Twenty years ago, on 7 November 2006, Southend United produced one of the most memorable upsets in English football by defeating Manchester United in the League Cup. The lower-league side toppled the Premier League giants at Old Trafford, a result that still resonates with fans of the Essex club.
The victory, achieved against a Manchester United team packed with international stars, remains a defining moment in Southend's history. Commemorations marking the anniversary highlight the enduring impact of that night, when the underdogs wrote themselves into cup folklore.



