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Arsenal’s defeat by Fleetwood is the greatest upset in the history of the Carabao Cup: Premier League champions sunk by League Two side on dismal night for Mikel Arteta, writes OLIVER HOLT

OLIVER HOLT AT HIGHBURY STADIUM: Beside the tram tracks that run all the way down to Blackpool, they were doing a brisk trade at The Eating Plaice as kick-off edged closer.

Published: Tuesday, 27 October 2026 at 10:56 PM
Arsenal’s defeat by Fleetwood is the greatest upset in the history of the Carabao Cup: Premier League champions sunk by League Two side on dismal night for Mikel Arteta, writes OLIVER HOLT
Key Things to Know
  • Fleetwood Town knocked Arsenal out of the Carabao Cup on penalties following a 1-1 draw.
  • Oliver Holt argues the League Two side's victory is the greatest upset in Carabao Cup history.
  • Aaron Loupalo-Bi scored for Fleetwood before Viktor Gyokeres equalized for Arsenal in the second half.
The Story in 60 Seconds

Fleetwood Town eliminated Arsenal from the Carabao Cup fourth round in a penalty shootout after a 1-1 draw at Highbury. Aaron Loupalo-Bi opened the scoring for the League Two side before Viktor Gyokeres equalized for Mikel Arteta's team early in the second half. Oliver Holt argues the result represents the greatest upset in the competition's history.

Arsenal played the closing stages with ten men after 16-year-old Max Dowman received a straight red card for kicking Harrison Neal. In the shootout, Jay Lynch saved Bruno Guimaraes's spot-kick before 19-year-old defender Conor Haughey scored the decisive fifth penalty to send Fleetwood into the quarter-finals.

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