Just about reaches 1994 Caribbean Cup levels of absurdity.
http://en.m.wikipedia.org/wiki/Barbados_4%E2%80%932_Grenada_%281994_Caribbean_Cup_qualification%29
The match started off routinely, and Barbados scored two goals, establishing the two-goal winning margin they needed. In the 83rd minute, however, the game changed when Grenada scored a goal. This late goal would take Grenada through to the finals unless Barbados could score again. Barbados attempted to score for the next few minutes, but because they were unable to, they switched to an alternate strategy, of tying up the game so that they could try to achieve the two-goal margin in extra-time. In the 87th minute they stopped attacking, and the defender Sealy and the goalkeeper Horace Stoute passed the ball between each other before intentionally scoring an own goal.
Now the game was at 2–2, with just three minutes of normal time left. The Grenadian players caught on to Barbados's plan, and realized that they would advance in the tournament by scoring a goal in either net. This left the match in the highly unusual position of no clear side of the field for one team versus the other, but rather one team trying to score a goal in either net, and the other team trying to defend both. For the next three minutes, Barbadian players successfully defended both sides. Still tied at 2−2, the game went on to extra-time, where the winning "Golden Goal" would count double — so Barbados only had to score once to qualify for the 1994 Caribbean Cup. Thorne scored the winner for Barbados and they advanced to the next round.[2]