D'Agostino was brought up in the Palermo youth system,[citation needed] in Roma youth system only for two seasons because he was progressing enormously and,[citation needed] in 2001, went to Bari with co-ownership rights as part of the deal that brought Antonio Cassano to Roma.

[6] On 7 July 2006, he was bought by Udinese for a reported €1.2 million,[7] where he firmly established himself as a regular, also achieving a place in the Italy national team during his stay with the Friuli-based side.

D'Agostino said that “It still hurts a little that Fiorentina didn’t keep me,” and expressed his desire to remain in Florence, having earlier said he loved living in the city.

He received his first senior call-up in November 2008, but did not play, making his debut on 6 June 2009 in a friendly match against Northern Ireland.

In June 2017 he was named new head coach of Lega Pro club Virtus Francavilla.