Four times, most recently 2006. Posted June 2010.
The question is not clear, if how many cups Italy have won it is four, if how many times Italy hosted the cup it is two.
Italy will be playing in their 17th world cup in 2010
Brazil have won five world cups one more then Italy.
There was no world cup in 2009.
Italy have won a total of four world cups.
He Walter zenga played in two world cups 1986 and 1990.
Italy has won 4 FIFA World Cups (1934, 1938, 1982, 2006).
4 up to 2010
Italy have so far won 4 world cups. their first was in 1938 and their last was in 2006.
Italy ranks higher then NewZealand as they have played only two world cups. But Italy have won four world cups.
Italy comes second after Brazil with four world cups.
I think Italy have missed only one cup, so it is 18 world cups.