The much-travelled Kaluđerović made his senior debut for OFK Beograd under manager Stevica Kuzmanovski, coming on as an injury-time substitute for Hristijan Kirovski in a 1–1 away league draw against Budućnost Banatski Dvor on 13 December 2003, aged 16.

In the 2009 winter transfer window, Kaluđerović moved from OFK Beograd to fellow Serbian SuperLiga club Rad.

[2] On 29 January 2015, Brisbane Roar announced that they had acquired the services of the Serbian for the remainder of the 2014–15 A-League, with an option to an extension at the end of the season.

Upon his arrival to the club, Kaluđerović said that it had been a desire of his to play in Australia for the Roar since facing them in the 2012 AFC Champions League, then with Beijing Guoan.

[10] He received his second call-up to the team for two friendlies against Mexico and Honduras in November 2011, appearing in both games with the latter ending up as his final international.