 Cummings also played once for the Scotland national football team, in 2002.Cummings started his career at Chelsea but never made it into the first team, and instead was loaned out several times – Bournemouth 2000–01, West Bromwich Albion 2000–01 and 2001–02, and Dundee United in 2002–03.Following his return from the Dundee United loan spell, Cummings was again loaned to Bournemouth, for a three-month spell, before signing a permanent deal with the club.