Portugal edged their way into the last eight with a hard-fought 1-0 victory that ended the ground-breaking run of Guatemala.
A slice of history was set to be made regardless of the victor with Portugal aiming to move beyond the Round of 16 for the first time since 1995, while Guatemala were seeking to continue their run having already gone further than any of their compatriots.
As it was, a lone penalty just seven minutes into the contest was enough to separate the teams. Nelson Oliveira cracked home his second goal of the tournament, after Cedric was needlessly brought down in the corner of the penalty area.
Portugal spurned a great chance to double their lead on 18 minutes but Caetano fired wide despite finding himself alone in the penalty area after an assist from Alex.
The Central Americans, having been under pressure, had their real shot soon after with right defender Jose Andrade attempting to curl the ball home only to see his effort clear the crossbar.
Portugal enjoyed far greater possession, but, as in previous matches, struggled to create gilt-edged openings.
On the stroke of half-time Portugal captain Nuno Reis leapt high and delivered a dangerous header that forced Roberto Padilla into a smart save.
Guatemala, knowing their tournament aspirations were on the line, started the second half in positive fashion and Jose Melgar forced Mika into an important save.
Portugal though soon had good openings of their own with firstly, Tiago Ferreira’s header going narrowly wide, and then Caetano pushing his effort wide after getting the better of his marker.
The dangerous Melgar was at it again for the Central Americans, twice hitting efforts close to Mika’s goal to rouse the locals into support of the underdog.
Seven minutes from full time came the moment for the Guatemalans. Only a stunning save from Mika denied Gabriel Navas who got on the end of a corner.
Incredibly, the Guatemalans were then denied by the width of the post when Kevin Norales’ free-kick was kept out by the woodwork, in what proved the final chance in a heroic campaign by the Central Americans.