Drummond made his professional debut with
Saprissa on 5 November 1995 against
San Carlos and scored his first goal on 15 January 1997 against
Herediano. He played his entire career for Saprissa, winning five national championships and two
CONCACAF Champions Cups. He also played at the
2005 FIFA Club World Championship, where Saprissa finished third behind
São Paulo and
Liverpool. He played 452 league matches for Saprissa and 574 including cup and international matches. In November 2010, Saprissa announced that Drummond would not play again for the club. ==International career==