5 worst defeats of Lionel Messi's career

#3 2016 Copa America finals defeat against Chile

Argentina were beaten by Chile on penalties

One of the worst nights of Lionel Messi's career. Chile beat Argentina on penalties to win the 2016 Copa America Centenario Final. The game ended scoreless after 120 minutes and Chile won the game on penalties, 4-2.

Both sides were reduced to 10 men in the first half after Argentina's Marcos Rojo and Chile's Marcelo Diaz were sent-off. The day went from bad to worse for Messi, as he missed an all-important penalty in the shootout.

This was Messi's third defeat in a major final and the Argentine announced his retirement from international football after the defeat, and said, "I've done all I can. It hurts not to be a champion." Eventually, Messi returned to international football six months later.