Career
Di Cesare moved his first footsteps into Lazio"s youth system. During the summer of 2001, he accepted an offer from Chelsea, initially joining the Blues" reserve team However, he failed to break into the first team, and left England on January 2004 without making a single appearance, joining Avellino in temporary deal.
Di Cesare was suffered him serious knee injury.
Before move to Avellino, he also went to Brentford and Como for a trial. Di Cesare then went on to play in Serie B with AlbinoLeffe, Catanzaro and Mantova, joining the Virgiliani in January 2006.
Mantova
Di Cesare only played twice for the Veneto side in 2005-2006 Serie B. In the next 2 seasons, out of possible 84 Serie B games, he played 46 times. Vicenza
In June 2008, Di Cesare moved to Vicenza along with Simone Calori for €1 million and €500,000 respectively.
All 4 players signed 3-year contract.
Di Cesare only briefly played again in the first season with his new club (13 times in Serie B). Di Cesare played 33 games in 2009-2010 Serie B.
Torino
In his final year of the contract, Vicenza decided to sell him to Torino for €250,000 in 3-year contract (€750,000 short with the original price or €83,333 with the residual value of the contract), while Calori who never played for the club was released for free with a write-down of €166,667. Di Cesare made 50 out of possible 84 Serie B appearances with the Toro, winning the promotion back to Serie A. Di Cesare played 9 times in 2012-2013 Serie A. In June 2013, Di Cesare also obtained a license as youth team coach.
Brescia
On 8 August 2013, Di Cesare joined Serie B team Brescia.
In 2015-2016 Serie B, he did not received a shirt number on 5 August. A week later he was sold to Bari.
Bari
Di Cesare signed a 2-year contract with Bari on 12 August.
