The collapse on the last night of the 2014 World Cup qualifiers has to be near the top.
In terms of pain and import and all that, sure, it was the worst easily. But this list will show that it is not any sort of outlier.
Salv 2 Pan 1 UNCAF 2001 Min 90
CR 2 Pan 1 UNCAF 2001 Min 84
Mex 1 Pan 0 Eliminatorias 2002 Min 88
Can 1 Pan 0 Elimin 2002 Min 81
Nic 1 Pan 0 UNCAF 2003 Min 83
USA 1 Pan 1 Elimin 2004 Min 90
CR 1 Pan 0 UNCAF 2005 Min 81
Hon 1 Pan 0 Oro 2005 Min 81
Guat 2 Pan 1 Elimin 2005 Min 92
CR 2 Pan 1 Elimin 2006 Min 90
CR 1 Pan 1 UNCAF 2007 Min 85
USA 2 Pan 1 Oro 2009 Min 106
Par 1 Pan 0 Amist 2012 Min 88
CR 2 Pan 2 Elimin 2014 Min 84
Peru 2 Pan 1 Amist 2014 Min 84
Mex 2 Pan 1 Elimin 2014 Min 85
USA 3 Pan 2 Elimin 2014 Min 90+1, 90+2
CR 2 Pan 2 Elimin 2014 Min 81, 87
Mex 1 Pan 0 Amist 2014 Min 87
Hait 1 Pan 1 Oro 2015 Min 85
Hon 1 Pan 1 Oro 2015 Min 81