Half of the registration rights of Caldirola — and Luca Garritano — were sold to Cesena as part of the deal that brought defender Yuto Nagatomo to the San Siro in June 2011, after a successful loan.

On 7 December 2011, Caldirola made his first team debut for Inter in a UEFA Champions League group stage match against CSKA Moscow which ended in a 2–1 loss at San Siro.

[10] In June 2012, the co-ownership deal was renewed and Caldirola reported to Cesena in pre-season on 10 July 2012, where he played the first half of the season for the Romagna club before again being loaned to Brescia in January 2013,[11] where he finished the campaign with 15 league appearances.

[12] On 26 June 2013, SV Werder Bremen confirmed the signing of Luca Caldirola from Inter on a four-year contract,[13] for a €2.5 million transfer fee.

Under the management of Devis Mangia, in 2012, Caldirola was named captain of the under-21 side, where he led the Azzurini in the 2013 UEFA European Under-21 Football Championship.