Facial recognition software is improving all the time so, yes, we could teach it to help your search.
If you want a package that will tick away and compare pictures, looking for matches with a set of photographs, there are several on the market. None of them cheap. You can find them with your favourite search engine.
If you want something to try a quick check on a few pictures, there are a couple of services on the web:
Pictriev and the Microsoft site Twins or Not will both accept two photographs and then score a probability that the photographs are of the same person. These may help in what you seek but are not a perfect answer. Both sites are improving as more use is made of them - giving them the opportunity to learn.
In the future another possibility may arrive: Image recognition is one of the so-called superfunctions of the Wolfram language. It does not yet do facial recognition in the way you seek but it may do as the language grows.