An injury-time goal from Will Patching has sent Dundalk into the third qualifying round of the UEFA Europa Conference League.
The Manchester City youth graduate's goal in the second minute of injury time secured a 2-1 win away to Levadia Tallinn, and a 4-3 aggregate victory.
Dundalk's reward is another €300,000 and a tie with Dutch side Vitesse Arnhem.
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After a topsy-turvy first leg in Tallaght, Dundalk could have done without conceding early. The did just that, however, with Ernest Agyiri finding the net on 17-minutes.
But Vinny Perth's side were unbowed, and Dave McMillan continued his excellent European streak by levelling the match - and the tie - just before half-time.
Extra-time seemed inevitable, until pressure in midfield from under-fire Wilfried Zahibo led to the ball being played through to patching, who coolly slotted past Karl Andre Vallner in the Levadia goal.
Dundalk will travel to the Netherlands for the first leg, with the second likely in Tallaght Stadium a week later. Progress to the third qualifying round has secured the Lilywhites a total of €850,000 in prize money.