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With the FA Cup third round fast approaching in January, attention naturally turns to the possibility of another giant-killing. It’s the first stage where Premier League clubs enter the competition, and year after year, it delivers moments that feel uniquely tied to English football and its elite domestic competition.

But the biggest shocks of the last 20 years haven’t been limited to one weekend or one round. From early exits to late-stage eliminations, clubs across the pyramid have fallen at unexpected moments, leaving results that still get referenced long after the season ends and debated across media coverage and platforms such as LiveScore Bet.

This article looks back at the most significant FA Cup knockouts of the last two decades.

Oldham Athletic vs Liverpool (fourth round 2013)

Oldham Athletic pulled off a memorable 3–2 win over Liverpool at Boundary Park in the fourth round in 2013. The League One side made a blistering start as Matt Smith opened the scoring in the third minute, before Luis Suárez equalised for Liverpool in the 17th. Oldham regained the lead just before half-time when Smith struck again in first-half stoppage time, giving the hosts a 2–1 advantage at the...