Is it possible to fly from Washington Dulles to either Guayaquil or Quito using LatinPass? How convoluted is the routing?
Much easier from NYC with either GrupoTaca (1 change in SJO) or Avianca (1 change in BOG). If you can get a USAir flight to get you to JFK early morning, you could do it that way.
Flying GrupoTaca throughout, you could do IAD-SAL-SJO-UIO, but this would mean an overnight in either SAL or SJO.