On 15 May 2008 Argentine side San Lorenzo hosted Liga de Quito of Ecuador in the 1st leg of their Copa Libertadores quarter final. San Lorenzo were overwhelming favourites to win the game, they had eliminated River Plate in the previous round coming back from 2-0 down away from home with only 9 players.
When the San Lorenzo goalkeeper Agustín Orión received the ball he inexplicably decided to try some kick-ups instead of clearing it, he was closed down by Liga's Argentine striker Claudio Bieler who nipped in to knock the ball into the net. Adrián González equalised for San Lorenzo with a free kick but a 1-1 draw was a brilliant result for the Ecuadorians to take back to their high altitude fortress in Quito for the 2nd leg.
The teams drew 1-1 in the second leg and Liga won the penalty shootout to eliminate San Lorenzo. The Ecuadorians went on to win the tournament beating Brazilian side Fluminense in the highest scoring final in the history of the competition to become the first Ecuadorian side to win a major international tournament. Since then they have also won the Copa Sudamericana in 2009 and established themselves as one of the powerhouses of South American football.
For more crazy South American football check out the rest of the Cosas locas series.