Italy have missed out of the 2022 FIFA World Cup after a shock defeat to North Macedonia on Thursday night.
The Euro 2020 champions lost the World Cup playoff semifinal game by 1-0 in front of their fans.
After 90 mins of goalless play, Aleksandar Trajkovski picked up the loose ball in the second minute of added time and fired a sensational winner from outside the box.
Defeat for Italy means they will not play at a second World Cup in a row after also failing to qualify for Russia 2018.
North Macedonia now advance to the final of the World Cup playoffs, where they will face Portugal for a chance to reach the finals in Qatar.
At Estadio do Dragao in Porto, Portugal fought hard to keep their hopes of reaching the Qatar tournament alive with a win over Turkey.
Portugal, who had Cristiano Ronaldo in action, secured a 3-1 victory over Turkey to reach the final of the playoffs.
First-half goals from Otavio and Diogo Jota put the hosts in control and they looked to be cruising into the play-off final before Turkey responded through Burak Yilmaz.
But Matheus Nunes added a third for Portugal in stoppage time to put the game beyond Turkey, who did miss a late penalty.
Portugal, denied automatic qualification from the group by Serbia, will now face North Macedonia on Tuesday for the chance to book at place in Qatar
