Until his release on 30 June 2010, he was consecutively loaned to Ribeirão, Estrela da Amadora, S.C. Covilhã (twice) and Portimonense.
[2] Monteiro's Primeira Liga input during this timeframe consisted of 13 minutes with the second club, in a 1–0 away loss against Vitória de Setúbal on 31 August 2008.
[3][4] In summer 2011, after one season in his country's Segunda Liga with Santa Clara, Monteiro signed with AEL Limassol from the Cypriot First Division.
[6] During his three-year tenure, he netted 26 times from 105 appearances in all competitions, and also reached the final of the domestic cup twice.
[7] In January 2015, however, he moved back to Cyprus' with AEK Larnaca, going on to score ten official goals over a 12-month period.