paid for him.
Lucas Silva
He arrived at the club after he was paid 14 million euros and he only played 3 games as a player in the initial line-up. He now plays for Olympique de Marseille and neither Michél nor the club are convinced by him.
Danilo
Last summer, footballer Danilo left Porto for 31.5 million euros. Despite the huge amount of money that Real Madrid had spent, he still didn't manage to win the match against Carvajal.
Samuel
It costed Real Madrid the comical amount of 25 million euros to sign Samuel. However, the footballer didn't fit in and the fans didn't like him either. Real Madrid lost 8 million euros after his subsequent sale.
Woodgate
Along with Samuel came Woodgate, costing Madrid 22 million euros. After, Florentino had to reluctantly give him up and he went to Middlesborough for less than 10 million euros.