Paraguay’s longshot win against Germany in the Round of 32 is the latest in a long line of World Cup knockout boilovers. Published On 30 Jun 202630 Jun 2026Monday’s action in the FIFA World Cup 2026 added another chapter to the book of all-time knockout upsets in the tournament, with title contenders Germany stunned by Paraguay at the round of 32 stage, adding yet more spice to an event that has already delivered plenty of drama at the group stage.Al Jazeera takes a look at the top five upsets in World Cup knockout history:Recommended Stories list of 4 itemsend of list1. Germany vs Paraguay (2026)Jose Canale wrote his name in the history books, steering longshots Paraguay to a thrilling shootout win over four-time champions Germany in the round of 32 of the 2026 World Cup.Many thought Paraguay would be sent home packing after the group stage when the USA thrashed them in their tournament opener, but the South Americans turned their pain into purpose in no time, knocking out Germany 4-3 on penalties for the biggest upset in World Cup knockout history. Paraguay’s Jose Canale celebrates scoring the spot-kick, which helped them advance to the round of 16 [Amanda Perobelli/Reuters]2. Germany vs Bulgaria (1994)Germany have been on the receiving end of more than one knockout upset – and this one dates back to the 1994 World Cup on American soil.In their first-ever and only meeting at the World Cup, minnows Bulgaria toppled the defending champions in the quarterfinals, sealing a come-from-behind 2-1 victory over Germany that went down as one of the biggest shocks of the competition. Bulgaria’s Yordan Letchkov celebrates after scoring their second goal of a 2-1 quarter-final win over Germany at the 1994 World Cup [File: Peter Morgan/Reuters]3. Italy vs South Korea (2002)A rare golden goal decided Italy’s fate at the 2002 World Cup when co-hosts South Korea knocked them out in the round of 16. Advertisement The Italians got off to a promising start when Christian Vieri gave them an early lead, but South Korea’s Seol Ki-Hyun struck a late equaliser, and Ahn Jung-Hwan sealed the deal, becoming the third of just four to score a golden goal at the global finals.The 2-1 victory helped South Korea achieve a deep run at the tournament as they finished fourth, their best result in the World Cup to date. South Korea’s Seol Ki-Hyun celebrates after they knocked out Italy in the round of 16 of the 2002 World Cup [File: Tony O’Brien/Action Images]4. Brazil vs Germany (2014)Germany handed Brazil …
