8) James Milner (Aston Villa to Man City) - £26m
A Premier League nomad of sorts, James Milner had played for a host of clubs early in his career; ranging from Leeds United (his boyhood club where he made his debut) to Newcastle (who bought him when Leeds ran into financial trouble) to Aston Villa where he became an integral member of the squad.
More of a wide midfielder than a traditional winger, Milner actually moved into a central midfield role at Villa when Gareth Barry was sold to Manchester City. However, he would also follow suit when City improved on their £20m bid to sign him.
At City, Milner was not given as much game time as he would have liked. In a squad that was brimming with star signings, Milner saw limited opportunities and he eventually saw out his contract to move to Liverpool on a free transfer.