How large a daze is the Premier League champions’ 5-3 decision connected penalties aft a 1-1 gully with a fourth-tier club?
Published On 28 Oct 2026
Arsenal suffered a stunning League Cup fourth-round defeat astatine fourth-tier Fleetwood Town connected Tuesday.
The Premier League champions lost 5-3 connected penalties aft a 1-1 gully successful 1 of the top shocks successful the past of English football.
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The statement implicit what is the biggest upset successful cupful past is never-ending, but present are 5 different epic cupful upsets to rival Arsenal’s humiliation.
Wrexham bushed Arsenal 2-1 (1992 FA Cup)
In the erstwhile season, 90 places had separated the 2 clubs successful the English Football League, with Arsenal having claimed their 2nd rubric successful 3 seasons nether manager George Graham.
Alan Smith enactment the Gunners successful front, but Mickey Thomas’s escaped footwear levelled matters with 10 minutes remaining, and Steve Watkin astonishingly claimed a precocious winner.
Arsenal’s David Rocastle looks dejected arsenic Steve Watkin celebrates scoring Wrexham’s victor [File: Reuters]Bradford bushed Chelsea 4-2 (2015 FA Cup)
Chelsea won the FA Cup 5 times betwixt 2006 and 2018, but Jose Mourinho’s Blues were humbled by third-tier Bradford astatine Stamford Bridge.
The Premier League leaders went 2-0 up done Gary Cahill and Ramires.
But Bradford stormed back, and goals from Jon Stead, Filipe Morais, Andy Halliday and Mark Yeates left Chelsea successful tatters.
Bradford City’s Filipe Morais (left) celebrates with teammate Andy Halliday aft scoring against Chelsea successful the FA Cup connected January 24, 2015 [Stefan Wermuth/Reuters]Hereford bushed Newcastle 2-1 (1972 FA Cup)
The fourth-round necktie that had everything: transportation invasions by Parka-clad fans, and Ronnie Radford scoring 1 of the FA Cup’s top goals.
Malcolm Macdonald enactment Newcastle up 8 minutes from time, and it seemed arsenic if determination would beryllium nary fairytale for the non-league outfit.
But Radford equalised with a screamer from 25 yards, and Ricky George won it for Hereford successful other time.
Wimbledon bushed Liverpool 1-0 (1988 FA Cup final)
Wimbledon’s “Crazy Gang” were fixed nary accidental to halt Liverpool from claiming a league and cupful treble successful the last astatine Wembley.
Wimbledon had been a third-tier broadside 4 years earlier, and Liverpool had won the rubric by a borderline of 9 points.
But Lawrie Sanchez headed location from Dennis Wise’s escaped kick, earlier Wimbledon keeper Dave Beasant saved John Aldridge’s punishment to seal the upset.
Wimbledon FC subordinate Lawrie Sanchez holds the FA Cup arsenic his skipper and goalkeeper David Beasant acknowledges the cheers of their fans connected May 14, 1988 [Bob Dear/AP]Grimsby bushed Manchester United 12-11 connected penalties (2025 League Cup)
United trailed 2-0 arsenic Grimsby duo Charles Vernam and Tyrell Warren scored to exposure the flaws successful their supposedly superior opponents.
Bryan Mbeumo and Harry Maguire managed to instrumentality the second-round necktie into other time.
But Grimsby won connected penalties to permission then-United brag Ruben Amorim shell-shocked.
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