Konchesky joined West Ham United in July 2005 for a fee of £1.5 million, having made a total of 168 appearances for Charlton in all competitions, scoring six goals, and 15 appearances for Tottenham. He made 45 league and cup appearances in the 2005–06 season, helping West Ham to ninth place in the Premier League and to the 2006 FA Cup Final, where he scored when his cross went straight into the net but later had a spot kick saved as West Ham went down to Liverpool on penalties after drawing 3–3 after extra time.