4) Adrien Silva (Sporting Lisbon to Leicester – £22m)
The Portuguese midfielder initially signed for the Foxes on deadline day in August 2017 but, after failing to get international clearance from FIFA, the player had to wait until January to make his debut.
Silva really wasn’t worth the wait. He made just 21 appearances for Leicester before going on an 18-month loan spell at Monaco. The 32-year-old made a permanent move to Sampdoria back in October.