|Date of birth||19 September 1987|
|Place of birth||Mumbai, Maharashtra, India|
|Height||1.83 m (6 ft 0 in)|
|Playing position||Central Midfielder|
|Atletico de Kolkata|
|* Senior club appearances and goals counted for the domestic league only and correct as of 5 April 2014.
Born in Mumbai, Maharashtra, Caldeira spent his youth career with Mahindra United where he spent a year with Spanish La 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 FC of the I-League. After spending two seasons with Air India Caldeira signed with Mumbai.
In July 2013, it was announced that Caldeira had signed with new direct-entry side Bengaluru FC. He then made his debut for the side on 29 September 2013 against Rangdajied United F.C. in which he started and played the full 90 minutes as Bengaluru won the match 3–0.
He was signed by Bengaluru FC again in August 2016 for a four-months deal, and was released by the club in November 2016.
In 2015, Caldeira signed for Mumbai F.C..
- As of 31 May 2016
|Club||Season||League||Federation Cup||Durand Cup||AFC||Total|
- "Darren Caldeira". Soccerway. Retrieved 19 August 2013.
- "Darren Caldeira". Football Database. Retrieved 19 August 2013.
- "They dared to dream and achieved it". Times of India. Retrieved 19 August 2013.
- "JSW Sports launches Bengaluru FC". The All India Football Federation. Retrieved 30 July 2013.
- "BENGALURU VS. RANGDAJIED UNITED 3 - 0". Soccerway. Retrieved 12 October 2013.
- "Midfielder Alvaro Rubio leaves Bengaluru FC". ESPN. 30 November 2016.
- Darren Caldeira at Soccerway