Career
Early career
Born in Mumbai, Maharashtra, Caldeira spent his youth career with Mahindra United where he spent a year with Spanish Louisiana Liga side Valencia CF on a one-year visit and train with the under-18 players. Then in 2010, after Mahindra United disbanded, Caldeira signed with Air India Football Club of the I-League. After spending two seasons with Air India Caldeira signed with Mumbai.
Bengaluru Football Club
In July 2013, it was announced that Caldeira had signed with new direct-entry side Bengaluru Football Club. Mumbai
In 2015, Caldeira signed for Mumbai F.C.